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来自毛果算盘子和绒毛算盘子的羽扇豆烷型三萜的细胞毒性活性,其中两种可诱导细胞凋亡。

Cytotoxic activity of lupane-type triterpenes from Glochidion sphaerogynum and Glochidion eriocarpum two of which induce apoptosis.

作者信息

Puapairoj Prapawadee, Naengchomnong Waree, Kijjoa Anake, Pinto Madalena M, Pedro Madalena, Nascimento Maria São José, Silva Artur M S, Herz Werner

机构信息

Department of Pharmacology, Faculty of Medicine, Khonkhaen University, Khonkhaen, Thailand.

出版信息

Planta Med. 2005 Mar;71(3):208-13. doi: 10.1055/s-2005-837818.

DOI:10.1055/s-2005-837818
PMID:15770539
Abstract

Six known lupanes lupenone ( 1), 3- epi-lupeol ( 2), glochidone ( 4), glochidonol ( 5), glochidiol ( 6) and lup-20(29)-ene-1beta,3beta-diol ( 7) were isolated from the roots and stem wood of Glochidion eriocarpum and three, 5, 6 and lup-20(29)ene-3alpha,23-diol ( 3), were isolated from the roots and stem wood of Glochidion sphaerogynum. Compounds were identified by (1)H- and (13)C-NMR techniques. Triterpenes 2 - 7 were tested against the growth of three human tumor cell lines, MCF-7, NCI-H-460 and SF-268. Lupanes 3, 5, and 6 exhibited strong inhibitory effects against all three; thus GI (50) values for 3 were 12.7 +/- 3.7, 17.9 +/- 1.1 and 17.9 +/- 0.5, for 5 9.0 +/- 3.7, 4.9 +/- 0.2 and 9.8 +/- 0.5, and for 6 6.63 +/- 0.7, 7.5 +/- 0.5 and 9.7 +/- 0.3.3. Epilupeol was less active, with GI (50) values of 75.6 +/- 11.7, 86.1 +/- 12.4 and 80.9 +/- 2.6 while 7 was moderately active only against MCF-7 (GI (50) = 79.2 +/- 2.4). Additional studies indicated that triterpenes 5 and 6 exerted their antiproliferative activity through the involvement of apoptosis while triterpene 3 did not.

摘要

从毛果算盘子的根和茎木中分离出六种已知的羽扇烷类化合物羽扇豆酮(1)、3-表羽扇豆醇(2)、算盘子酮(4)、算盘子醇(5)、算盘子二醇(6)和羽扇-20(29)-烯-1β,3β-二醇(7),从圆果算盘子的根和茎木中分离出三种化合物,即5、6和羽扇-20(29)-烯-3α,23-二醇(3)。通过氢核磁共振(¹H-NMR)和碳核磁共振(¹³C-NMR)技术对化合物进行鉴定。三萜类化合物2 - 7针对三种人类肿瘤细胞系MCF-7、NCI-H-460和SF-268的生长进行了测试。羽扇烷类化合物3、5和6对这三种细胞系均表现出强烈的抑制作用;因此,化合物3的半数生长抑制(GI(50))值分别为12.7±3.7、17.9±1.1和17.9±0.5,化合物5的GI(50)值分别为9.0±3.7、4.9±0.2和9.8±0.5,化合物6的GI(50)值分别为6.63±0.7、7.5±0.5和9.7±0.3。表羽扇豆醇活性较低,GI(50)值分别为75.6±11.7、86.1±12.4和80.9±2.6,而化合物7仅对MCF-7有中等活性(GI(50)=79.2±2.4)。进一步的研究表明,三萜类化合物5和6通过诱导细胞凋亡发挥其抗增殖活性,而三萜类化合物3则不然。

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