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瑶药四方藤(Cissus Pteroclada Hayata)和千斤拔(Flemingia philippinensis Merr.et Rolfe.)的化学成分及抗肿瘤活性研究

Studies on the Chemical Constituents and Anti-tumor Activities of Yao Medicine Cissus Pteroclada Hayata and Flemingia philippinensis Merr.et Rolfe.

【作者】 池翠云

【导师】 岑颖洲;

【作者基本信息】 暨南大学 , 有机化学, 2011, 硕士

【摘要】 对瑶族植物药四方藤(Cissus Pteroclada Hayata)化学成分进行了较为系统的研究,从中分离和鉴定了9个单体化合物和1个混合物,分别是β-谷甾醇、豆甾醇和菜油甾醇的混合物(1),β-香树脂醇(2),白桦脂酸(3),β-谷甾醇(4),木栓酮(5),11-O-没食子酰岩白菜素(6),11-O-(4’-hydroxy benzoyl) bergenin(7),胡萝卜苷(8),没食子酸(9),岩白菜素(10)。除化合物10外,其余均为首次从该种植物中分离得到,化合物6、7为首次从该属植物中分离得到。采用水蒸气蒸馏(SD)法、超声萃取水蒸气蒸馏(UESD)法分别提取瑶药四方藤的挥发油,并应用GC-MS对所提取的挥发油进行分析比较。实验结果表明,水蒸气蒸馏法提取的挥发油鉴定了22种挥发性成分,鉴定的成分占挥发油总量的83.41%;超声萃取辅助水蒸气蒸馏法提取的挥发油鉴定出28种挥发性成分,鉴定的成分占挥发油总量的77.73%。两种方法相比,UESD法提取挥发油的得率约为SD法提取挥发油提取得率的2倍。从千斤拔(Flemingia philippinensis Merr.et Rolfe.)中分离并鉴定了5个单体化合物和1个黄酮混合物,分别是5-羟基-8-γ,γ-二甲代烯丙基-3’,3’-二甲基-吡喃并[6,7]色酮(Eriosematin,11)、羽扇豆醇(12)、染料木黄酮(13)、赝靛黄素和刺芒柄花素的混合物(14),3’-甲氧基香豌豆苷元(15)、5,7,3’,4’,5’-五甲氧基黄酮(16)。其中化合物15、16及混合物14均为首次从该植物中分离得到。采用MTT法研究了四方藤醇提物各萃取部位及部分化合物的抗肿瘤活性。实验结果表明,四方藤乙酸乙酯萃取部位、正丁醇萃取部位、6、7、11、13、15以及混合物14具有一定的抗肿瘤活性,其他组分及化合物不具有抗肿瘤活性。四方藤乙酸乙酯萃取物对鼻咽癌细胞CNE和宫颈癌细胞Hela具有较好的活性,其IC50分别为35.55μg/mL和39.74μg/mL。11-O-(4’-hydroxy benzoyl) bergenin及11-O-没食子酰岩白菜素对结肠癌细胞HT-29抑制作用较强,IC50分别是12.36μg/mL和16.33μg/mL。Eriosematin对宫颈癌细胞Hela的生长具有较强的抑制作用,其IC50为12.22μg/mL,并且随着化合物浓度的增加,抑制肿瘤细胞的增殖作用逐渐增强。

【Abstract】 The chemical constituents of Yao medicine Cissus Pteroclada Hayata were studied more systematically in this paper. Nine compounds and one mixture were isolated and identified to be the mixture ofβ-sitosterol, stigmasterol and campesterol(1), beta-amyrin(2), betulinic acid(3),β-sitosterol(4) friedelin(5),11-O-loylbergenin(6),11-O-(4’-hydroxy benzoyl) bergenin(7), daucosterol(8), gallic acid(9), bergenin(10). All the compounds had never been separated from this plant before except the compound 10. Compounds 6 and 7 were obtained from the plants of Cissus for the first time.Volatile oils were exacted by steam distillation(SD) method and ultrasound-assist-ted steam distillation(UESD) method from Yao medicine Cissus Pteroclada Hayata. The results showed that:22 volatile components were identified with the mothod of SD, which accounted for 83.41% of total essential oil.28 volatile components were identified with the mothod of UESD, which accounted for 77.73% of total essential oil. Compared two methods, the yield of volatile oil extracted by UESD was 2 times with its by SD.Five compounds and one mixture were isolated from Flemingia philippinensis Merr.et Rolfe and they were identified to be eriosematin(11), lupeol(12), genistein(13), the mixture of psedo-baptigenin and formononetin(14),3’-O-Methylorobol(15), 5,7,3’,4’,5’-pentamethoxyflavone(16). The compounds of 15,16 and mixture 14 were isolated from this plant for the first time.The anti-tumor activity of extract in Cissus Pteroclada Hayata and some compounds were studied by MTT method. The results showed that:ethyl acetate extract and butanol extract of Cissus Pteroclada Hayata together with compounds of 6, 7,11,13,15 and mixture 14 had some anti-tumor activity. But other compounds did not have anti-tumor activity. Ethyl acetate extract of Cissus Pteroclada Hayata had better activity in the inhibition of CNE and Hela cells. The IC50 values reached to 35.55μg/mL and 39.74μg/mL.11-O-(4’-hydroxy benzoyl) bergenin and 11-O-galloyl-bergenin showed apparent effect on the growth of cancer cells HT-29, its IC50 values reached to 12.36μg/mL and 16.33μg/mL. Eriosematin inhibitting the growth of cervical cancer Hela was outstanding, its IC50 value reached to 12.22μg/mL. And with increasing concentrations of Eriosematin, inhibition of tumor cells gradually increased.

  • 【网络出版投稿人】 暨南大学
  • 【网络出版年期】2011年 10期
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