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Studies On Chemical Constituents Of Aplinia Katsumadai And Curcuma Longa

Posted on:2011-12-31Degree:MasterType:Thesis
Country:ChinaCandidate:J TangFull Text:PDF
GTID:2120360305472798Subject:Biochemistry and Molecular Biology
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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.
Keywords/Search Tags:Alpinia katsumadai, Curcuma longa, chemical constituents, inhibition on NF-κB activation, antitumor effect
PDF Full Text Request
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