4.7 Article

Total synthesis and evaluation of lamellarin α 20-sulfate analogues

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BIOORGANIC & MEDICINAL CHEMISTRY
卷 10, 期 10, 页码 3285-3290

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0968-0896(02)00237-7

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  1. NCI NIH HHS [CA 49084] Funding Source: Medline
  2. NIGMS NIH HHS [GM 56553] Funding Source: Medline

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In order to explore the influence of sulfate groups on the bioactivity profiles of marine alkaloids of the lamellarin class, three such alkaloids, lamellarin alpha, lamellarin alpha 13,20-disulfate and lamellarin H, were synthesized and their activities against HIV-1 integrase and cancer cell lines were compared with those of lamellarin alpha 20-sulfate, which is a selective inhibitor of HIV-1 integrase. Lamellarin alpha does not inhibit HIV-1 integrase but shows moderate cytotoxicity with good cell line selectivity. Lamellarin alpha 13,20-disulfate is a moderate inhibitor of both HIV-1 integrase and cancer cell lines. Lamellarin H is a more potent inhibitor of HIV-1 integrase but lacked the specificity required to be medicinally useful. (C) 2002 Elsevier Science Ltd. All rights reserved.

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