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

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 Staphylococcus aureus (MRSA) and vancomycin-resistant enterococci (VRE).

SUBMITTER: Tonoi T

PROVIDER: S-EPMC6804234 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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

Tonoi Takayuki T Inohana Takehiko T Sato Teruyuki T Noda Yuuki Y Ikeda Miyuki M Akutsu Miku M Murata Takatsugu T Maekawa Yutaro Y Tanaka Anna A Seki Rio R Ohkusu Misako M Kamei Katsuhiko K Ishiwada Naruhiko N Shiina Isamu I

Molecules (Basel, Switzerland) 20190922 19

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 Stap ...[more]

PMID: 31546686

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