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Synthesis of novel lignan-like compounds and their antimicrobial activity.

Authors :: Tufano I
Buommino E
Iesce MR
De Filippis A
Grieco P
Lembo F
DellaGreca M
Source :: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2020 Sep 01; Vol. 30 (17), pp. 127413. Date of Electronic Publication: 2020 Jul 15.
Publication Year :: 2020
Abstract: Herein we report the preparation of 3,4-dibenzylfurans and some oxidized derivatives with lignan backbone. The compounds were prepared using the Friedel-Crafts reaction with BF <subscript>3</subscript> etherate as catalyst, demethylation with iodocyclohexane, acetylation and oxidation reactions. The antimicrobial activity was evaluated through their capacity to inhibit the growth of Gram positive and Gram negative bacteria, and of the yeast Candida albicans. Among ten products assayed four furans displayed a good antimicrobial activity against Staphylococcus aureus, S. epidermidis and C. albicans; on the contrary, none of the compounds were active against Pseudomonas aeruginosa. One of them inhibited the growth of S. aureus, S. epidermidis (biofilm producer strain) and C. albicans at 16 μg/mL, showing a bactericidal activity already after one hour of treatment. In summary, the results suggest a possible use of these derivatives for general disinfection practices or antimicrobial agents in cosmesis skin-care.<br />Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2020 Elsevier Ltd. All rights reserved.)