Chloriolide, a 12-membered macrolide from Chloridium virescens var. chlamydosporum (NRRL 37636)

Journal of Natural Products
Ping JiaoD T Wicklow

Abstract

A new 12-membered macrolide (chloriolide; 1) was obtained from solid-substrate fermentation cultures of Chloridium virescens var. chlamydosporum that was originally isolated from decayed wood. The structure of 1 was determined by analysis of 1D NMR, 2D NMR, and MS data and confirmed by X-ray crystallographic analysis. The absolute configuration of 1 was assigned by application of the modified Mosher method using the (R)- and (S)-MTPA derivatives of a rearrangement product obtained under standard acylation conditions. The assignment made by analysis of the corresponding Deltadelta values was verified by X-ray crystallographic analysis of the (S)-MTPA derivative.

References

May 1, 1986·The Journal of Antibiotics·D RodphayaY Yamada
Jun 30, 2001·Journal of Natural Products·A G SomanP F Dowd
Jan 29, 2005·The Journal of Organic Chemistry·Jeffrey D NeighborsDavid F Wiemer

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Citations

Nov 20, 2008·Current Microbiology·Ravindra N KharwarGary A Strobel
Jul 5, 2007·Journal of Natural Products·Ping JiaoDonald T Wicklow
May 19, 2018·The Journal of Antibiotics·Ji-Yul KimBong-Sik Yun
Nov 4, 2006·The Journal of Antibiotics·Sanjay V MudurDonald T Wicklow
Feb 19, 2010·Organic & Biomolecular Chemistry·Timm T Haug, Stefan F Kirsch
Dec 22, 2012·Chemical & Pharmaceutical Bulletin·Duy Hoang LeTakao Tanahashi
Oct 19, 2019·Natural Product Reports·Jonas KühlbornTill Opatz
Jan 1, 2008·Journal of Natural Products·Arlene A SyDonald T Wicklow
Apr 9, 2014·The Journal of Organic Chemistry·Michael Ostermeier, Rainer Schobert

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