抗肿瘤剂，129. 单宁及相关化合物作为选择性细胞毒剂

Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents.

作者信息

Kashiwada Y, Nonaka G, Nishioka I, Chang J J, Lee K H

机构信息

Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599.

出版信息

J Nat Prod. 1992 Aug;55(8):1033-43. doi: 10.1021/np50086a002.

DOI:10.1021/np50086a002

PMID:1431932

Abstract

Fifty-seven tannins and related compounds, including gallotannins, ellagitannins, and condensed and complex tannins, were evaluated for their cytotoxicities against human tumor cell lines, including malignant melanoma, lung carcinoma, ileocecal adenocarcinoma, epidermoid carcinoma, malignant melanoma, and medulloblastoma cell lines. Among them, chebulagic acid [1], geraniin [2], sanguiin H-11 [3], 4,5-di-O-galloylquinic acid [12], 1,3,4,5-tetra-O-galloylquinic acid [15], 1(beta)-O-galloylpedunculagin [24], furosin [29], castalagin [38], sanguiin H-2 [34], vescalagin [39], grandinin [40], phyllyraeoidin A [42], (-)-epicatechin 3-O-gallate [50], cinnamtannin B2 [55], and acutissimin A [56] exhibited moderate selective cytotoxicity against PRMI-7951 melanoma cells with ED50 values in the range of 0.1-0.8 microgram/ml. Selective cytotoxicities against the melanoma cells were also observed for strictinin [22], pedunculagin [23], eugeniin [25], elaeocarpusin [28], punicacortein C [37], casuarinin [41], sanguiin H-6 [43], procyanidin B-2 3,3'-di-O-gallate [51], procyanidin C-1 3,3',3"-tri-O-gallate [52], and cinnamtannin B1 [54] with ED50 values of 1-4 micrograms/ml. All of the tannins were found to be inactive (greater than 10 micrograms/ml) against lung carcinoma (A-549), ileocecal adenocarcinoma (HCT-8), epidermoid carcinoma of nasopharnyx (KB), and medulloblastoma (TE-671) tumor cells.

摘要

对57种单宁及相关化合物进行了评估，包括没食子单宁、鞣花单宁、缩合单宁和复合单宁，检测它们对多种人类肿瘤细胞系的细胞毒性，这些细胞系包括恶性黑色素瘤、肺癌、回盲部腺癌、表皮样癌、恶性黑色素瘤和髓母细胞瘤细胞系。其中，诃子酸[1]、老鹳草素[2]、山梣素H-11[3]、4,5-二-O-没食子酰奎宁酸[12]、1,3,4,5-四-O-没食子酰奎宁酸[15]、1(β)-O-没食子酰柯里拉京[24]、呋罗新[29]、栗木鞣质[38]、山梣素H-2[34]、紫铆花素[39]、格尼迪宁[40]、叶下珠素A[42]、(-)-表儿茶素3-O-没食子酸酯[50]、肉桂单宁B2[55]和尖叶番荔枝辛A[56]对PRMI-7951黑色素瘤细胞表现出中等程度的选择性细胞毒性，半数有效剂量(ED50)值在0.1-0.8微克/毫升范围内。对strictinin[22]、柯里拉京[23]、番石榴素[25]、杜英素[28]、石榴皮酮C[37]、桤木素[41]、山梣素H-6[43]、原花青素B-2 3,3'-二-O-没食子酸酯[51]、原花青素C-1 3,3',3"-三-O-没食子酸酯[52]和肉桂单宁B1[54]也观察到对黑色素瘤细胞的选择性细胞毒性，其ED50值为1-4微克/毫升。所有单宁对肺癌(A-549)、回盲部腺癌(HCT-8)、鼻咽表皮样癌(KB)和髓母细胞瘤(TE-671)肿瘤细胞均无活性(大于10微克/毫升)。