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毛脉山菊中具有细胞毒性的吉马烷型倍半萜内酯

Cytotoxic germacranolide sesquiterpene lactones from Carpesium triste var. manshuricum.

作者信息

Kim Mi-Ran, Hwang Bang Yeon, Jeong Eun-Sook, Lee Yong-Moon, Yoo Hwan-Soo, Chung Youn-Bok, Hong Jin Tae, Moon Dong-Cheul

机构信息

College of Pharmacy, CBITRC, Chungbuk National University, Cheongju 361-763, Korea.

出版信息

Arch Pharm Res. 2007 May;30(5):556-60. doi: 10.1007/BF02977648.

DOI:10.1007/BF02977648
PMID:17615673
Abstract

Four known germacranolide sesquiterpene lactones, 2alpha,5-epoxy-5,10-dihydroxy-6alpha-angeloyloxy-9beta-isobutyloxy-germacran-8alpha,12-olide (1), 2alpha,5-epoxy-5,10-dihydroxy-6alpha,9beta-diangeloyloxy-germacran-8alpha,12-olide (2, divaricin B), 2alpha,5-epoxy-5,10-dihydroxy-6alpha-angeloyloxy-9beta-(2-methylbutyloxy)-germacran-8alpha,12-olide (3) and 2alpha,5-epoxy-5,10-dihydroxy-6alpha-angeloyloxy-9beta-(3-methylbutyloxy)-germacran-8alpha,12-olide (4), were isolated from the chloroform-soluble fraction of the whole plants of Carpesium triste var. manshuricum. Their chemical structures were determined using spectroscopic methods, including 2D-NMR. All the isolates showed significant cytotoxicities (ED50 value: 4.3-16.8 microM) against five human tumor cell lines; A549, SK-OV-3, SK-MEL-2, XF498 and HCT15.

摘要

从东北鹤虱全草的氯仿可溶部分中分离出四种已知的吉马烷型倍半萜内酯,即2α,5-环氧-5,10-二羟基-6α-当归酰氧基-9β-异丁氧基-吉马烷-8α,12-内酯(1)、2α,5-环氧-5,10-二羟基-6α,9β-二当归酰氧基-吉马烷-8α,12-内酯(2,异缬草素B)、2α,5-环氧-5,10-二羟基-6α-当归酰氧基-9β-(2-甲基丁氧基)-吉马烷-8α,12-内酯(3)和2α,5-环氧-5,10-二羟基-6α-当归酰氧基-9β-(3-甲基丁氧基)-吉马烷-8α,12-内酯(4)。采用包括二维核磁共振在内的光谱方法确定了它们的化学结构。所有分离物对五种人类肿瘤细胞系;A549、SK-OV-3、SK-MEL-2、XF498和HCT15均表现出显著的细胞毒性(半数有效剂量值:4.3-16.8 microM)。

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Isolation, Structure Elucidation, and Absolute Configuration of Germacrane Isomers from Carpesium divaricatum.
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New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity.天名精中新型高氧化愈创木烷型倍半萜内酯及其细胞毒性活性
Sci Rep. 2016 Jun 6;6:27237. doi: 10.1038/srep27237.