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Issue 18, 2014
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A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides

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Abstract

A general strategy for the synthesis of phenylethanoid glycosides (PhG) including echinacoside 1, acteoside 2, calceolarioside-A 3 and calceolarioside-B 4 is reported. The strategy features the application of low substrate concentration glycosylation and N-formyl morpholine modulated glycosylation methods for the construction of 1,2-trans β- and α-glycosidic bonds. The reported strategy does not invoke the use of the participatory acyl protecting function, which is incompatible with the ester function present in target PhG compounds. A preliminary study of the anti-proliferation properties of the PhG compounds 1–4 was performed; the acteoside 2 exhibited the best inhibition on the prostatic cancer cell proliferation.

Graphical abstract: A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides

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Publication details

The article was received on 17 Dec 2013, accepted on 14 Feb 2014 and first published on 17 Feb 2014


Article type: Paper
DOI: 10.1039/C3OB42503G
Citation: Org. Biomol. Chem., 2014,12, 2926-2937
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    A general synthetic strategy and the anti-proliferation properties on prostate cancer cell lines for natural phenylethanoid glycosides

    S. K. Mulani, J. Guh and K. T. Mong, Org. Biomol. Chem., 2014, 12, 2926
    DOI: 10.1039/C3OB42503G

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