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超级紫铆酮,一种来自紫铆的块根中的新型2-芳基-3-苯并呋喃酮及其他生物活性成分。

Superbanone, A New 2-Aryl-3-benzofuranone and Other Bioactive Constituents from the Tube Roots of Butea superba.

作者信息

Boonsombat Jutatip, Prachyawarakorn Vilailak, Pansanit Acharavadee, Mahidol Chulabhorn, Ruchirawat Somsak, Thongnest Sanit

机构信息

Chulabhorn Research Institute, Kamphaeng Phet 6 Road, Bangkok, 10210, Thailand.

School of Science, Mae Fah Luang University, Tasud, Muang, Chiang Rai, 57100, Thailand.

出版信息

Chem Biodivers. 2017 Jul;14(7). doi: 10.1002/cbdv.201700044. Epub 2017 May 29.

Abstract

Phytochemical investigation from the tube roots of Butea superba, led to the isolation and identification of a new 2-aryl-3-benzofuranone named superbanone (1), one benzoin, 2-hydroxy-1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone (2), eight pterocarpans (3 - 10), and eleven isoflavonoids (11 - 21). Compound 2 was identified for the first time as a natural product. The structure of the isolated compounds was elucidated using spectroscopic methods, mainly 1D- and 2D-NMR. The isolated compounds and their derivatives were evaluated for α-glucosidase inhibitory and antimalarial activities. Compounds 3, 7, 8, and 11 showed promising α-glucosidase inhibitory activity (IC  = 13.71 ± 0.54, 23.54 ± 0.75, 28.83 ± 1.02, and 12.35 ± 0.36 μm, respectively). Compounds 3 and 11 were twofold less active than the standard drug acarbose (IC  = 6.54 ± 0.04 μm). None of the tested compounds was found to be active against Plasmodium falciparum strain 94. On the basis of biological activity results, structure-activity relationships are discussed.

摘要

对紫铆的块根进行植物化学研究,导致分离并鉴定出一种新的2-芳基-3-苯并呋喃酮,命名为紫铆酮(1),一种苯偶姻,2-羟基-1-(2-羟基-4-甲氧基苯基)-2-(4-甲氧基苯基)乙酮(2),8种紫檀烷(3 - 10)和11种异黄酮(11 - 21)。化合物2首次被鉴定为天然产物。使用光谱方法,主要是一维和二维核磁共振,阐明了分离化合物的结构。对分离出的化合物及其衍生物进行了α-葡萄糖苷酶抑制和抗疟活性评估。化合物3、7、8和11表现出有前景的α-葡萄糖苷酶抑制活性(IC50分别为13.71±0.54、23.54±0.75、28.83±1.02和12.35±0.36μm)。化合物3和11的活性比标准药物阿卡波糖(IC50 = 6.54±0.04μm)低两倍。未发现任何测试化合物对恶性疟原虫94株有活性。基于生物活性结果,讨论了构效关系。

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