Chloriolide, a 12-membered macrolide from Chloridium virescens var. chlamydosporum (NRRL 37636).
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.
Jiao
Ping
P
Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA.
Swenson
Dale C
DC
Gloer
James B
JB
Wicklow
Donald T
DT
D001203:Ascomycota / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005431:Florida; D018942:Macrolides / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism
D018942:Macrolides; C510706:chloriolide