Activities and Novel Applications of Secondary Metabolite Coumarins

HUSSAIN, M.I.; QAMAR ABBAS, S.; REIGOSA, M.J.

doi:10.1590/S0100-83582018360100016

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Article • Planta daninha 36 • 2018 • https://doi.org/10.1590/S0100-83582018360100016 copy

Activities and Novel Applications of Secondary Metabolite Coumarins

Atividades e Novas Aplicações das Cumarinas Enquanto Metabólitos Secundários

Authorship SCIMAGO INSTITUTIONS RANKINGS

ABSTRACT:

This review covers biological activity of secondary metabolites, coumarin and their derivatives on different organisms (pests, pathogens, weeds), as well as their applications in agriculture as eco-friendly pesticides and weed control agents. Naturally occurring coumarins have shown biological and allelopathic potential on a broad range of organisms. Coumarin inhibits seed germination, root growth, morphology, histology, water uptake, respiration, photosynthesis, cell elongation, cell división and differentiation. Coumarin demonstrate excellent insecticidal potential against eggs, larvae and adult insects. Coumarin showed antifeedent responses in a wide range of memebers from invertebrates to vertebrates. The information provided in this review also shed light on further research and development of coumarin and its derivatives as potential plant protection lead compounds to control weeds and harmful pests.

Keywords:
coumarin; secondary metabolites; multifunctionality; herbivory; allelopathy; phytotoxicity; weed control

Sociedade Brasileira da Ciência das Plantas Daninhas Departamento de Fitotecnia - DFT, Universidade Federal de Viçosa - UFV, 36570-000 - Viçosa-MG - Brasil, Tel./Fax::(+55 31) 3899-2611 - Viçosa - MG - Brazil
E-mail: rpdaninha@gmail.com

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[1] * Corresponding author: <mih76@uvigo.es>

Structure	Chemical name	Biological activities
	Ostruthol: ENT#091;(2R)-3-hydroxy-3-methyl-1-(7-oxofuroENT#091;3,2-gENT#093;chromen-4-yl)oxybutan-2-ylENT#093; (Z)-2-methylbut-2-enoate	Phytotoxic (Urbain et al., 2005)
	Scopoletin: 7-hydroxy-6-methoxy, 2H-1-Benzopyran-2-one	Antifeedant (Barrero et al., 2013; Tripathi et al., 2011), Insecticidal (Sharma et al., 2006)
	Mammea B/BA: 5,7-dihydroxy-8-(3-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-propylchromen-2-one	Insecticidal (Mungkornasawakul, 2004; Mahidol et al., 2002)
	Bergapten: 5-Methoxypsoralen	Phytotoxic (Hadaček et al., 1994)
	Imperatorin: 8-Isopentenyloxypsoralene	Insecticidal (Hadaček et al., 1994)
	Seselin: 8,8-Dimethyl-2H,8H-pyranoENT#091;2,3-fENT#093;chromen-2-one	Insecticidal (Mukandiwa et al., 2013)
	Xanthyletin: 2,2-dimethylpyranoENT#091;3,2-gENT#093;chromen-8-one	Insecticidal (Vera et al., 2006)
	Umbelliferone: 7-hydroxychromen-2-one	Antifungal (Rahman, 2000Rahman A.U. Studies in natural product chemistry. Amesterdam: Elsevier, 2000. v.24. p.860-1.)
	Ayapin: 6H-1,3-Dioxolo(4,5-g)(1)benzopyran-6-one	Antifungal (Prats et al., 2007Prats E. et al. Constitutive coumarin accumulation on sunflower leaf surface prevents rust germ tube growth and appressorium diffferentation. Crop Sci. 2007;47:1119-24.; Yoshikawa et al., 1979Yoshikawa H., Taniguchi E., Maekawa K. Synthesis and biological activites of isocoumarins. J Pest Sci. 1979;4:457-62.)
	Heraclenin: 9-ENT#091;ENT#091;(2R)-3,3-dimethyloxiran-2-ylENT#093;methoxyENT#093;furoENT#091;3,2-gENT#093;chromen-7-one	Nematocidal (Wang et al., 2008Wang X.B. et al. Nematocidal coumarins from Heracleum candicans Wall. Nat Prod Res. 2008;22:666-71.)