Synthesis and inhibitory activities of isochromophilone analogues against gp120-CD4 binding

X L Sun; H Takayanagi; K Matsuzaki; H Tanaka; K Furuhata; S Omura

doi:10.7164/antibiotics.49.689

Synthesis and inhibitory activities of isochromophilone analogues against gp120-CD4 binding

J Antibiot (Tokyo). 1996 Jul;49(7):689-92. doi: 10.7164/antibiotics.49.689.

Authors

X L Sun¹, H Takayanagi, K Matsuzaki, H Tanaka, K Furuhata, S Omura

Affiliation

¹ School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.

PMID: 8784432
DOI: 10.7164/antibiotics.49.689

Abstract

Several isochromophilone analogues were synthesized from sclerotiorin (1) by Wittig reactions and aldol condensation reaction. The structures of the products were elucidated from MS, elemental analysis, 1H NMR and 13C NMR spectra, and their inhibitory activities against gp120-CD4 binding were determined.

MeSH terms

Antiviral Agents / chemical synthesis
Antiviral Agents / pharmacology
Benzopyrans / chemical synthesis
Benzopyrans / pharmacology*
CD4 Antigens / drug effects
CD4 Antigens / metabolism*
Furans / chemical synthesis
Furans / pharmacology*
HIV Envelope Protein gp120 / drug effects
HIV Envelope Protein gp120 / metabolism*
Structure-Activity Relationship

Substances

5-chloro-3-(3,5-dimethyl-1,3-heptadienyl)-7-hydroxy-7-methyl-8-(ethoxycarbonylmethyliden)-6H-2-benzopyran-6-one
Antiviral Agents
Benzopyrans
CD4 Antigens
Furans
HIV Envelope Protein gp120
isochromophilone I
sclerotiorin