Journal of Natural Products 2006-10-01

Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.

Jin Tatsuzaki, Kenneth F Bastow, Kyoko Nakagawa-Goto, Seiko Nakamura, Hideji Itokawa, Kuo-Hsiung Lee

Index: J. Nat. Prod. 69 , 1445-9, (2006)

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Abstract

Twenty-eight compounds related to dehydrozingerone (1), isoeugenol (3), and 2-hydroxychalcone (4) were synthesized and evaluated in vitro against human tumor cell replication. Except for isoeugenol analogues 27-35, most compounds exhibited moderate or strong cytotoxic activity against KB, KB-VCR (a multidrug-resistant derivative), and A549 cell lines. In particular, chalcone 15 showed significant cytotoxic activity against the A549 cell line with an IC50 value of 0.6 microg/mL. Furthermore, dehydrozingerone analogue 11 and chalcones 16 and 17 showed significant and similar cytotoxic activity against both KB (IC50 values of 2.0, 1.0, and 2.0 microg/mL, respectively) and KB-VCR (IC50 values of 1.9, 1.0, and 2.0 microg/mL, respectively) cells, suggesting that they are not substrates for the P-glycoprotein drug efflux pump.

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