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dc.contributor.advisorReinecke, Manfred G.
dc.contributor.authorMiao, Wenfangen_US
dc.date.accessioned2019-10-11T15:10:03Z
dc.date.available2019-10-11T15:10:03Z
dc.date.created2000en_US
dc.date.issued2000en_US
dc.identifieraleph-890648en_US
dc.identifierMicrofilm Diss. 771.en_US
dc.identifier.urihttps://repository.tcu.edu/handle/116099117/31832
dc.description.abstractNatural products have played and continue to play an invaluable role in the drug discovery process related to all disease types and, in particular, in the areas of cancer and infectious diseases. Over 1000 years the Kallawaya Indians of Bolivia developed an unwritten pharmacopoeia of about 1000 plants which provide potential resources for drug development. Twenty samples of 14 plant species were extracted and tested for anti-HIV, anti-tumor and other biological activities. From an anti-tumor active extract of the plant Satureja boliviana , 10 compounds were isolated and identified by spectroscopic methods. These compounds included three known and one new naturally occurring terpene, 4-acetoxypulegone and six flavonoids. The anti-tumor active compound was 5-hydroxy-6,7,8,4 ? -tetramethoxyflavanone which was synthesized for further animal evaluation and structure comfiramtion. 3,5-Dicaffeoylquinic acid (3,5-DCQA) isolated from another Kallawaya plant was the first compound whose anti-HIV activity was due to inhibition of HIV-integrase. Since coffee beans ( Coffea robusta ) are more readily available source of isomeric DCQA's, they were chosen as sources of additional material for further anti-HIV studies. Therefore a preparative HPLC method was developed to separate the DCQA's. 3,4-DCQA, 4,5-DCQA and 3,5-DCQA were isolated, identified and the complete NMR assignments were made with the aid of 2-D NMR. Both the dicaffeoylquinic acids and the dicaffeoyltartaric acids (DCTA's) are potent and selective inhibitors of both HIV-1 integrase (IN) and HIV-1 replication in tissue culture. In order to probe the structural features responsible for the anti-HIV and HIV-IN inhibitory activity, a series of DCTA analogues were prepared. The structure-activity relationships of those compounds were studied. Finally, the effect of Mn 2+ on the 13 C NMR spectra of quinic acid, 5-DCQA and 3,4-DCQA was studied.
dc.format.extentxiv, 271 leaves : illustrationsen_US
dc.format.mediumFormat: Printen_US
dc.language.isoengen_US
dc.relation.ispartofTexas Christian University dissertationen_US
dc.relation.ispartofAS38.M496en_US
dc.subject.lcshBotany, Medical--Boliviaen_US
dc.subject.lcshAntineoplastic agentsen_US
dc.subject.lcshHIV (Viruses)en_US
dc.subject.lcshAntiviral agentsen_US
dc.titleBolivian medicinal herbs as source of leads for anti-tumor and anti-HIV drugsen_US
dc.typeTexten_US
etd.degree.departmentDepartment of Chemistry
etd.degree.levelDoctoral
local.collegeCollege of Science and Engineering
local.departmentChemistry and Biochemistry
local.academicunitDepartment of Chemistry
dc.type.genreDissertation
local.subjectareaChemistry and Biochemistry
dc.identifier.callnumberMain Stacks: AS38 .M496 (Regular Loan)
dc.identifier.callnumberSpecial Collections: AS38 .M496 (Non-Circulating)
etd.degree.nameDoctor of Philosophy
etd.degree.grantorTexas Christian University


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