Abstract

In our continued research on chlorogenic acid analogues and derivatives with improved bioactivity, we have synthesized some caffeoyl 5,6-anhydroquinic acid derivatives. The 1,7 acetonides of chlorogenic acid ( 15), and of the mono-caffeoyl 5,6-anhydroquinic acids ( 7– 8) showed appreciable anti-HIV activity. The 3,4-dicaffeoyl 5,6-anhydroquinic acid ( 12) exhibited an anti-HIV activity twice as that of 3,5-dicaffeoylquinic acid ( 22). The caffeoyl 5,6-anhydroquinic acid derivatives displayed potent anti-oxidant activities. The mono-caffeoyl 5,6-anhydroquinic acids ( 10–11) were more than twice stronger than chlorogenic acid ( 21) on SOD-like activity.

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