Lanomycin and glucolanomycin, antifungal agents produced by Pycnidiophora dispersa. II. Structure elucidation.
Two novel antifungal agents, lanomycin and glucolanomycin, as well as a biologically inactive degradation product, lanomycinol, were isolated from liquid fermentations of Pycnidiophora dispersa. All three compounds share an E,E,E-triene appended to a pyran ring. Lanomycin contains a glycine ester and glucolanomycin possesses a glucose unit attached to the glycine nitrogen. The structures, including absolute stereochemistry, were determined by spectroscopic analysis and partial chemical degradation. Both of the glycine containing compounds show activity against several pathogenic fungi in vitro.
Phillipson
D W
DW
Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, N.J. 08543-4000.
O'Sullivan
J
J
Johnson
J H
JH
Bolgar
M S
MS
Kahle
A D
AD
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry*; D001203:Ascomycota / Q000378:metabolism; D008968:Molecular Conformation; D011714:Pyrans / Q000737:chemistry*
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D011714:Pyrans; C074358:lanomycin; C074359:glucolanomycin