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A solid-phase approach to DDB derivatives.

Xiuxiang Qi·Xiaolai Wang·Limin Wang·Qiang Wang·Senxiang Cheng·Jishuan Suo·Junbiao Chang
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Abstract

Since the discovery of 2,2'-dimethoxycarbonyl-4,4-dimethoxy-5,6,5',6'-biomethylenedioxy-biphenyl (DDB) as a potent anti-HBV agent, we have studied the structure-activity relationships of 4,4'-dimethoxy-5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-(4-substituted benzyl piperazin-1-yl)carbonyl-biphenyl as anti-HBV agents. Therefore, it is rational to extend this study to the 3,3'-disustituted-4,4'-dimethoxy-5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-Serine derivatives. Thus, in an attempt to develop an efficient method for the preparation of a large number of DDB derivatives, the reaction between a DDB acid chloride and serine derivatives on solid support was studied. The structure of resulted compounds was confirmed by LC-MS and (1)H NMR analysis. Compounds 2a, 2d, 2f, 2j showed in vitro anti-HBV activity without significant toxicity up to 100 microM.

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BenzophenonesBiphenyl CompoundsCombinatorial Chemistry TechniquesHepatitis B virusSerineStructure-Activity RelationshipJournal ArticleResearch Support, Non-U.S. Gov't

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Xiuxiang Qi, Xiaolai Wang, Limin Wang, Qiang Wang, Senxiang Cheng, Jishuan Suo, Junbiao Chang. 2005. A solid-phase approach to DDB derivatives.. https://doi.org/10.1016/j.ejmech.2005.03.024

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