Isolation and Structure Elucidation of Antiproliferative and Antiplasmodial Natural Products from Plants

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dc.contributor.authorWang, Mingen
dc.contributor.committeechairKingston, David G. I.en
dc.contributor.committeememberCarlier, Paul R.en
dc.contributor.committeememberSantos, Webster L.en
dc.contributor.departmentChemistryen
dc.date.accessioned2016-12-20T09:00:33Zen
dc.date.available2016-12-20T09:00:33Zen
dc.date.issued2016-12-19en
dc.description.abstractAs part of an International Cooperative Biodiversity Group (ICBG) program and a collaborative research project with the Natural Products Discovery Institute, four plant extracts were investigated for their antiproliferative and antiplasmodial activities. With the guidance of bioassay guided fractionation, two known antiproliferative terpenoids (2.1 and 2.2) were isolated from Hypoestes sp. (Acanthaceae), four known antiplasmodial liminoids (3.1-3.4) were isolated from Carapa guianensis (Meliaceae), one inactive terpenoid (4.1) was isolated from Erica maesta (Ericaceae), and four cerebrosides (4.2-4.5) were obtained from Hohenbergia antillana (Bromeliaceae). The structures of these compounds were elucidated by using 1D (1H and 13C), 2D (HMBC, HSQC, COSY, NOESY) NMR spectroscopy and mass spectrometry. The structures of the compounds were also confirmed by comparing them with reported values from the literature. Compounds 2.1 and 2.2 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC50 values of 6.9 uM and 3.4 uM, respectively. They also exhibited moderate antiplasmodial activity against chloroquine-resistant Plasmodium falciparum strain Dd2 with IC50 values of 9.9 ± 1.4 uM and 2.8 ± 0.7 uM, respectively. Compounds 3.1 to 3.4 had moderate antiplasmodial activity against Plasmodium falciparum Dd2 strain with IC50 values of 2.0 ± 0.3 uM, 2.1 ± 0.1 uM, 2.1 ± 0.2 uM and 2.8 ± 0.2 uM, respectively. Compounds 4.1 and 4.2 showed very weak antiplasmodial activity against Plasmodium falciparum Dd2 strain, with IC50 values between 5 and 10 ug/mL.en
dc.description.abstractgeneralCancer has a major impact all over the world and is one of the leading causes of death. Malaria remains as one of the most severe tropical diseases in the world. It is a common and often fatal disease caused by a parasitic infection. The treatment of cancer and malaria is a significant challenge, and has become a top priority in drug discovery field. The natural products from plants have been used for medicinal purpose for a long time, and a lot of well-known plant based natural product drugs have been discovered, including anticancer drug paclitaxel, and antimalarial drug chloroquine and artemisinin. However, the resistances for these drugs have developed, and it is urgent to find new drug that can take their place. This research is trying to find promising anticancer and antimalarial natural products from plant extracts. From four plant extracts, two antiproliferative compounds and four antiplasmodial compounds were discovered. In this thesis, the isolation and structure elucidation of these compounds will be discussed.en
dc.description.degreeMaster of Scienceen
dc.format.mediumETDen
dc.identifier.othervt_gsexam:9428en
dc.identifier.urihttp://hdl.handle.net/10919/73742en
dc.publisherVirginia Techen
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subjectnatural producten
dc.subjectantiproliferativeen
dc.subjectantiplasmodialen
dc.subjectA2780en
dc.subjectPlasmodium falciparum Dd2en
dc.titleIsolation and Structure Elucidation of Antiproliferative and Antiplasmodial Natural Products from Plantsen
dc.typeThesisen
thesis.degree.disciplineChemistryen
thesis.degree.grantorVirginia Polytechnic Institute and State Universityen
thesis.degree.levelmastersen
thesis.degree.nameMaster of Scienceen

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