Synthesis,anti-HIV and anti-oxidant activities of caffeoyl 5,6-anhydroquinic acid derivatives |
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| Authors: | Chao-Mei Ma Takuya Kawahata Masao Hattori Toru Otake Lili Wang Mohsen Daneshtalab |
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| Institution: | 1. Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan;2. Osaka Prefectural Institute of Public Health, Osaka 537-0025, Japan;3. School of Pharmacy, Memorial University of Newfoundland, St. John’s, Newfoundland and Labrador, Canada A1B 3V6 |
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| 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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