10-Methoxydihydrofuscin, fuscinarin, and fuscin, novel antagonists of the human CCR5 receptor from Oidiodendron griseum

K Yoganathan; Christine Rossant; Siewbee Ng; Yicun Huang; Mark S Butler; Antony D Buss

doi:10.1021/np030146m

10-Methoxydihydrofuscin, fuscinarin, and fuscin, novel antagonists of the human CCR5 receptor from Oidiodendron griseum

J Nat Prod. 2003 Aug;66(8):1116-7. doi: 10.1021/np030146m.

Authors

K Yoganathan¹, Christine Rossant, Siewbee Ng, Yicun Huang, Mark S Butler, Antony D Buss

Affiliation

¹ MerLion Pharmaceuticals, 59A Science Park Drive, The Fleming, Singapore Science Park, Singapore 118240.

PMID: 12932138
DOI: 10.1021/np030146m

Abstract

Two new compounds, 10-methoxydihydrofuscin (1) and fuscinarin (2), and one known compound, fuscin (3), have been isolated from the soil fungus Oidiodendron griseum. These compounds were found to compete effectively with macrophage inflammatory protein (MIP)-1 alpha for binding to human CCR5, an important anti HIV-1 target that interferes with HIV entry into cells. The structures of these compounds were elucidated by spectroscopic methods.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzopyrans / chemistry
Benzopyrans / isolation & purification*
Benzopyrans / pharmacology
CCR5 Receptor Antagonists*
Chemokine CCL4
Fungi / chemistry*
HIV-1 / immunology*
HIV-1 / physiology
Heterocyclic Compounds, 3-Ring / chemistry
Heterocyclic Compounds, 3-Ring / isolation & purification*
Heterocyclic Compounds, 3-Ring / pharmacology
Humans
Macrophage Inflammatory Proteins / metabolism*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular

Substances

10-methoxydihydrofuscin
Benzopyrans
CCR5 Receptor Antagonists
Chemokine CCL4
Heterocyclic Compounds, 3-Ring
Macrophage Inflammatory Proteins
fuscinarin
fuscin