In Vitro Evaluation of Antifungal Properties of 8.O.4‘-Neolignans

Abstract

Eighteen racemic 8.O.4'-neolignans with six different substitution patterns in rings A and B, in their ketone and in their erythro and threo alcoholic forms, were evaluated for antifungal activity by the agar dilution method. Only the alcohols exhibited a broad spectrum of activities against Microsporum canis, Microsporum gypseum, Tricophyton mentagrophytes, Tricophyton rubrum, and Epidermophyton floccosum. (+/-)-erythro-3,4-(methylenedioxy) -7-hydroxy-1'-allyl-3',5'-dimethoxy-8.O.4'-neolignan (11) was the most active compound in the series, and E. floccosum was the most susceptible species.

Synthesis, X-ray crystal structure and theoretical calculations of antileishmanial neolignan analogues

“…The search of new drugs against leishmaniasis, potentially compounds and their derivatives have been described in the literature. [14][15][16] Neolignans are groups of compounds that show a wide range of biological effects including antifungal, [17][18][19] anti-schistosomal, [20][21][22][23] antiplasmodial, 24 trypanocidal, [25][26][27] antibacterial, 28 anti-PAF, 29,30 antipsychotic, 31 antioxidant, 32,33 activities, and biological activity against Escherichia coli,…”

Ailanthoidol Derivatives and their Anti-inflammatory Effects

“…14 In order to investigate the anti-inflammatory properties of the prepared seven benzofurans (2)(3)(4)(5)(6)(7)(8) to compare with which of ailanthoidol 1, we measured the amount of nitric oxide (NO), which is one of essential mediators on inflammation, in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages (Fig. 2 and Table 2).…”

“…1 While there have been no reports on this compound's biological activities, extracts of the bark and leaves of this tree have been used in folk medicine. The 2-arylbenzo[b]furan structures in natural and unnatural sources showed a wide variety of biological activities including anticancer, 2 antiproliferative, 3 antiinflammatory, 4 antiviral, 5 antifungal, 6 immunosuppressive, 7 antiplatelet, 8 antioxidative, 9 antifeedent, 10 and insecticidal activities. 11 The investigation of structure-activity relationships for 2-arylbenzo[b]furan substituents is still attractive due to a variety of biological activities.…”

Facile Preparation of 2-Arylbenzo[b]furan Molecules and Their Anti-inflammatory Effects

“…Egonol (2) 76.1 ± 0.5 (23.9) 138.1 ± 0.9 (-38.1) 5-(3-Actyloxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (3) 86.9 ± 1.4 (13.1) 126.3 ± 1.1 (-26.3) 5-(3-Propanoyloxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (4) 69.6 ± 1.8 (30.4) 125.0 ± 1.0 (-25.0) 5-(3-Hydroxyprop-1-en-yl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (5) 113.4 ± 1.5 (-13.4) 179.1 ± 2.8 (-79.1) 5-Formyl-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (6) 110.9 ± 0.7 (-10.9) 150.3 ± 3.3 (-50.3) 5-Carbethoxyethenyl-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (7) 118.3 ± 3. The results are reported as mean value ±SEM for n = 3.…”

“…1 Many 2-arylbenzo[b]furan derivatives are well-known to exhibit broad range of biological activities including anticancer, 2 antiproliferative, 3 anti-inflammatory, 4 antiviral, 5 antifungal, 6 immunosuppressive, 7 antiplatelet, 8 antioxidative, 9 antifeedent, 10 and insecticidal activities. 11 The investigation of structure-activity relationships for 2-arylbenzo[b]furan substituents is still attractive due to variety of biological activities.…”