Study of Structure–Activity Correlation in Destruxins, a Class of Cyclodepsipeptides Possessing Suppressive Effect on the Generation of Hepatitis B Virus Surface Antigen in Human Hepatoma Cells

A new destruxin [destruxin E2 chlorohydrin] was isolated from the culture medium ofMetarrhizium anisopliaeand its structure was determined by NMR spectroscopy and mass spectrometry. As compared with other destruxins, the new destruxin showed a lower suppressive activity on the production of hepatiti...

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Bibliographic Details
Published in:Biochemical and biophysical research communications 1996-12, Vol.229 (1), p.65-72
Main Authors: Yeh, Sheau Farn, Pan, Wei, Ong, Geok-Toh, Chiou, Aih-Jing, Chuang, Chyh-Chong, Chiou, Shyh-Horng, Wu, Shih-Hsiung
Format: Article
Language:English
Subjects:
Antiviral Agents - chemistry
Antiviral Agents - pharmacology
Carcinoma, Hepatocellular - virology
Computer Simulation
Crystallography, X-Ray
Depsipeptides
Hepatitis B Surface Antigens - biosynthesis
Hepatitis B virus - drug effects
Humans
Magnetic Resonance Spectroscopy
Mitosporic Fungi - chemistry
Models, Molecular
Peptides, Cyclic - chemistry
Peptides, Cyclic - pharmacology
Protein Conformation
Structure-Activity Relationship
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Summary:A new destruxin [destruxin E2 chlorohydrin] was isolated from the culture medium ofMetarrhizium anisopliaeand its structure was determined by NMR spectroscopy and mass spectrometry. As compared with other destruxins, the new destruxin showed a lower suppressive activity on the production of hepatitis B virus surface antigen in human hepatoma Hep3B cells. NMR study coupled with molecular modeling by computer graphics has revealed that the hydrophobicity nature of the convex surface characteristic of all destruxin molecules plays an important role in their biological activity.
ISSN:0006-291X
1090-2104
DOI:10.1006/bbrc.1996.1758