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Studies On The Chemical Constituents Of The Roots And Rhizomes Of Nardostachys Chinensis Batalin And The Total Synthesis & Structure-activity Relationships Of (-)Zeylenone

Posted on:2007-11-03Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y ZhangFull Text:PDF
GTID:1104360185968587Subject:Pharmacognosy
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Nardostachys chinensis Batalin(Valerianaceae) is distributed in Gansu, Qinghai, Tibet, and Sichuan provinces of China. The roots and rhizomes of this plant have been used as Chinese traditional medicine to elicit stomachic and sedative effects. The latest research showed that the plant exhibited potent antihypertensive, anti-arrhythmic, and cytotoxic activities. In the aim of searching for new active compound and clarifying the chemical constituents of this plant, we preceded a phytochemical investigation of it. Twenty compounds including thirteen terpenoids, three flavones, two quinones, one lignan and another sterol were isolated from the ethanol extract of the roots and rhizomes of the plant, and their structures were elucidated by chemical and spectroscopic means. Two of them were found to be new compounds named as gansongol A (NCB-14) and gansongol B (NCB-20), and gansongol B is representative of a new carbon skeleton. Furthermore, the compound kanshone A (NCB-10) showed notable cytotoxicity to cultured cancer cells.The polyoxygenated cyclohexene zeylenone was separated from Uvaria grandiflora Roxb.and showed prominent antitumor activity. In order to develop new anticancer agents with fewer side effects, superior pharmacological properties and broad antitumor spectrum, and study the structure-activity relationship of the polyoxygenated cyclohexene compounds, we improved the total synthesis route of (+)zeylenone and built a more efficient enantioselective total synthesis of (-)zeylenone from shikimic acid. As a result, eighteen polyoxygenated cyclohexenes...
Keywords/Search Tags:nardostachys genus, nardostachys chinensis Batalin, sesquiterpinoids, polyoxygenated cyclohexenes, zeylenone, total synthesis, structure-activity relationship
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