Prenylated pterocarpans as bacterial neuraminidase inhibitors

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• 作者：Phi Hung Nguyen ; Thi Ngoc Anh Nguyen ; Keon Wook Kang ; Derek Tantoh Ndinteh ; Joseph Tanyi Mbafor ; Young Ran Kim ; Won Keun Oh
• 关键词：Erythrina abyssinica ; Pterocarpan ; Neuraminidase ; Clostridium perfringens ; Vibrio cholerae
• 刊名：Bioorganic and Medicinal Chemistry
• 出版年：2010
• 出版时间：1 May 2010
• 年：2010
• 卷：18
• 期：9
• 页码：3335-3344
• 全文大小：474 K

文摘

During the course of a neuraminidase inhibitor screening program on natural products, four new (6, 8, 11, and 12) and eleven known (1–5, 7, 9–10, and 13–15) pterocarpan derivatives were isolated as active principles from the EtOAc extract of the stem bark of Erythrina abyssinica. Their structures were identified by spectroscopic data analyses. All isolates exhibited significant inhibitory effects on the neuraminidases from Clostridium perfringens and Vibrio cholerae with IC₅₀ values ranging from 1.32 to 77.10 μM and 0.35 to 77.73 μM, respectively. The isolates (1–3, 5–8, 10, and 13–15), which possessed noncompetitive inhibition modes in kinetic studies, showed stronger activity against C. perfringens neuraminidase (IC₅₀ 1.32–19.82 μM) than quercetin (IC₅₀ 25.34 μM), which was used as the positive control. In contrast, compounds 4 and 9 behaved as competitive inhibitors and were displayed less effective (IC₅₀ 26.39–33.55 μM). Furthermore, calopocarpine, as a neuraminidase inhibitor, produced a decrease of V. cholerae adhesion to the host cell. Overall, these results suggest that neuraminidase inhibitors can be used in the development of new treatments to combat infectious diseases.