【作者】 唐俊；

【导师】 王开金； 李宁；

【作者基本信息】 安徽大学 ， 生物化学与分子生物学， 2010， 硕士

【摘要】 本论文是对姜科两种药用植物草豆蔻和姜黄的化学成分和生物活性研究,论文主要由三章组成。第一章是对草豆蔻植物的化学成分与抗肿瘤及NF-κB激活抑制作用活性研究。草豆蔻为姜科(Zingiberaceae)山姜属植物草豆蔻(Alpinia katsumadai Hayata)的干燥种子团,主产于广东、广西和云南等地,具有燥湿,健脾,温胃止呕的功能,主治寒湿内阻,脘腹胀满冷痛,嗳气呕逆,不思饮食等症。为了进一步挖掘其中的活性成分,作者运用多种层析手段,首先对草豆蔻乙酸乙酯部分进行了化学成分研究,并从该部位分离得到12个单体化合物,分别鉴定为：(3S,5S)-trans-3, 5-dihydroxy-1,7-diphenyl-hept-1-ene (1), (3R,5S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene (2),5-hydroxy-1,7-diphenyl-hepta-6-en-3-one (3),豆蔻明(4),山姜素(5),乔松素(6),球松素(7),柚皮素(8),(+)-儿茶素(9),白杨素(10),芦丁(11),2,4-二羟基-6-苯乙基-苯甲酸甲酯(12)。化合物7-12均首次在该种中分离得到,化合物12为新天然产物。此外,还依据文献对这12个单体化合物进行了体外NF-κB激活抑制和抗肿瘤作用的研究。得到如下结果：化合物1-4具有NF-κB激活抑制作用,IC50值分别为14.8、16.5、23.2和7.5μMol·L-1；化合物4对人白血病K562和肝癌SMMC-7721的IC50别为3.2和3.5mg·L-1；化合物6对肝癌SMMC-7721显示中等活性,IC50为18.3 mg·L-1。第二章详细论述了姜黄植物的化学成分研究。姜黄为姜科植物姜黄(Curcuma longa L.)的干燥块根。主要产于四川、福建、两广等地,具有活血行气、通经止痛的作用。运用多种层析手段,从姜黄乙酸乙酯部位分离得到14个单体化合物,已经鉴定了10个单体化合物,分别鉴定为：β-胡萝卜苷(1),β-谷甾醇(2),β-豆甾醇(3),4,5,8,12-diepoxy-1(10),7,11-germacratrien-6-one (4),异香草醛(5),3,4,5-三甲氧基苯乙酸(6),蔗糖(7),姜黄素(8),去甲氧基姜黄素(9),去二甲氧基姜黄素(10)。化合物4-6均首次在该种中分离得到,化合物6为新天然产物。第三章对近20年发现的222个天然二苯庚烷类化合物及药理活性研究进行了综述。更多还原

【Abstract】 The dissertation consists of three chapters, in which the chemical constituents of two Zingiberaceae medical plants (Alpinia katsumadai and Curcuma longa) were well elaborated.The first chapter focused on chemical consitituents, antitumor and inhibition on NF-κB activation from fruits of Alpinia katsumadai Hayata. A. katsumadai, a plant belongs to Alpinia genus of Zingiberaceae, is cultivated in the south of China. In the Traditional Chinese Medicine (TCM), it is considered as stomach drugs for stomach disorders, antiemetic and so on. In order to further find bioactive compounds from A. katsumadai, the chemical consitituents, antitumor and inhibition on NF-κB activation from fruits of A. katsumadai was perfomed. By repeated column chromatography over silica gel, and Sephadex LH-20, and their structures were determined mainly by means of MS and NMR techniques, a new natural compound (2,4-dihydroxy-6-phenethl-benzinic acid methyl ester,12), along with 11 known compounds was isolated from the EtOAC fraction of the seeds of A. katsumadai and their structures were identified as follows:(3S,S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene (1), (3R,5S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-l-ene (2),5-hydroxy-1,7-diphenyl-hepta-6-en-3-one (3), cardamonin (4), alpinetin (5), pinocembrin (6), pinostrobin (7), naringenin (8), (+)-catechin (9), chrysin (10) and rutin (11). Compounds 7-12 were isolated from A. katsumadai for the first time and Compound 12 were isolated from Aplinia genus as a new natural product. The results of pharmacological active study by High-Content Screening (image-based) and MTT showed that Compound 1-4 showed inhibition on NF-κB activation with the IC50 values as 14.8、16.5、23.2 and 7.5μMol·L-1, respectively; compound 4 displayed cytotoxicity against leukemia K562 cells and human hepatoma cell line SMMC-7721 with IC50 values as 3.2 and 3.5 mg·L-1, and compound 6 showed moderate cytotoxicity against SMMC-7721 with the IC50 value as 18.3 mg·L-1.The second chapter focused on chemical consitituents of Curcuma longa. Curcuma longa, a plant also belongs to Zingiberaceae, is cultivated in south of China. From the EtOAC fraction of the roots of C. longa,10 compounds were isolated by different methods and theie structures were identified as:β-daucosterol (1),β-sitosterol (2),β-Stigmasterol (3),4,5,8, 1-diepoxy-1(10),7,11-germacratrien-6-one (4), isovanillin (5),3,4,5-trimethoxy phenylacetic acid (6), sucrase (7), curcumin (8), demethoxycurcumin (9), bisdemethoxycurcumi (10). Compounds 4-6 were isolated from C. longa for the first time. Compound 6 were isolated from Curcuma genus as a new natural product.The third chapter was a review, in which,222 diarylheptanoids discovered in recent 20 years, and their pharmacological biological activities were summarized.更多还原