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灵芝属中的羊毛甾烷三萜及其对四种人癌细胞系的细胞毒性。

Lanostane triterpenoids from Ganoderma luteomarginatum and their cytotoxicity against four human cancer cell lines.

机构信息

School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

出版信息

Phytochemistry. 2018 Dec;156:89-95. doi: 10.1016/j.phytochem.2018.09.003. Epub 2018 Sep 18.

Abstract

Lanostane triterpenoids are major metabolites of macrofungi from the genus Ganoderma and possess enormous substitution diversity and remarkable biological activities, especially anticancer, antioxidant, and anti-inflammatory effects. The present phytochemical investigation resulted in the isolation of nine undescribed lanostane triterpenoids and five known analogues from the fruiting bodies of Ganoderma luteomarginatum, which was first phytochemically studied by our group. Chemical structures were elucidated based on spectroscopic evidence. (5α,23E)-27-nor-lanosta-8,23-dien-3,7,25-trione and (5α,23E)-27-nor-3β-hydroxylanosta-8,23-dien-7,25-dione are undescribed triterpenoids with an unusual 27-nor-lanostane carbon skeleton. All isolates were assayed for their cytotoxic activities using four human cancer cell lines (HGC-27, HeLa, A549, and SMMC-7721) and one human normal cell line (LO2), and the structure-cytotoxicity relationships were preliminarily explored. (5α,24E)-3β-acetoxyl-26-hydroxylanosta-8,24-dien-7-one exhibited the highest cytotoxicity against HeLa and A549 cell lines, with IC values of 1.29 and 1.50 μM, respectively.

摘要

灵芝属真菌的主要代谢产物为羊毛甾烷三萜类化合物,具有巨大的取代多样性和显著的生物活性,特别是抗癌、抗氧化和抗炎作用。本植物化学研究从灵芝属真菌的子实体中分离得到了 9 个未描述的羊毛甾烷三萜类化合物和 5 个已知类似物,这是我们小组首次对其进行植物化学研究。根据光谱证据确定了化学结构。(5α,23E)-27-降-羊毛甾-8,23-二烯-3,7,25-三酮和(5α,23E)-27-降-3β-羟基羊毛甾-8,23-二烯-7,25-二酮是具有不寻常 27-降-羊毛甾烷碳骨架的未描述三萜类化合物。所有分离物均采用四种人癌细胞系(HGC-27、HeLa、A549 和 SMMC-7721)和一种人正常细胞系(LO2)进行细胞毒性测试,并初步探讨了结构-细胞毒性关系。(5α,24E)-3β-乙酰氧基-26-羟基羊毛甾-8,24-二烯-7-酮对 HeLa 和 A549 细胞系表现出最高的细胞毒性,IC 值分别为 1.29 和 1.50 μM。

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