Myracrodruon urundeuva (Anacardiaceae) is the scientific designation of “aroeira-do-sertão”, a tree well dispersed at the northeastern Brazil. The medicinal use of this plant is widespread throughout the rural population and the inner trunk bark decoction is used to treat cutaneous affections, urinary and respiratory diseases, and gynecological problems. “Aroeira-do-sertão” has been included in the list of native species under extinction threat. In order to find a sustainable source of the plant, seedlings have been cultivated. The purpose of this work was to investigate the chemical composition of the decoction from leaves of cultivated plants (aqueous extract from Myracrodruon urundeuva (AEMU)) and its anti-inflammatory activity on human neutrophils. The addition of AEMU on cells suspension inhibited significantly its activation/degranulation induced by phorbol myristate acetate. AEMU since at 50 µg mL-1 showed better pattern of inhibitions when related to indomethacin, non-selective cyclooxygenase inhibitor used as reference anti-inflammatory. The decoction fractionation was performed by high-speed counter-current chromatography (HSCCC) and semi-preparative high-performance liquid chromatography (HPLC) using a phenyl column as the stationary phase, allowing the isolation of 24 compounds. These results showed how the AEMU is rich in bioactive metabolites, which probably contribute for the anti-inflammatory effects of this plant extract, modulating the degranulation of human neutrophils, one of the pro-inflammatory mechanism of these cells.

The dichloromethane extract of the root bark of the Panamanian plant Cordia anisophylla J.S. Mill. (Boraginaceae) presented antifungal activity against a susceptible strain of Candida albicans in a bioautography primary screening. The susceptible strain was used to detect minor active compounds that would not have been detected using a classical approach. In order to identify the antimicrobial compounds, the active extract was fractionated by semi-preparative high-performance liquid chromatography and the fractions were submitted to the antifungal bioassay. This procedure enabled a precise localization of the antifungal compounds directly in the chromatogram of the crude extract and allowed for an efficient, targeted isolation. Four compounds were isolated, one of which is a new natural product. The structures were elucidated using spectroscopic methods. Their antifungal properties were evaluated by determination of the minimum inhibitory quantity and concentration by bioautography and dilution assay against a wild type strain of C. albicans.

As a part of a broad screening of antifungal agents from plant origin, crude extracts from Panamanian plants having related types of constituents displayed significant activities in an agar overlay thin layer chromatography assay against a susceptible strain of Candida albicans. These were the methanolic extract of the leaves of Schefflera systyla and Odontadenia puncticulosa and of the stems of Conostegia speciosa, that are species not previously investigated from a phytochemical viewpoint. For all plants, high-performance liquid chromatography (HPLC) antifungal activity based profiling allowed the rapid localization of antifungal agents that were further obtained by targeted isolation procedure by semi-preparative HPLC or medium pressure liquid chromatography (MPLC) after LC gradient transfer. Different hederagenin saponins and one aglycone were found to be responsible for the antifungal activities of the extracts. Alpha-hederin was the antifungal of S. systyla, pulsatilla saponin D and 3β-O-[β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosylhederagenin of O. puncticulosa and arjunolic acid of C. speciosa. Their minimal inhibitory concentration (MIC) against planktonic and biofilm cells of C. albicans were determined. Alpha-hederin was the most potent compound with a MIC of 4 µg mL-1. Structurally related compounds (hederagenin, medicagenic acid 3-O-β-D-glucopyranoside and medicagenic acid) were used as standards and tested for comparison purposes. In order to better estimate the potential of these triterpenoids as antifungal agents, their cytological effects on C. albicans were determined by transmission electron microscopy (TEM) and the in vivo activity of alpha-hederin, medicagenic acid 3-O-β-D-glucopyranoside and medicagenic acid was evaluated for the first time in the Galleria mellonella larvae model.

A new series of diarylhydrazones derived from 2,4-dinitrophenylhydrazine were synthesized via condensation with aromatic aldehydes whose structures have been determined by mass spectrometry, infrared spectroscopy, and nuclear magnetic resonance spectra. Yields were 50-99%. All compounds were screened in vitro for their antifungal activity. Preliminary results indicated that compounds 3g and 3h exhibited promising antifungal potency. Understanding of the structure of these compounds establishes a preliminary structure-activity relationship to form the basis of further investigation.

N-(3-(1H-Imidazol-1-yl)propyl)-2-phenylquinazolin-4-amine (2) was obtained by nucleophilic substitution of 1-(3-aminopropyl)-imidazole over 4-chloro-2-phenylquinazoline (1) with DMF/TEA at room temperature. The precursor and product were characterized by NMR spectroscopy. The structure of the title compound was confirmed by X-ray diffraction methods. The quinazoline fragment (2) is essentially planar and makes a dihedral angle of 66.35 ° with the imidazole plane. In the crystal packing the molecules are associated by two strong intermolecular NH----N hydrogen bonds with graph-set motif R²2(16). These pairs are linked by two π-π interactions.