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A General Synthetic Strategy and the Anti-Proliferation Properties on Prostate Cancer Cell Lines for Natural Phenylethanoid Glycosides

Shaheen K Mulani, Jih-Hwa Guh, Kwok-Kong Tony Mong

Org Biomol Chem. 2014 May 14;12(18):2926-37.

PMID: 24691797

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP105471985 Calceolarioside B Calceolarioside B 105471-98-5 Price
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