Three new compounds from the plant Lippia alva as inhibitors of chemokine receptor 5 (CCR5)

Vinod R Hegde; Haiyan Pu; Mahesh Patel; Pradip R Das; Julie Strizki; Vincent P Gullo; Chuan-Chu Chou; Alexei V Buevich; Tze-Ming Chan

doi:10.1016/j.bmcl.2004.08.021

Three new compounds from the plant Lippia alva as inhibitors of chemokine receptor 5 (CCR5)

Bioorg Med Chem Lett. 2004 Nov 1;14(21):5339-42. doi: 10.1016/j.bmcl.2004.08.021.

Authors

Vinod R Hegde¹, Haiyan Pu, Mahesh Patel, Pradip R Das, Julie Strizki, Vincent P Gullo, Chuan-Chu Chou, Alexei V Buevich, Tze-Ming Chan

Affiliation

¹ Schering Plough Research Institute, 2015 Galloping Hill Road, Kenilworth, NJ 07033, USA. [email protected]

PMID: 15454223
DOI: 10.1016/j.bmcl.2004.08.021

Abstract

The 70% aqueous methanol extract of the Peruvian plant Lippia alva (Verbenaceae) was found to contain three novel compounds, 1, 2, and 3, which were identified as inhibitors of the chemokine receptor CCR5. The structures of 1-3 were established based on extensive NMR studies. Compounds 1-3 inhibited CCR5 receptor signaling as measured by a calcium mobilization assay with IC(50) values of 5.5, 6.0, and 7.2 microg/mL, respectively.

MeSH terms

Anti-HIV Agents / chemistry
Anti-HIV Agents / isolation & purification*
Anti-HIV Agents / pharmacology
CCR5 Receptor Antagonists*
Calcium Signaling
Cell Line, Tumor
Cyclopropanes / chemistry
Cyclopropanes / isolation & purification*
Cyclopropanes / pharmacology
Humans
Lactones / chemistry
Lactones / isolation & purification*
Lactones / pharmacology
Lippia / chemistry*
Magnetic Resonance Spectroscopy
Plant Extracts / chemistry
Structure-Activity Relationship

Substances

Anti-HIV Agents
CCR5 Receptor Antagonists
Cyclopropanes
Lactones
Plant Extracts