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Studies On The Chemical And Bioactive Constituents From The Methanol Extracts Of Notopterygium Incisum And Rhodomyrtus Tomentosa

Posted on:2012-06-23Degree:MasterType:Thesis
Country:ChinaCandidate:M YouFull Text:PDF
GTID:2154330335466052Subject:Genomics
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Two traditional Chinese medicines (TCMs), Notopterygium incisum (Umbelliferae) and Rhodomyrtus tomentosa (Myrtaceae), have been chemically and biologically investigated. Seven new and eighteen known compounds were isolated from the methanol extracts of the TCMs using column chromatography (CC) over silica gel, macroporous resin, polyamide resin, Sephadex LH-20 and semipreparative HPLC. Their structures, especially the absolute or relative configuration of the new compounds, were elucidated by means of extensive spectroscopic methods (IR, 1D-/2D-NMR, LR-/HR-ESIMS) and chemical transformations.Five new (1-5) and twelve known (6-17) different types of glycosides together with a known sesquiterpene triol (18) were isolated from the methanol extract of the rhizomes of N. incisum. The new structures were elucidated to be pregn-5-en-3β,20(S)-diol-3-O-bis-β-D-glucopyranosyl-(1→2,1→6)-β-D-glucopyranoside (1), oleuropeic aldehyde 8-O-β-D-glucopyranoside (2),2(R)-(3,4-dimethoxyphenyl)-propane-1,3-diol-1-O-β-D-glucopyranoside (3), eudesman-3α,4α,11-triol-11-O-β-D-glucopyrano-side (4), and marmesin-11-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyran-oside (5). The absolute configuration of the corresponding aglycone in compound 3 was assigned by application of Klyne's rule. The known compounds 6-8,13,16 and 18 were isolated for the first time from the genus Notopterygium. In this study, all the isolates (except 2 and 17) were evaluated for their in vitro cytotoxic effects against a small panel of human cancer cell lines (SNU739, NUGC-3, MCF-7, SH-SY5Y), but none of them appear to be active (IC50>100μM).Two new (19,20) and five known (21-25) different types of compounds were isolated from the methanol extract of the rhizomes of R. tomentosa. The new structures were characterized to be 23-cis-p-coumaroyloxy-2a,3β-dihy-droxyolean-12-en-28-oic acid (19) and 3β-O-trans-ferulyl-2a,23-dihydroxyolean-12- en-28-oic acid (20). The known compounds 21-25 were isolated for the first time from the genus Rhodomyrtus. Currently, all the purified compounds (19-25) are bioassayed for their cytotoxicities against A549, SNU739, MCF-7, NUGC-3 and SH-sy5y cancer cell lines using the MTT method.
Keywords/Search Tags:Umbelliferae, Myrtaceae, Notopterygium incisum, Rhodomyrtus tomentosa, glycosides
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