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1. Cordybislactone, a stereoisomer of the 14-membered bislactone clonostachydiol, from the hopper pathogenic fungus Cordyceps sp. BCC 49294: revision of the absolute configuration of clonostachydiol.

Author

Ojima KI, Yangchum A, Laksanacharoen P, Tasanathai K, Thanakitpipattana D, Tokuyama H, and Isaka M

Subjects
Animals, Anti-Bacterial Agents pharmacology, Antibiotics, Antineoplastic chemistry, Antibiotics, Antineoplastic pharmacology, Antitubercular Agents chemistry, Antitubercular Agents pharmacology, Cell Line, Tumor, Chlorocebus aethiops, Fermentation, Humans, Lactones pharmacology, Magnetic Resonance Spectroscopy, Mass Spectrometry, Molecular Structure, Mycobacterium tuberculosis drug effects, Stereoisomerism, Vero Cells, Xylariales, Anti-Bacterial Agents chemistry, Cordyceps chemistry, Lactones chemistry
Abstract

Cordybislactone (3), a new stereoisomer of the 14-membered bislactone clonostachydiol, together with its open ring analog (4), was isolated from the hopper pathogenic fungus Cordyceps sp. BCC 49294. The relative and absolute configurations of 3 were determined by chemical derivatizations, including the modified Mosher's method. The stereochemistry of clonostachydiol was determined using the natural compound isolated from Xylaria sp. BCC 4297. The result revealed that the absolute configuration of clonostachydiol, previously determined by synthesis, should be revised to its enantiomer.

Published
2018
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