Artepillin C isoprenomics: design and synthesis of artepillin C isoprene analogues as lipid peroxidation inhibitor having low mitochondrial toxicity

Y Uto, S Ae, D Koyama, M Sakakibara, N Otomo…

Index: Uto, Yoshihiro; Ae, Shutaro; Koyama, Daisuke; Sakakibara, Mitsutoshi; Otomo, Naoki; Otsuki, Mamoru; Nagasawa, Hideko; Kirk, Kenneth L.; Hori, Hitoshi Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 16 p. 5721 - 5728

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Citation Number: 20

Abstract

We designed and synthesized isoprene analogues of artepillin C, a major component of Brazilian propolis, and investigated the inhibitory activity on lipid peroxidation of rat liver mitochondria (RLM) and RLM toxicity based on isoprenomics. We succeeded in the synthesis of artepillin C isoprene analogues using regioselective prenylation within the range from 22% to 53% total yield. Reactivity of artepillin C and its isoprene analogues ...

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