Total Synthesis and Antimicrobial Activities of All Stereoisomers of (16 Z,20 E)-Eushearilide and (16 E,20 E)-Eushearilide

The Journal of Organic Chemistry
Takayuki TonoiIsamu Shiina

Abstract

As promising antifungal agents, the eight stereoisomers of eushearilide, including the natural compound, were synthesized relying on an asymmetric Mukaiyama aldol reaction, Julia-Kocienski olefination, and Shiina macrolactonization. Moreover, their in vitro antimicrobial activities against some fungi and bacteria were evaluated by the disk-diffusion method, which revealed that not only natural eushearilide but also its stereoisomers exhibited significant antimicrobial activity against a variety of fungi and bacteria.

References

Jan 18, 2003·Chemistry : a European Journal·Qian WangManfred Schlosser
Dec 2, 2006·The Journal of Antibiotics·Tomoo HosoeKen-Ichi Kawai
Oct 6, 2007·Organic Letters·Dirk SchweitzerPaul Helquist
Nov 3, 2012·Marine Drugs·Yoonyeong LeeJongheon Shin
Oct 17, 2013·Journal of Natural Products·Vidhiya DamodaranRobert A Keyzers
Apr 16, 2014·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Isamu Shiina
May 14, 2016·Journal of the American Chemical Society·K C NicolaouJulia Gavrilyuk
Jul 26, 2017·The Journal of Organic Chemistry·Kenzo YahataYoshito Kishi

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.