A Facile “Click Chemistry” Approach to Novel Flavonol Glycoconjugates and Their Cytotoxic Activity

Author(s): Wu Zheng, Nguyen Van-son, Liu Zhang-kun, Wang Qiu-an.

Journal Name: Letters in Organic Chemistry

Volume 10 , Issue 9 , 2013

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Abstract:

A series of 24 novel triazole-linked flavonol glycoconjugates 1~24 were synthesized using flavonols (Kaempferol, Rhamnocitrin or 7,5,4’-trimethoxy flavonol) and carbohydrates (glucose, galactose, lactose or maltose) as starting materials by a “Click chemistry” approach. Intermolecular Cu (I) catalyzed 1,3-dipolar cycloaddition of propargyl ethers of flavonols and glycosyl azides is the key step. Their cytotoxic potential against four human cancer cell lines (HL- 60, SMMC-7721, A-549 and MCF-7) was evaluated by standard MTT method. The results showed that 1, 3, 5, 6, 12 and 13 exhibit moderate to potent cytotoxicity against these cancer cell lines comparable with the positive control, cis- Platinum (DDP).

Keywords: Cytotoxic activity, Click chemistry, Flavonol, Glycoconjugates.

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Article Details

VOLUME: 10
ISSUE: 9
Year: 2013
Page: [674 - 682]
Pages: 9
DOI: 10.2174/15701786113109990039
Price: $65

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