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      Two New Withanolide Lactones from Flos Daturae

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      * , , ,
      Molecules
      MDPI
      Flos Daturae, Datura metel L., withanolide lactones

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          Abstract

          Chemical investigation of the 50% ethanol eluate fraction from a macroporous resin of flowers of Datura metel L. collected in the Jiangsu Province of China resulted in the isolation of two new withanolides, baimantuoluoline G ( 1) and baimantuoluoside H ( 2). Their structures were elucidated as (12 β,6 β,22 R)-1,10-seco-6,12,27-trihydroxy-26-oxo-witha-3,5,24-trienolide-1-oic acid- ε-lactone ( 1) and (5 β,6 α,12 β,22 R)-5,6,12,27-tetra-hydroxy-1,26-dioxo-witha-2,24-dienolide-27-O- β-glucopyranoside ( 2) on the basis of extensive spectroscopic analysis (1D, 2D-NMR and HRESIMS) and chemical studies.

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          Missouri Botanical Garden

          Tropicos (2024)
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            Constituents of Withania somnifera Dun—XIII

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              Daturametelins H, I, and J: three new withanolide glycosides from Datura metel L.

              Three new withanolide glycosides named daturametelins H-J (1-3), together with two known ones, daturataturin A (4) and 7,27-dihydroxy-1-oxowitha-2,5,24-trienolide (5), were isolated from the MeOH extract of the aerial parts of Datura metel L. (Solanaceae). Their structures were determined mainly by spectroscopic techniques including 2D-NMR (HMBC, HMQC, (1)H,(1)H-COSY, NOESY) and MS experiments. Compounds 1-5 were tested for their antiproliferative activity towards the human colorectal carcinoma (HCT-116) cell line. The nonglycosidic compound 5 exhibited the highest activity of the tested withanolides, with an IC(50) value of 3.2+/-0.2 microM (Table 3).
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                Author and article information

                Journal
                Molecules
                Molecules
                molecules
                Molecules
                MDPI
                1420-3049
                11 July 2011
                July 2011
                : 16
                : 7
                : 5833-5839
                Affiliations
                Key Laboratory of Chinese Materia Medica, Heilongjiang University of Chinese Medicine, Ministry of Education, Harbin 150040, China
                Author notes
                [* ] Author to whom correspondence should be addressed; Email: hxkuang@ 123456hotmail.com ; Tel.: +86 45182193001; Fax: +86 45182110803.
                Article
                molecules-16-05833
                10.3390/molecules16075833
                6264169
                21747337
                78c621c7-d9ce-472f-b556-4d4601aa3113
                © 2011 by the authors;

                licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                : 01 June 2011
                : 29 June 2011
                : 05 July 2011
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                flos daturae,datura metel l.,withanolide lactones
                flos daturae, datura metel l., withanolide lactones

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