Total Synthesis and Antimicrobial Evaluation of 23-Demethyleushearilide and Extensive Antimicrobial Evaluation of All Synthetic Stereoisomers of (16,20)-Eushearilide and (16,20)-Eushearilide.

Total Synthesis and Antimicrobial Evaluation of 23-Demethyleushearilide and Extensive Antimicrobial Evaluation of All Synthetic Stereoisomers of (16,20)-Eushearilide and (16,20)-Eushearilide.

Tonoi, Takayuki;Inohana, Takehiko;Sato, Teruyuki;Noda, Yuuki;Ikeda, Miyuki;Akutsu, Miku;Murata, Takatsugu;Maekawa, Yutaro;Tanaka, Anna;Seki, Rio;Ohkusu, Misako;Kamei, Katsuhiko;Ishiwada, Naruhiko;Shiina, Isamu;
Molecules (Basel, Switzerland) 2019 Vol. 24
236
tonoi2019totalmolecules

Abstract

A novel stereoisomer of eushearilide, 23-demethyleushearilide, was synthesized, and the structure-activity relationships of this compound along with known eushearilide stereoisomers were investigated in order to design novel lead compounds for the treatment of fungal infections. It was discovered that all of these congeners, together with the natural product, exhibited a wide range of antimicrobial activity against not only fungi but also against bacteria, including methicillin-resistant (MRSA) and vancomycin-resistant enterococci (VRE).

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