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Title:	Phytochemical And Bioactivity Studies Of Etlingera (Zingiberaceae) And Petasites Hybridus (Asteraceae) And Synthesisof Benzoxazepine Derivatives Based On The Isolated Metabolite From P. Hybridus
Authors:	Fatemehossadat Khaleghi (P48276)
Supervisor:	Laily Bin Din, Prof. Dato' Dr.
Keywords:	Phytochemical And Bioactivity Studies Of Etlingera Based On The Isolated Metabolite From P. Hybridus Petasites Hybridus Based On The Isolated Metabolite From P. Hybridus Synthesisof Benzoxazepine Derivatives Based On The Isolated Metabolite From P. Hybridus Phytochemicals
Issue Date:	1-Oct-2013
Description:	The present research focuses on phytochemical study and biological activities of three plants of Etlingera venusta and E. fulgens (Zingiberaceae) from Malaysia and Petasites hybridus (Asteraceae) from Iran. Extraction, fractionation and purification were done to isolate the secondary metabolites from P. hybridus root extract and the structure of isolated compounds were elucidated using spectroscopic data, including 1D- and 2D-NMR spectra, mass spectra, elemental analysis and X-ray crystallographic analysis. Three compounds were characterized as 1-(6-hydroxy-2-isopropenyl-1-benzofuran-yl)-1-ethanone, 5,9-dihydroxy-2-isopropenyl-7-methoxy-2,3-dimethylanthracene-1(2H)-one and the well known anti-oxidant; butylated hydroxytoluene (BHT). On the other hand, chemical composition of essential oils from several parts of E.venusta and E. fulgens was carried out by using GC-FID and GC-MS. The results revealed that both E. venusta and E. fulgens composed mainly of the non-terpenes with respective averages of 52.27 and 87.56%. Moreover, antioxidant evaluation of methanolic and ethanolic extracts of several parts of the two Etlingera were made using DPPH, ferrous ion chelating (FIC), ferric ion antioxidant power (FRAP) and total phenolic content (TPC) assays. The findings demonstrated that the FIC was significantly high whereas the TPC and FRAP were relatively low. Based on the DPPH assay results and calculated IC50 values relevant to the radical scavenging, it was found that rhizomes of E. venusta as well as leaves, stems and rhizomes of E. fulgens were comparable to those of BHT. Considering the structure of the main metabolite of P. hybridus, called 1-(6-hydroxy-2-isopropenyl-1-benzofuran-5-yl)-1-ethanone, it was reacted through multi-component processes with activated acetylenes, and isoquinoline or quinoline in water to produce five water-insoluble natural-based benzoxazepines. The structures of the synthesized compounds were elucidated using modern spectroscopic techniques. The research proceeded with an investigation of the biological activities of 1-(6-hydroxy-2-isopropenyl-1-benzofuran-5-yl)-1-ethanone and its benzoxazepine derivatives including anti-cancer or anti-proliferation against MCF-7 as well as immunomodulatory effects. The results indicated that 1-(6-hydroxy-2-isopropenyl-1-benzofuran-5-yl)-1-ethanone had moderate anti-cancer characteristics with IC50 value of 48 μM and high anti-inflammatory properties (IC50 = 6.7 μM).,PhD
Pages:	175
Call Number:	QK865 .K373 2013
Publisher:	UKM, Bangi
Appears in Collections:	Faculty of Science and Technology / Fakulti Sains dan Teknologi

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