Following the primary screening of Vietnamese plant extracts against the HT-29 human colon cancer cell line assay, the branch sample of Linociera cf. ramiflora (Roxb.) Wall. (Oleaceae) (sample A06576; voucher specimen DDS 14374) was selected as a candidate for further study. The methanol extract of this plant sample was subjected to a bioactivity-guided fractionation aiming at the isolation of potential anticancer agents. Liquid-liquid partitions of this extract led to an active chloroform fraction (IC50= 7.7 µg/mL). Further separation of this fraction through successive column chromatography afforded numerous active sub-fractions, from which several new and known lignans and arylglycerol-substituted lignan derivatives together with some aromatic compounds were isolated. The structure determination as well as the antiproliferative and quinone reductase inducting activities of these compounds will be described.
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Goji berry [fruit of Lycium barbarum L. (Solanaceae)] has a long history of usage in Asian countries as a culinary ingredient, traditional medicine and functional food. Goji has more recently become increasingly popular in Europe and North America as a “super fruit” and botanical dietary supplement. One commercial dietary supplement that was screened in an ongoing search for natural inhibitors of carcinogenesis showed hydroxyl radical-scavenging (HRS) and quinone reductase-inducing (QRI) activities. This sample was shown by chemotaxonomy and microscopy to be mislabeled, and was identified as Goji. Isolation directed by the above bioassays yielded a new pyrrole alkaloid (1) along with seven known compounds (2 – 8). Compound 1 demonstrated HRS activity with an ED50 value of 16.7 µM, and compound 2 was active in both HRS (ED50 11.9 µM) and QRI [CD (concentration required to double quinone reductase activity) 2.4 µM)] assays. Further investigation confirmed the presence of compounds 1 – 2 and 4 – 8 in a Goji extract that was previously shown to prevent N-nitrosomethylbenzylamine-induced esophageal cancer in rats. Taken together with the dietary source of these molecules having a long history of human consumption, the results of the study indicated that this class of compounds, especially compound 2, could be potential in vivo cancer chemopreventive agents.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTNovel Antimitotic Dibenzocyclo-Octadiene Lignan Constituents of the Stem Bark of Steganotaenia araliaceaD. B. M. Wickramaratne, T. Pengsuparp, W. Mar, H.-B. Chai, T. E. Chagwedera, C. W. W. Beecher, N. R. Farnsworth, A. D. Kinghorn, J. M. Pezzuto, and G. A. CordellCite this: J. Nat. Prod. 1993, 56, 12, 2083–2090Publication Date (Print):December 1, 1993Publication History Published online1 July 2004Published inissue 1 December 1993https://doi.org/10.1021/np50102a009RIGHTS & PERMISSIONSArticle Views172Altmetric-Citations34LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (570 KB) Get e-Alerts Get e-Alerts
One novel (1), two new (2 and 3), and nine known (4 – 12) rotenoids were isolated from Millettia caerulea (Graham) Baker (Fabaceae) collected in Vietnam. The structure of 1 was confirmed by X-ray diffraction analysis. Compounds 4 and 5 exhibited IC50 values of 0.3 and 0.1µM, respectively, against the HT-29 human colon cancer cell line and were non-toxic to CCD-112CoN normal colon cells. cis-(6aβ,12aβ)-Hydroxyrotenone (5) was tested in an in vivo hollow fiber assay using three human cancer cell lines.
A large amount of a known triterpene, ursolic acid (6 g from 6 kg of the dried plant sample, with a yield of 0.6% w/w), and a known natural phenol, trimethylellagic acid, were isolated and identified from the leaves and twigs of Syzygium corticosum (Lour.) Merr. & L.M. Perry (Myrtaceae) collected in Vietnam. The structures of both compounds were determined by analysis of their ECD, IR, UV, NMR, and mass spectra and by comparison of these spectroscopic data with literature values, and the cytotoxicity was tested against the HT-29 human colon cancer cell line. The known compound, ursolic acid, was found to show activity, and it was regarded as the major cytotoxic principle of Syzygium corticosum. Several new analogues have been synthesized and evaluated, and it was found that both the C-3 hydroxy and the C-28 carboxyl groups play a key role in mediation of cytotoxicity of ursolic acid against HT-29 cells.
Moraceae is a family of flowering plants distributed in tropical and subtropical regions, of which the genus Streblus contains about 25 species [1]., Streblus asper Lour. is used medicinally, and several cardiac glycosides have been characterized as cytotoxic components from this species [2,3]. In a search for anticancer agents from higher plants, a chloroform-soluble extract of the stem bark of S. asper collected in Vietnam was found to be highly cytotoxic toward the HT-29 human colon cancer cell line. Three new (3'-demethylkamaloside, 19-hydroxykamaloside, and 6'-hydroxykamaloside) and two known (3-O-β-D-fucopyranosylperiplogenin and strebloside) cardiac glycosides were isolated from this plant sample, with six new and two known analogues being synthesized from strebloside [4]. The structures of all compounds obtained were determined by analysis of their spectroscopic data, with all isolates found to be potently active against HT-29 cells. When tested against CCD-112CoN normal human colon cells, strebloside did not show any discernible activity. On evaluation for its cytotoxicity toward the human MV4 – 11, THP-1, and Kasumi-1 leukemia cell lines, strebloside was found to be highly cytotoxic, but showed little toxicity toward normal human peripheral blood mononuclear cells. Strebloside was also cytotoxic against the MDA-MB-231 human breast and OVCAR3 human ovarian cancer cell lines. When evaluated in a murine in vivo hollow fiber assay against these two cell lines, strebloside (ip, 5 mg/kg/day, four days) showed significant cell growth inhibition, with no side effects observed in mice at any of the doses used. Mechanistic studies showed that strebloside mediates its cytotoxicity through induction of tumor cell apoptosis, as indicated by its blocking cell progression through the cell cycle at the G2-phase and inducing PARP cleavage in OVCAR3 cells.
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