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Chirality 2012-Jun

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

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

Keywords

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.

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