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Determining the amount and bioaccessibility of methylglyoxal and glyoxal in functional snack foods with herbal teas: effect of different herbal teas on α-Dicarbonyls

Abstract

The global challenge against cardiovascular diseases, some tumours, diabetes, and diabetes-related disorders have accelerated. These conditions are often due to several dysfunctions in the metabolic pathway, which are influenced by diet. One reason for this is that excess consumption of processed foods may be accompanied by conversion of their components into harmful macromolecules such methylglyoxal (MGO) and glyoxal (GO) in the body. These hazardous compounds can be restricted during metabolism by plant-based natural sources or some medications. In this paper, anti-diabetic beverages such as green tea, bergamot-flavored black tea, and olive-leaf tea were used as plant-based sources, and functional snacks were developed using these ingredients. According to the results, the teas limited the formation of glycation products, with the greatest effects from bergamot-flavored black tea, followed by green tea and olive-leaf tea, respectively. The rates of MGO reduction were 83.80 ± 4.19, 97.84 ± 4.4, and 96.51 ± 4.37 µg/100 g, while the rates of GO reduction were 65.18 ± 2.95, 93.7 ± 4.2, and 33.1 ± 1.50 µg/100 g, respectively.

Keywords:
glyoxal; methylglyoxal; green tea; bergamot-flavored black tea; olive-leaf tea

1 Introduction

According to recently published data from the International Diabetes Federation, the number of people with diabetes worldwide has reached 451 million (Li et al., 2020Li, J., Huang, J., Zheng, L., & Li, X. (2020). Application of artificial intelligence in diabetes education and management: present status and promising prospect. Frontiers in Public Health, 8, 173. http://dx.doi.org/10.3389/fpubh.2020.00173. PMid:32548087.
http://dx.doi.org/10.3389/fpubh.2020.001...
). The World Health Organization (WHO) predicts that almost 693 million people will be diagnosed with diabetes by 2045 and, accordingly, declared diabetes an epidemic (World Health Organization, 2021World Health Organization – WHO. (2021). Retrieved from https://www.who.int/.
https://www.who.int/...
; Dabur et al., 2018Dabur, R., Sharma, B., & Mittal, A. (2018). Mechanistic approach of anti-diabetic compounds identified from natural sources. Chemical Biology Letters, 5(2), 63-99.). Diabetes mellitus (DM) is a serious metabolic disorder with microvascular and macrovascular complications that have a major impact on the health and life expectancy of affected individuals (Burçak, 2008Burçak, D. G. (2008). Tip 2 diyabetli hastalarda DNA glikasyonu ve DNA glikasyonu üzerine B1 vitamininin etkilerinin diyabetik nefropatili hastalarda incelenmesi (Master Degree Thesis). Istanbul University, Istanbul.; Anwar et al., 2021Anwar, S., Khan, S., Almatroudi, A., Khan, A. A., Alsahli, M. A., Almatroodi, S. A., & Rahmani, A. H. (2021). A review on mechanism of inhibition of advanced glycation end products formation by plant derived polyphenolic compounds. Molecular Biology Reports, 48(1), 787-805. http://dx.doi.org/10.1007/s11033-020-06084-0. PMid:33389535.
http://dx.doi.org/10.1007/s11033-020-060...
). These complications cause many diseases, such as neuropathy (neural damage), retinopathy (eye disease), nephropathy (kidney disease), atherosclerosis, Alzheimer's disease (AD), Parkinson's disease (PD), rheumatoid arthritis, and cataracts (Patel et al., 2020Patel, D. M., Bose, M., & Cooper, M. E. (2020). Glucose and blood pressure-dependent pathways–the progression of diabetic kidney disease. International Journal of Molecular Sciences, 21(6), 2218. http://dx.doi.org/10.3390/ijms21062218. PMid:32210089.
http://dx.doi.org/10.3390/ijms21062218...
). One of the main reasons for the occurrence of complications is the presence of reactive oxygen species (ROS), reactive carbonyl species (RCS), and reactive nitrogen species (RNS), which occur with long-term hyperglycemia (Macit & Akbulut, 2015Macit, S., & Akbulut, G. (2015). Diabetes mellitus ve oksidatif stres. Beslenme ve Diyet Dergisi, 43(1), 59-65.). Especially, methylglyoxal (MGO) and glyoxal (GO) from α-dicarbonyls (α-DC) form as a result of carbonyl stress, caused by both Maillard reactions (MRs) and advanced glycation end products (AGEs) (Lim & Shin, 2020Lim, H., & Shin, H. (2020). In-solution derivatization and detection of glyoxal and methylglyoxal in alcoholic beverages and fermented foods by headspace solid-phase microextraction and gas chromatography–mass spectrometry. Journal of Food Composition and Analysis, 92, 103584. http://dx.doi.org/10.1016/j.jfca.2020.103584.
http://dx.doi.org/10.1016/j.jfca.2020.10...
; Sobhy et al., 2020Sobhy, R., Shen, Q., Abd-Elrahman, A. A., Khalifa, I., Liang, H., & Li, B. (2020). In vitro evaluation of anti-methylglyoxal/glyoxal activity of three phytosterols using glycated bovine serum albumin models. Steroids, 161, 108678. http://dx.doi.org/10.1016/j.steroids.2020.108678. PMid:32565405.
http://dx.doi.org/10.1016/j.steroids.202...
). It is well known that advanced glycation plays an important role in the progression of diabetic complications (Polizzi et al., 2012Polizzi, F. C., Andican, G., Çetin, E., Civelek, S., Yumuk, V., & Burçak, G. (2012). Increased DNA-Glycation in type 2 diabetic patients: the effect of thiamine and pyridoxine therapy. Experimental and Clinical Endocrinology & Diabetes, 120(6), 329-334. http://dx.doi.org/10.1055/s-0031-1298016. PMid:22231921.
http://dx.doi.org/10.1055/s-0031-1298016...
). In diabetic patients, glycation reactions are observed in the form of glycosylated hemoglobin in the body (Peng et al., 2011Peng, X., Ma, J., Chen, F., & Wang, M. (2011). Naturally occurring inhibitors against the formation of advanced glycation end-products. Food & Function, 2(6), 289-301. http://dx.doi.org/10.1039/c1fo10034c. PMid:21779567.
http://dx.doi.org/10.1039/c1fo10034c...
). Damage by MGO to low-density lipoprotein through glycation causes a fourfold increase of atherogenesis in diabetics (Rabbani et al., 2011Rabbani, N., Godfrey, L., Xue, M., Shaheen, F., Geoffrion, M., Milne, R., & Thornalley, P. J. (2011). Glycation of LDL by methylglyoxal increases arterial atherogenicity: a possible contributor to increased risk of cardiovascular disease in diabetes. Diabetes, 60(7), 1973-1980. http://dx.doi.org/10.2337/db11-0085. PMid:21617182.
http://dx.doi.org/10.2337/db11-0085...
).

MGO and GO are formed especially as a result of the polyol pathway, autoxidation of fructose (Wolff pathway), autoxidation of Heyns components (Hodge pathway), and oxidation of Schiff base fragments (Namiki pathway) (Semchyshyn, 2013Semchyshyn, H. M. (2013). Fructation in vivo: detrimental and protective effects of fructose. BioMed Research International, 2013, 343914. http://dx.doi.org/10.1155/2013/343914. PMid:23984346.
http://dx.doi.org/10.1155/2013/343914...
). There are many reasons for these reactions. Firstly, due to the changing lifestyle and modern diets, products that have been exposed to processes such as heating, cooling, and storage are frequently consumed. Therefore, the amount of GO and MGO risk in terms of health (Yılmaz et al., 2018Yılmaz, Z., Kalaz, E. B., Aydın, A. F., Olgaç, V., Doğru-Abbasoğlu, S., Uysal, M., & Koçak-Toker, N. (2018). The effect of resveratrol on glycation and oxidation products in plasma and liver of chronic methylglyoxal-treated rats. Pharmacological Reports, 70(3), 584-590. http://dx.doi.org/10.1016/j.pharep.2017.12.005. PMid:29679882.
http://dx.doi.org/10.1016/j.pharep.2017....
). In addition, numerous environmental factors, such as cigarette smoke, diets with high levels of refined and simple carbohydrates, high-calorie diets, high-temperature-processed food, and sedentary lifestyle has led to the formation of glycation products (Perrone et al., 2020Perrone, A., Giovino, A., Benny, J., & Martinelli, F. (2020). Advanced glycation end products (AGEs): biochemistry, signaling, analytical methods, and epigenetic effects. Oxidative Medicine and Cellular Longevity, 2020, 3818196. http://dx.doi.org/10.1155/2020/3818196. PMid:32256950.
http://dx.doi.org/10.1155/2020/3818196...
).

The formed MGO and GO react with the free amino groups of lysine and arginine and with the thiol groups of cysteine, forming AGEs. AGEs, lipid peroxidation products, amino acids modified by reactive oxygen species (ROS) along with chlorine and nitrogen, and racemized amino acids are the detectable forms of chemical damage induced by glycation (Anwar et al., 2021Anwar, S., Khan, S., Almatroudi, A., Khan, A. A., Alsahli, M. A., Almatroodi, S. A., & Rahmani, A. H. (2021). A review on mechanism of inhibition of advanced glycation end products formation by plant derived polyphenolic compounds. Molecular Biology Reports, 48(1), 787-805. http://dx.doi.org/10.1007/s11033-020-06084-0. PMid:33389535.
http://dx.doi.org/10.1007/s11033-020-060...
).

Some therapeutic approaches have been developed to prevent the formation of MGO and GO, which involve both synthetic compounds and natural products (Peng et al., 2011Peng, X., Ma, J., Chen, F., & Wang, M. (2011). Naturally occurring inhibitors against the formation of advanced glycation end-products. Food & Function, 2(6), 289-301. http://dx.doi.org/10.1039/c1fo10034c. PMid:21779567.
http://dx.doi.org/10.1039/c1fo10034c...
). The synthetic compounds include metformin, aspirin, ibuprofen, indomethacin, D-penicillamine, and deferoxamine (Macit & Akbulut, 2015Macit, S., & Akbulut, G. (2015). Diabetes mellitus ve oksidatif stres. Beslenme ve Diyet Dergisi, 43(1), 59-65.). Natural products include, as an example, polyphenolic compounds and some radical scavengers such as aminoguanidine, alagebrium, pyridoxamine, and the arginine-containing peptides L-carnosine and carnosinol (Schalkwijk & Stehouwer, 2020Schalkwijk, C. G., & Stehouwer, C. D. A. (2020). Methylglyoxal, a highly reactive dicarbonyl compound, in diabetes, its vascular complications, and other age-related diseases. Physiological Reviews, 100(1), 407-461. http://dx.doi.org/10.1152/physrev.00001.2019. PMid:31539311.
http://dx.doi.org/10.1152/physrev.00001....
). Some polyphenolic compounds regulate blood glucose metabolism. In addition, their antioxidant activity inhibits intermediate dicarbonyl compounds as well as glycation and AGE formation. Hence, these compounds prevent many health complications and are used to manage diabetes complications (Perrone et al., 2020Perrone, A., Giovino, A., Benny, J., & Martinelli, F. (2020). Advanced glycation end products (AGEs): biochemistry, signaling, analytical methods, and epigenetic effects. Oxidative Medicine and Cellular Longevity, 2020, 3818196. http://dx.doi.org/10.1155/2020/3818196. PMid:32256950.
http://dx.doi.org/10.1155/2020/3818196...
). Furthermore, several of the herbal compounds studied could regulate post-prandial blood glucose (Tolmie et al., 2021Tolmie, M., Bester, M. J., & Apostolides, Z. (2021). Inhibition of α‐glucosidase and α‐amylase by herbal compounds for the treatment of type 2 diabetes: a validation of in silico reverse docking with in vitro enzyme assays. Journal of Diabetes, 13(10), 779-791. http://dx.doi.org/10.1111/1753-0407.13163. PMid:33550683.
http://dx.doi.org/10.1111/1753-0407.1316...
). Green tea, rooibos tea, and ginseng tea herbal compounds are known to prevent diabetes complications (Belli̇ & Yaman, 2020Belli, İ., & Yaman, M. (2020). The role of AMPK in the regulation of appetite and energy homeostasis: role of AMPK in appetite. International Journal of Innovative Research and Reviews, 4(1), 25-31.). Aside from consuming natural sources to prevent MRs, these compounds may control the value of water activity (aw), including under prolonged time and low temperature (Saldamlı, 2017Saldamlı, İ. (2017). Food chemistry. Ankara: Hacettepe University. 682 p.). Furthermore, with physical training such Tai Chi, there is a significant association between increased duration of physical activity and lowered glycation (Maessen et al., 2017Maessen, M. F. H., Schalkwijk, C. G., Verheggen, R. J. H. M., Aengevaeren, V. L., Hopman, M. T. E., & Eijsvogels, T. M. H. (2017). A comparison of dicarbonyl stress and advanced glycation endproducts in lifelong endurance athletes vs. sedentary controls. Journal of Science and Medicine in Sport, 20(10), 921-926. http://dx.doi.org/10.1016/j.jsams.2017.03.011. PMid:28416154.
http://dx.doi.org/10.1016/j.jsams.2017.0...
). The purpose of the study was to create functional foods with low amounts of GO and MGO using processed products with some herbal teas, such as green, bergamot-flavored black, and olive-leaf tea.

To conclude, reactive dicarbonyls such as MGO and GO both produce glycation products in foods and cause numerous diseases, as stated in the text above. The main purpose of this study was to reveal ​disruptions in metabolic pathways that occur with these diseases. Another goal was to help with the development of a method for detecting these toxic molecules as there is currently no gold-standard method to detect MGO and GO (Çimen, 2008Çimen, B. (2008). Advanced glycation end products in type 2 diabetes patients with and without coronary artery disease (Specialization Thesis). Istanbul University, Istanbul.; Perrone et al., 2020Perrone, A., Giovino, A., Benny, J., & Martinelli, F. (2020). Advanced glycation end products (AGEs): biochemistry, signaling, analytical methods, and epigenetic effects. Oxidative Medicine and Cellular Longevity, 2020, 3818196. http://dx.doi.org/10.1155/2020/3818196. PMid:32256950.
http://dx.doi.org/10.1155/2020/3818196...
).

2 Materials and methods

2.1 Samples and reagents

All samples, under different brands, were purchased from local markets in Istanbul, Turkey. Details of samples are given in the Results and Discussion section. Snack samples containing oatmeal and sugar-containing processed foods were prepared 1 year before laboratory use and stored at -18ºC. All chemical reagents were purchased from Sigma-Aldrich Co. Ltd. (Dorset, UK), unless otherwise stated.

2.2 Extraction and HPLC analysis for MGO and GO oxalaldehydes

In this study, the extraction method for MGO and GO in improved functional snack food samples was carried out according to our modified Mahar’s method. All functional snack samples were homogenized with a coffee grinder. Next, 5 g of each sample was taken into a 50 mL falcon tube, and 5 mL of methanol was added. Each sample was extracted with an Ultra-Turrax homogenizer for 2 min and centrifuged for 5 min at 8000 rpm. From each supernatant, 0.5 mL was taken and transferred into a 10 mL glass tube, and 1 mL sodium acetate buffer (0.1 M, pH 3) was added. Afterwards, 0.5 mL of the derivatization solution 4‑nitro-1,2-phenylene-diamine (NPD) in 1% methanol was added. All prepared samples were incubated for 20 min at 70ºC. In the final step, the samples were filtered using a 0.45 mm cellulose acetate filter and injected into the HPLC.

2.3 Extraction of fructose and sucrose samples in functional snack food samples

The sugar extraction method described by Richmond et al. was used with some modifications (Richmond et al., 1981Richmond, M. L., Brandao, S. C., Gray, J. I., Markakis, P., & Stine, C. M. (1981). Analysis of simple sugars and sorbitol in fruit by high-performance liquid chromatography. Journal of Agricultural and Food Chemistry, 29(1), 4-7. http://dx.doi.org/10.1021/jf00103a002. PMid:7204761.
http://dx.doi.org/10.1021/jf00103a002...
). First, all samples were homogenized with a blender. Next, 5 g of each sample was weighed into a 50 mL plastic Falcon tube. Then, 20 mL deionized water was added, and the sample was extracted using the Ultra-Turrax homogenizer for 2 min. The final volume was adjusted to 50 mL with deionized water. The mixture was centrifuged at 8000 rpm for 5 min. The samples were filtered with a 0.45 μm cellulose acetate filter and injected into the HPLC.

2.4 HPLC determination of GO and MGO

The HPLC conditions described by Mahar et al. were used with some modifications (Mahar et al., 2010Mahar, K. P., Khuhawar, M. Y., Kazi, T. G., Abbasi, K., & Channer, A. H. (2010). Quantitative analysis of glyoxal, methyl glyoxal and dimethyl glyoxal from foods, beverages and wines using HPLC and 4-Nitro-1, 2-Phenylenediamine as derivatizing reagent. Asian Journal of Chemistry, 22(9), 6983-6990.). The HPLC system was composed of a Shimadzu LC 20AT pump with a Shimadzu SPD-20A UV/VIS detector (Shimadzu Corporation, Kyoto, Japan). The mobile phase consisted of methanol/water/acetonitrile (42:56:2, v/v/v). The wavelength was 255 nm. GO and MGO were separated with an Inersil ODS-3 (250 × 4.6 mm, 5 μm) column with a flow rate of 1 mL/min. The column oven temperature was 30°C.

2.5 HPLC determination of sugars

The HPLC conditions described by Richmond et al. were used to determine sugar content (Richmond et al., 1981Richmond, M. L., Brandao, S. C., Gray, J. I., Markakis, P., & Stine, C. M. (1981). Analysis of simple sugars and sorbitol in fruit by high-performance liquid chromatography. Journal of Agricultural and Food Chemistry, 29(1), 4-7. http://dx.doi.org/10.1021/jf00103a002. PMid:7204761.
http://dx.doi.org/10.1021/jf00103a002...
). The HPLC system consisted of a LC 20AT pump with a Shimadzu RI-20A refractive detector (Shimadzu Corporation, Kyoto, Japan). The mobile phase was composed of acetonitrile/water (80:20, v/v). Fructose, glucose, and sucrose were separated with an Agilent NH2 (250 × 4.6 mm, 5 μm) column (Santa Clara, CA, USA) with a flow rate of 2 mL/min. The column oven temperature was 30°C.

2.6 Bioaccessibility of functional snack food samples

The bioaccessibility of MGO and GO in functional snack foods samples was assessed using an in vitro simulated digestive system (Yaman & Mızrak, 2019Yaman, M., & Mızrak, Ö. F. (2019). Determination and evaluation of in vitro bioaccessibility of the pyridoxal, pyridoxine, and pyridoxamine forms of vitamin b6 in cereal-based baby foods. Food Chemistry, 298, 125042. http://dx.doi.org/10.1016/j.foodchem.2019.125042. PMid:31261006.
http://dx.doi.org/10.1016/j.foodchem.201...
) (Figure 1).

Figure 1
Determination of bioaccessibility of each sample. Simulated mouth digestion, stomach digestion, small intestine, and pancreas, respectively.

3 Results and discussion

The chromatogram of sugars obtained in the analysis of snack food sample 2 can be seen in Figure 2. Fructose, glucose, sucrose, and lactose were separated using the modified method. In this study, the Agilent NH2 (250 × 4.6 mm, 5 μm) column was used.

Figure 2
HPLC chromatogram of sugars in snack food sample 2.

In this study, we used a variety of snack items containing oatmeal as well as sugary processed products. We developed novel functional ready-to-eat foods. The quantities of fructose, glucose, sucrose, and lactose are shown in Table 1. Commercial oatmeal is one of the materials used, with the declared contents (per 100 g) of 53 g carbohydrate, 14 g protein, 7.5 g fat, 1.3 g sugar, and 13 g fiber. Oats exclusively contain avenanthramides, which contribute to the anti-hyperglycemic response through multiple molecular pathways (Hoda et al., 2019Hoda, M., Hemaiswarya, S., & Doble, M. (2019). Role of phenolic phytochemicals in diabetes management:phenolic phytochemicals and diabetes. Singapore: Springer. http://dx.doi.org/10.1007/978-981-13-8997-9.
http://dx.doi.org/10.1007/978-981-13-899...
). According to the Turkish Food Composition Database (TURKOMP), the nutritional values of white oatmeal (Avena sativa, per 100 g) are 0.09 g glucose, 0.09 g fructose, 0.00 g lactose, 12.24 g total fiber, 0.240 mg vitamin B6, and 0.391 mg vitamin B1 (Turkomp, 2021). According to the US Department of Agriculture (USDA) studies, 100 g of baked oatmeal cookie with raisins (Roanoke Rapids brand) contains 7.58 g glucose, 11.1 g fructose, 29.8 g starch, 0.295 mg thiamin, and 2.69 mg vitamin E (alpha-tocopherol) (United States Department of Agriculture, 2021United States Department of Agriculture – USDA. (2021). Retrieved from https://www.usda.gov/.
https://www.usda.gov/...
). These products have the advantage of being simply and quickly prepared as daily snacks. When we evaluated our results, the amount of fructose ranged from 1123.24 ± 50.82 g/100 g (SF 1) to 17605.1 ± 796.51 g/100 g (SF 7) among the snack food types. The amount of glucose for all snack food samples ranged from 1001.65 ± 45.32 g/100 g (SF 1) to 18587.83 ± 840.98 g/100 g (SF 7). Sucrose was not found in the analysis of SF 7 and SF 8. The lactose contents are listed in Table 1, with SF 5, SF 3 and SF 2 having 34.88 ± 1.58, 57.81 ± 2.62 and 982.713 ± 44.6 g/100 g, respectively. In this study, to begin with, the amount of sugars were determined in all snack food samples. When we compared the amounts of glucose and fructose, they were not very different, but the sucrose levels have a large range.

Table 1
Fructose, glucose, sucrose and lactose amount of all snack food samples (g/100g)

Owing to the carbonyl groups of sugars and the amino group of proteins, glycations products are formed in the metabolic pathway (Yusufoğlu et al., 2021). Thus, closely monitoring the level of sugar consumption is pivotal for our health. According to literature studies, biscuits are one of the major dietary sources of α-dicarbonyl compounds, since they contain varying amounts of high-fructose corn syrup (Hamzalıoğlu & Gökmen, 2016Hamzalıoğlu, A., & Gökmen, V. (2016). Investigations on the reactions of α-Dicarbonyl compounds with amino acids and proteins during in vitro digestion of biscuits. Food & Function, 7(6), 2544-2550. http://dx.doi.org/10.1039/C5FO01555C. PMid:26974292.
http://dx.doi.org/10.1039/C5FO01555C...
). When we compared the types of sugars in this paper, foods containing high amounts of fructose are more reactive than foods containing other types of sugars, in terms of glycation speed.

The capability of MGO to react with the amino acid side chains of proteins is about ten thousandfold higher than that of glucose to form advanced glycation end products (Degen et al., 2013Degen, J., Vogel, M., Richter, D., Hellwig, M., & Henle, T. (2013). Metabolic transit of dietary methylglyoxal. Journal of Agricultural and Food Chemistry, 61(43), 10253-10260. http://dx.doi.org/10.1021/jf304946p. PMid:23451712.
http://dx.doi.org/10.1021/jf304946p...
). Among the snack food products, sample 7 has high levels of fructose and glucose; additionally, it is higher by fifteenfold compared to sample 1. This is because sample 7 contains commercial honey.

Figure 3 below shows the HPLC chromatogram of MGO and GO standard. The types of novel functional snack food products and their bioaccessibilities are given in Tables 2 and Table 3.

Figure 3
HPLC chromatogram of MGO and GO standard.
Table 2
Different sample types and their amount of α-DC (MGO)
Table 3
Different sample types and their amount of α-DC (GO)

One of the α-dicarbonyls, MGO is a highly reactive component (Zheng et al., 2019Zheng, Q., Omans, N. D., Leicher, R., Osunsade, A., Agustinus, A. S., Finkin-Groner, E., D’Ambrosio, H., Liu, B., Chandarlapaty, S., Liu, S., & David, Y. (2019). Reversible histone glycation is associated with disease-related changes in chromatin architecture. Nature Communications, 10(1), 1289. http://dx.doi.org/10.1038/s41467-019-09192-z. PMid:30894531.
http://dx.doi.org/10.1038/s41467-019-091...
). For all samples, initial values, as well as after digestion and bioaccessibility values, are given as µg/100 g. Initial values of MGO ranged from 0.53 ± 0.02 to 13.05 ± 0.59 µg/100 g (Table 2). After digestion, the amount of MGO values ranged from 3.0 ± 0.1 to 14.3 ± 0.6 µg/100 g. The upper range of MGO is four and a half fold that of the low amount. According to our results, amount of bioaccessibility of MGO is found high in snack sample 4, which contains plum marmalade. Plum marmalade is formed as a result of heat processes applied on plum fruit. Such fruits as cherries, plums, and raspberries are rich in phenolics and show high radical-scavenging activity. These fruits are known to contain high levels of anthocyanins. The cherry, plum, and raspberry cultivars studied showed high levels of total phenolics, anthocyanins and antioxidant capacity (Kim & Padilla-Zakour, 2004Kim, D. O., & Padilla-Zakour, O. I. (2004). Jam processing effect on phenolics and antioxidant capacity in anthocyanin-rich fruits: cherry, plum, and raspberry. Journal of Food Science, 69(9), S395-S400. http://dx.doi.org/10.1111/j.1365-2621.2004.tb09956.x.
http://dx.doi.org/10.1111/j.1365-2621.20...
).

When MGO amounts in herbal beverages were compared in Table 2, the lowest, olive-leaf tea, was 0.18 ± 0.01 µg/100 g, while the highest, green tea, was 0.28 ± 0.01 µg/100 g. Post-digestion values, on the other hand, ranged from 0.5 ± 0.0 to 0.9 ± 0.0 µg/100 g. Table 2 shows that the GO values of olive-leaf and green tea decrease when they are metabolized.

It is known that biscuits are one of the major dietary sources of α-dicarbonyl compounds, since they contain varying amounts of high-fructose corn syrup (Hamzalıoğlu & Gökmen, 2016Hamzalıoğlu, A., & Gökmen, V. (2016). Investigations on the reactions of α-Dicarbonyl compounds with amino acids and proteins during in vitro digestion of biscuits. Food & Function, 7(6), 2544-2550. http://dx.doi.org/10.1039/C5FO01555C. PMid:26974292.
http://dx.doi.org/10.1039/C5FO01555C...
). While Hamzalıoğlu and Gökmen reported that MGO concentration was up to 81.4 mg/kg in cookies, other researchers measured 1,2-dicarbonyl compound concentrations of 385 mg/kg in cookies (Degen et al., 2013Degen, J., Vogel, M., Richter, D., Hellwig, M., & Henle, T. (2013). Metabolic transit of dietary methylglyoxal. Journal of Agricultural and Food Chemistry, 61(43), 10253-10260. http://dx.doi.org/10.1021/jf304946p. PMid:23451712.
http://dx.doi.org/10.1021/jf304946p...
). Two sugar-containing products, manuka honey and baked cookies, contain 740 mg/kg and 210 mg/kg MGO level respectively, according to Degen et al. Moreover, it has been reported that the amount of MGO in honey does not cause an increase in glycation in healthy people (Israili, 2014Israili, Z. H. (2014). Antimicrobial properties of honey. American Journal of Therapeutics, 21(4), 304-323. http://dx.doi.org/10.1097/MJT.0b013e318293b09b. PMid:23782759.
http://dx.doi.org/10.1097/MJT.0b013e3182...
).

Initial GO levels in the snack samples ranged from 1.81 ± 0.08 to 7.28 ± 0.33 µg/100 g, as shown in Table 3. After digestion, the amounts ranged from 9.38 ± 0.52 to 28.72 ± 1.01 µg/100 g. When comparing the GO levels of herbal teas, the lowest is 9.38 ± 0.52 µg/100 g, while the highest is 22.40 ± 1.01 µg/100 g for olive-leaf teas. Post-digestion values, on the other hand, range from 19.48 ± 1.02 to 10.51 ± 0.48 µg/100 g. Table 3 shows that the GO value of olive-leaf tea decreases when the tea is consumed. Tables 2 and 3 show similar decreases for olive-leaf teas.

In present days, myriad studies have focused on the correlation between the consumption of plant-based foods and wellness (Spagnuolo et al., 2021Spagnuolo, L., Della Posta, S., Fanali, C., Dugo, L., & Gara, L. (2021). Antioxidant and antiglycation effects of polyphenol compounds extracted from hazelnut skin on Advanced Glycation End-Products (AGEs) formation. Antioxidants, 10(3), 424. http://dx.doi.org/10.3390/antiox10030424. PMid:33802107.
http://dx.doi.org/10.3390/antiox10030424...
). According to the USDA database, approximately 1200 phytochemicals have been reported to reverse or control diabetic conditions. However, some limitations of phytomedicine include the lack of validation of the constituents’ proportions and ambiguous mechanisms of action against diabetes (Hoda et al., 2019Hoda, M., Hemaiswarya, S., & Doble, M. (2019). Role of phenolic phytochemicals in diabetes management:phenolic phytochemicals and diabetes. Singapore: Springer. http://dx.doi.org/10.1007/978-981-13-8997-9.
http://dx.doi.org/10.1007/978-981-13-899...
). Hence, in this context, we researched the effects of such herbal teas as green tea (HT 1), bergamot-flavored black tea (HT 2), and olive-leaf tea (HT3) on the bioaccesibility of α-DC and their reduction or increasing rate in Table 4 and Table 5. These teas are the main beverages widely consumed around the world (Edwards et al., 2015Edwards, S. E., Rocha, I. C., Williamson, E. M., & Heinrich, M. (2015). Phytopharmacy: an evidence-based guide to herbal medicinal products. Hoboken: John Wiley & Sons. http://dx.doi.org/10.1002/9781118543436.
http://dx.doi.org/10.1002/9781118543436...
).

Table 4
Treatment of different herbal teas and their effect on MGO
Table 5
Treatment of different herbal teas and their effect on GO

Tea leaf infusions are a vital source of phenolic compounds in the human diet (Jeszka-Skowron et al., 2021Jeszka-Skowron, M., Zgoła-Grześkowiak, A., & Grześkowiak, T. (2021). Phenolic compounds in coffee and tea beverages. In M. Jeszka-Skowron, A. Zgoła-Grześkowiak, T. Grześkowiak & A. Ramakrishna (Eds.), Analytical methods in the determination of bioactive compounds and elements in food (pp. 31–81). Cham: Springer. http://dx.doi.org/10.1007/978-3-030-61879-7_3.
http://dx.doi.org/10.1007/978-3-030-6187...
). Additionally, such natural products have shown different types of molecular mechanisms, such as β-cell regeneration, insulin mimicry, sodium-glucose cotransporters, and oxidative stress (Dabur et al., 2018Dabur, R., Sharma, B., & Mittal, A. (2018). Mechanistic approach of anti-diabetic compounds identified from natural sources. Chemical Biology Letters, 5(2), 63-99.). The phenolic phytochemicals have been studied for their therapeutic efficacy against various types of diseases, especially cancer, cardiovascular diseases, and some neurodegenerative disorders. On account of phenolic compounds, free radicals disappear from the body, which are possible factors that could trigger diabetes (Hoda et al., 2019Hoda, M., Hemaiswarya, S., & Doble, M. (2019). Role of phenolic phytochemicals in diabetes management:phenolic phytochemicals and diabetes. Singapore: Springer. http://dx.doi.org/10.1007/978-981-13-8997-9.
http://dx.doi.org/10.1007/978-981-13-899...
).

The main chemical components of green tea (namely, Chinese tea) are polyphenols, gallic acid, epigallocatechin, and epigallocatechin-3-gallate (EGCG). According to clinical studies, the use of green tea promotes weight loss, prevents cancer, and is highly recommended for cardiovascular health. When drinking herbs, tea dosage is the most important; the desirable green tea intake is up to 1200 ml/day (Edwards et al., 2015Edwards, S. E., Rocha, I. C., Williamson, E. M., & Heinrich, M. (2015). Phytopharmacy: an evidence-based guide to herbal medicinal products. Hoboken: John Wiley & Sons. http://dx.doi.org/10.1002/9781118543436.
http://dx.doi.org/10.1002/9781118543436...
). As seen in Table 4, green tea (HT 1) reduction rate for MGO ranged from 9.67 ± 0.48 to 83.80 ± 4.19 µg/100 g. These amounts can change in accordance with the type of snack food sample.

Freeman and Niemeyer have quantified flavonoid levels in some commercial teas, such as bergamot-flavored black tea and green tea. They showed that bergamot-flavored black tea contains 323.9 ± 28.3 mg/L gallocatechin and 72.0 ± 1.6 mg/L EGCG (Freeman & Niemeyer, 2008Freeman, J. D., & Niemeyer, E. D. (2008). Quantification of tea flavonoids by high performance liquid chromatography. Journal of Chemical Education, 85(7), 951. http://dx.doi.org/10.1021/ed085p951.
http://dx.doi.org/10.1021/ed085p951...
).

Bergamot-flavored black tea is rich in phytochemicals, and several studies have hinted towards a strong association between tea drinking and a reduced risk of cancer. Catechins also suppress age-related declines in endurance capacity, causing individuals to feel livelier, long into their later years. Catechins in bergamot-flavored black tea activate energy metabolism and fat oxidation, helping with weight loss efforts (Preedy, 2012Preedy, V. R. (2012). Tea in health and disease prevention. London: Academic Press.). After treatment of bergamot-flavored black tea, the MGO reduction rate ranged from 61.47 ± 2.78 (SF 9) to 97.84 ± 4.43 µg/100 g (SF 4), in Table 4. Meanwhile, GO values ranged from 22.9 ± 1.0 (SF 10) µg/100 g to 204.7 ± 9.3 (SF 9) µg/100 g. When results of this study were evaluated, treatment with bergamot-flavored black tea in different samples resulted in substantially high GO values. As in mentioned above, MGO is one of the highly reactive macromolecules. Therefore, it is crucial to restrict the amount of MGO, which in this study was facilitated.

Lately, people have tried to consume various herbal teas for their bioactive compounds. One of these, olive tree (Olea europaea L.) leaves have been widely used in traditional remedies in many countries. As dry matter, the leaves contain 6–9% of oleuropein (El & Karakaya, 2009El, S. N., & Karakaya, S. (2009). Olive tree (Olea Europaea) leaves: potential beneficial effects on human health. Nutrition Reviews, 67(11), 632-638. http://dx.doi.org/10.1111/j.1753-4887.2009.00248.x. PMid:19906250.
http://dx.doi.org/10.1111/j.1753-4887.20...
). Olive tree leaves contain 2.058 mg gallic acid and 858 mg catechin equivalent per 100 g, just like red-grape peel (Makris et al., 2007Makris, D. P., Boskou, G., & Andrikopoulos, N. K. (2007). Polyphenolic content and in vitro antioxidant characteristics of wine industry and other agri-food solid waste extracts. Journal of Food Composition and Analysis, 20(2), 125-132. http://dx.doi.org/10.1016/j.jfca.2006.04.010.
http://dx.doi.org/10.1016/j.jfca.2006.04...
).

A study has shown the anti-diabetic effect of olive leaf extract in alloxan-induced diabetic rats. During the study, the addition of 3% olive leaf extracts in the diet resulted in substantially reduced amounts of glucose and triglycerides (Mousa et al., 2014Mousa, H. M., Farahna, M., Ismail, M. S., Al-Hassan, A. A., Ammar, A. S., & Abdel-Salam, A. M. (2014). Anti-diabetic effect of olive leaves extract in alloxan-diabetic rats. Journal of Agricultural and Veterinary Sciences, 7(2), 183-192. http://dx.doi.org/10.12816/0009472.
http://dx.doi.org/10.12816/0009472...
). The lowest rate of reduction of GO was 33.6 ± 1.5 µg/100 g, while the highest was 93.7 ± 4.2 µg/100 g, according to the olive-leaf tea results in Table 5.

When the results of Tables 4 and 5 are combined, bergamot-flavored black tea can be suggested as the tea that maintains good MGO and GO ratios. However, depending on the samples, olive-leaf tea can be said to have a limiting effect (Table 5).

A recent research study has conducted comprehensive analyses of carbohydrates, 1,2-dicarbonyl compounds, and AGEs in industrial bread making. This study shows the AGE contents of 69−149 mg/kg bread or 984−1857 mg/kg protein (Jost et al., 2021Jost, T., Henning, C., Heymann, T., & Glomb, M. A. (2021). Comprehensive analyses of carbohydrates, 1,2-dicarbonyl compounds, and advanced glycation end products in industrial bread making. Journal of Agricultural and Food Chemistry, 69(12), 3720-3731. http://dx.doi.org/10.1021/acs.jafc.0c07614. PMid:33733759.
http://dx.doi.org/10.1021/acs.jafc.0c076...
). Another study highlighted GO and MGO compounds in french fry samples (7 different samples), showing that french fries contained higher levels of MGO than GO (Çatak, 2020Çatak, J. (2020). Quantitative analyses of glyoxal and methylglyoxal compounds in frenchfry samples by HPLC Using 4-Nitro-1, 2-Phenlenediamine as a derivatizing reagent. International Journal of Innovative Research and Reviews, 4(1), 20-24.).

In summary, this article was aimed to provide data for both the α-DC of sugar-containing foods and the effect of different anti-diabetic herbal teas on MGO. This aids individuals, healthy or with diabetes, in the self-management of health conditions. When we evaluated the databases for studies on glycation products, different projects were encountered that did not address this gap in the data.

The knowledge of dicarbonyls are crucial for the management of our health. Perhaps information on dicarbonyl content will have to be written on packaged foods in the future, and their quantity will be limited. However, this will require extensive research and the creation of a database. There have been some studies on the subject of developing a database. Maasen et al. studied 223 foods and drinks; Nowotny et al. prepared another detailed study using 800 different food samples, and furthermore, a recent project has been started by the Department of Chemistry and Food Chemistry of the Technical University and Dresden (Maasen et al., 2021Maasen, K., Scheijen, J. L., Opperhuizen, A., Stehouwer, C. D., Van Greevenbroek, M. M., & Schalkwijk, C. G. (2021). Quantification of dicarbonyl compounds in commonly consumed foods and drinks; presentation of a food composition database for dicarbonyls.Food Chemistry, 339, 128063.; Nowotny et al., 2018Nowotny, K., Schröter, D., Schreiner, M., & Grune, T. (2018). Dietary advanced glycation end products and their relevance for human health. Ageing Research Reviews, 47, 55-66. http://dx.doi.org/10.1016/j.arr.2018.06.005. PMid:29969676.
http://dx.doi.org/10.1016/j.arr.2018.06....
). In addition, as a consequence of the findings of this study, we contribute to the databases with multiple examples.

In terms of total dicarbonyl, concentrations were highest in dried fruit and candy bars (>400 mg/kg) and lowest in tea, dairy, light soft drinks, and rice (<10 mg/kg). One of the important results, breakfast cereals were also high in dicarbonyls, with higher amounts in cornflakes and crunchy granola compared to muesli and cooked oats. The reason for this result may be due to two parameters: heat treatment or the amount of sugar. While in manuka honey, the MGO concentration ranged from 0.04 to 736 mg/kg, GO concentration ranged from 0.0 to 37 mg/kg in apple molasses. When we compared some beverages for MGO and GO in this study, in terms of probiotic content, GO 0.01–3.2 mg/L is lower than MGO 0.02–3.2 mg/L (Maasen et al., 2021Maasen, K., Scheijen, J. L., Opperhuizen, A., Stehouwer, C. D., Van Greevenbroek, M. M., & Schalkwijk, C. G. (2021). Quantification of dicarbonyl compounds in commonly consumed foods and drinks; presentation of a food composition database for dicarbonyls.Food Chemistry, 339, 128063.).

One of the studies have determined the stability of MGO and GO during in vitro digestion processes and the impact on gut microbiota. This study confirmed that dicarbonyl compounds in the anaerobic fermentation processes reduced the production of short-chain fatty acids (SCFA). Results have been shown that 90% of MGO and GO are likely to pass through the large intestine. Furthermore, the modern Western diet contains ultra-processed foods rich in dicarbonyl compounds, which could lead to a decrease of bacteria crucial for the microbiome (Brighina et al., 2021Brighina, S., Turrado, C. P., Restuccia, C., Walton, G., Fallico, B., Oruna-Concha, M. J., & Arena, E. (2021). Detrimental effect on the gut microbiota of 1, 2-dicarbonyl compounds after in vitro gastro-intestinal and fermentative digestion. Food Chemistry, 341(Pt 1), 128237. http://dx.doi.org/10.1016/j.foodchem.2020.128237. PMid:33091666.
http://dx.doi.org/10.1016/j.foodchem.202...
).

The American Diabetes Association highly recommends physical activity for people with sedentary occupations, since they are prone to develop excess oxidative stress, which also contributes to the development of Type 2 DM (T2DM) (Hoda et al., 2019Hoda, M., Hemaiswarya, S., & Doble, M. (2019). Role of phenolic phytochemicals in diabetes management:phenolic phytochemicals and diabetes. Singapore: Springer. http://dx.doi.org/10.1007/978-981-13-8997-9.
http://dx.doi.org/10.1007/978-981-13-899...
). Some clinical studies have shown exercise training to be linked with lower dicarbonyl stress or lower AGE levels in the human body (Goon et al., 2009Goon, J. A., Aini, A. H. N., Musalmah, M., Anum, M. Y. Y., Nazaimoon, W. M. W., & Ngah, W. Z. W. (2009). Effect of tai chi exercise on DNA damage, antioxidant enzymes, and oxidative stress in middle-age adults. Journal of Physical Activity & Health, 6(1), 43-54. http://dx.doi.org/10.1123/jpah.6.1.43. PMid:19211957.
http://dx.doi.org/10.1123/jpah.6.1.43...
). A planned diet that includes limited fats and high quantities of green leafy vegetables can reduce such glycations outcomes. Physical activity also plays an important preventative role (Hoda et al., 2019Hoda, M., Hemaiswarya, S., & Doble, M. (2019). Role of phenolic phytochemicals in diabetes management:phenolic phytochemicals and diabetes. Singapore: Springer. http://dx.doi.org/10.1007/978-981-13-8997-9.
http://dx.doi.org/10.1007/978-981-13-899...
). For prevention and treatment of diabetic complications, exercise is crucial. A study has demonstrated that three weeks of exercise was linked with a reduction of MGO stress (Schalkwijk & Stehouwer, 2020Schalkwijk, C. G., & Stehouwer, C. D. A. (2020). Methylglyoxal, a highly reactive dicarbonyl compound, in diabetes, its vascular complications, and other age-related diseases. Physiological Reviews, 100(1), 407-461. http://dx.doi.org/10.1152/physrev.00001.2019. PMid:31539311.
http://dx.doi.org/10.1152/physrev.00001....
).

4 Conclusion

This study was focused on the inhibition of dicarbonyl compounds by different types of natural anti-diabetic molecules. This research will provide a broad idea about the anti-diabetic compounds and their effects, helping scientists and individuals to choose the appropriate dietary components. In conclusion, this paper presented some phytophenolic herbal teas for therapy against diabetes. Diabetes cannot be cured permanently; however, it may be managed through such various means, such as a regular planned diet containing phenolic components restricted of AGEs, medications, and physical exercise. In addition, many studies have shown that glycemic control reduces the macrovascular and microvascular complications of diabetes. We conclude that natural compounds have therapeutic potential for diseases mediated by oxidative stress, particularly obesity. Further studies on oxalaldehydes are needed to provide a better understanding of the mechanism of these products and their effects on tissues and organs. Plant-based beverages with high polyphenol and flavonoid content were found to be beneficial against GO and MGO in this study. In particular, it has been shown that green tea, bergamot-flavored black tea and olive-leaf tea may be appropriate to add to one’s daily diet. In terms of presenting a novel approach, this research proposes a new and fast alternative based on optical features and instrumental analysis. This method contribute to the literature as a method for the diagnosis and treatment of T2DM and many other chronic diseases, by using blood/plasma samples instead of low amounts of food samples in the further studies.

Acknowledgements

This research was supported as a Ph.D. thesis project by Yildiz Technical University – Scientific Research Projects Coordination Unit (YTU-BAP, Project ID: FDK-2020-4057). Also, Büşra Yusufoğlu was supported by 100/2000 Ph.D. Scholarship Program (Priority Ares; optics, electrooptics and photonics) of Council of Higher Education (CoHE) and 2211-C Ph.D. National Scholarship Program (Priority Areas) of Turkey Scientific and Technological Research Institution (TUBITAK).

  • Practical Application: Effect of different herbal teas on α-dicarbonyls.

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Publication Dates

  • Publication in this collection
    14 Mar 2022
  • Date of issue
    2022

History

  • Received
    29 Sept 2021
  • Accepted
    02 Dec 2021
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