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大白杜鹃花化学成分及其抗肿瘤细胞毒活性

花匠小妙招
2025-01-10 07:18

摘要:

研究大白杜鹃花的化学成分及其抗肿瘤细胞毒活性. 采用硅胶柱色谱、凝胶柱色谱、反相RP-18柱色谱等方法进行分离纯化，根据理化性质和波谱数据鉴定化合物结构，然后采用CCK-8方法测定化合物的抗肿瘤细胞毒活性. 从乙酸乙酯部位中分离并鉴定20个化合物，分别为大白杜鹃花酮 (1)、confluentin (2)、o-methy-llasiodiplodin (3)、daurichromenes A (4)、arthproliferin B (5)、梫木毒素 Ⅰ (6)、梫木毒素 Ⅳ (7)、(Z)-9,10-dihydroxy-6,10-dimethyl-5-undecen-2-one (8)、8-hydroxy-6,7-dihydrolinalool (9)、(E)-2,6-dimethyl-2,7-octadiene-1,6-diol (10)、9-hydroxy-4,7-megastigmadien-3-one (11)、吐叶醇 (12)、去氢催吐萝芙木醇 (13)、蔷薇酸 (14)、山柰酚 (15)、阿福豆苷 (16)、萹蓄苷 (17)、香树素-3-O-α-L-阿拉伯糖苷 (18)、去甲基丁香色原酮 (19)和东莨菪亭 (20)，以上化合物对A-549、HepG2、Hela-60、MDA-MB-68 细胞均无明显毒性. 化合物1为新的天然产物，化合物1～5，7～20均为首次从该种植物中分离得到.

Abstract:

The chemical constituents and antitumor activity of Rhododendron decorum were studied. Twenty compounds were isolated from the EtOAc extract of this plant by silica gel, sephadex LH-20 and RP-18 column chromatography, and CCK-8 method were used to test the antitumor activity in vitro. They were identified as decorumtone (1), confluentin (2), o-methy-llasiodiplodin (3), daurichromenes A (4), arthproliferin B (5), grayanotoxin-Ⅰ (6), grayanotoxin Ⅳ (7), (Z)-9,10-dihydroxy-6,10-dimethyl-5-undecen-2-one (8), 8-hydroxy-6,7-dihydrolinalool (9), (E)-2,6-dimethyl-2,7-octadiene-1,6-diol (10), 9-hydroxy-4,7-megastigmadien-3-one (11), vomifoliol (12), dehydrovomifoliol (13), euscaphic acid (14), kaempferol (15), afzelin (16), avicularin (17), aromadedrin-3-O-α-L-arabinopyranoside (18), noreugenin (19), scopoletin (20) on the basis of physicochemical properties and spectral data. Those compounds have no significant activity against to the cell lines A-549, HepG2, Hela-60, MDA-MB-68. Compound 1 was a new natural product, Compounds 1−5, 7−20 were isolated from Rhododendron decorum. for the first time.

图 1 化合物1的化学结构与主要HMBC和1H-1H COSY相关信号

Figure 1. Chemical structure and key HMBC and 1H-1H COSY correlations of compound 1

表 1 化合物1的1H NMR（600 MHz）和13C NMR（150 MHz）数据 (CDCl3)

Table 1 1H NMR (600 MHz) and 13C NMR (150 MHz) data for compound 1 (CDCl3)

序号 δC δH 1 155.4 (CH) 9.29 (1H，s) 3 149.7 (CH) 9.08 (1H，s) 4 124.5 (C) 5 164.9 (C) 6 205.1 (C) 7 36.1 (CH2) 2.74 (2H，m) 8 27.3 (CH2) 3.52 (2H，m) 9 133.5 (C) 10 165.3 (C) 11 52.7 (CH3) 4.00 (3H，s) [1] 中国科学院中国植物志编辑委员会. 中国植物志 (第57卷)[M]. 北京: 科学出版社, 1999: 16. Flora of China Editorial Board, Chinese Academy of Sciences. Flora of China (Vol. 57)[M]. Beijing: Science Press, 1999: 16.

Flora of China Editorial Board, Chinese Academy of Sciences. Flora of China (Vol. 57)[M]. Beijing: Science Press, 1999: 16.

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