Absolute configurations of integracins A, B, and 15'-dehydroxy-integracin B

Hai-Li Liu; Xiao-Yin Huang; Jia Li; Guo-Rong Xin; Yue-Wei Guo

doi:10.1002/chir.22012

Absolute configurations of integracins A, B, and 15'-dehydroxy-integracin B

Chirality. 2012 Jun;24(6):459-62. doi: 10.1002/chir.22012. Epub 2012 Apr 27.

Authors

Hai-Li Liu¹, Xiao-Yin Huang, Jia Li, Guo-Rong Xin, Yue-Wei Guo

Affiliation

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, 201203, People's Republic of China.

PMID: 22544479
DOI: 10.1002/chir.22012

Abstract

Integracins A (1) and B (2), potent HIV-1 integrase inhibitors, and 15'-dehydroxy-integracin B (3) were isolated for the first time from Chinese mangrove plant Sonneratia hainanensis. Their absolute configurations were determined by the Mosher's method and specific rotation analysis of alcohols (6 and 7) obtained from integracin A in two steps and by chemical correlation. Integracin A (1) also exhibited significant cytotoxicity against the tumor cell lines HepG2 and NCI-H460 with both 100% inhibitions at 25 µg/ml.

Publication types

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

MeSH terms

Antineoplastic Agents / chemistry*
Antineoplastic Agents / pharmacology
Cell Survival / drug effects
Drug Screening Assays, Antitumor*
Hep G2 Cells
Humans
Magnoliopsida / chemistry
Molecular Structure
Plant Stems / chemistry
Resorcinols / chemistry*
Resorcinols / pharmacology

Substances

15'-dehydroxy-integracin B
Antineoplastic Agents
Resorcinols
integracin A
integracin B