30-Hydroxylup-20(29)-en-3-one - CAS 72944-06-0
Catalog number: 72944-06-0
Not Intended for Therapeutic Use. For research use only.
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30-Hydroxylup-20(29)-en-3-one is a natural triterpenoid isolated from the herbs of Maytenus austroyunnanensis.
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1.Lupane triterpenoids from Acacia mellifera with cytotoxic activity.
Mutai C;Abatis D;Vagias C;Moreau D;Roussakis C;Roussis V Molecules. 2007 May 15;12(5):1035-44.
Three new pentacyclic triterpenoids: (20R)-3-oxolupan-30-al (1), (20S)-3-oxolupan-30-al (2) and (20R)-28-hydroxylupen-30-al-3-one (3), along with (20S)-3beta-hydroxylupan-30-al (4), the latter previously described as a constituent of an epimeric mixture, were isolated from Acacia mellifera. In addition, the known metabolites 30-hydroxylup-20-(29)-en-3-one (5), 30-hydroxylup-20-(29)-en-3beta-ol (6), atranorin, methyl 2,4-dihydroxy-3,6 dimethyl benzoate, sitosterol-3beta-O-glucoside and linoleic acid were found in the analyzed plant species for the first time. The structures of the new metabolites were elucidated by extensive spectroscopic analyses and their relative stereochemistry was determined by NOESY experiments. The new metabolite 3 exhibited significant cytotoxic activity against the NSCLC-N6 cell line, derived from a human non-small-cell bronchopulmonary carcinoma.
2.Cytotoxic diterpenes from Cassipourea madagascariensis from the Madagascar rainforest.
Chaturvedula VS;Norris A;Miller JS;Ratovoson F;Andriantsiferana R;Rasamison VE;Kingston DG J Nat Prod. 2006 Feb;69(2):287-9.
Bioassay-directed fractionation of ethanol extracts of the roots and leaves of the plant Cassipourea madagascariensis resulted in the isolation of the two new terpenoids cassipourol (1) and cassipouryl acetate (2) in addition to the three known compounds, 3beta,30-dihydroxylup-20(29)-ene (3), 30-hydroxylup-20(29)-en-3-one (4), and combretol (5). The structures of the two new compounds were established on the basis of 1D and 2D NMR spectroscopic data and chemical conversion. All the isolated compounds were tested against the A2780 human ovarian cancer cell line; the two diterpenes (1 and 2) showed moderate cytotoxic activity, while the three known compounds (3-5) were weakly active.
3.[Studies on chemical constituents of Salacia prinoides].
Gao XH;Xie N;Feng F Zhong Yao Cai. 2008 Sep;31(9):1348-51.
OBJECTIVE: ;To study the chemical constituents of Salacia prinoides.;METHODS: ;The chemical constituents were isolated and purified with various column chrmoatography and the structures were elucidated by chemical evidence and spectral analysis.;RESULTS: ;Sixteen compounds,including seven triterpenes : lupeol (1), Lup-20(29)-en-3beta,30-diol (2), 30-Hydorxylup-20 (29) -en-3-one (3), 3, 22-dioxo-29-normoretane (4), Ursolid acid (5), beta-Sitosterol (6), beta-Daucosterol (7); Four flavanoids: Quercetin (8), Quercet-in-3', 4'-dimethylether (9), Isorhamnetin (10), Kaempferol-4'-methylether (11); Three Phenolic acids:Gallic acid (12), Ethyl gallate (13), Egallic acid (14); Two Fatty series: Hentriacontanol (15), Hentriacontan-12-ol (16) were obtained from the titled plant.;CONCLUSION: ;-4, 8 - 13 are isolated from the genus for the first time, 5, 14 -16 are isolated from the plant for the first time.
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