Mimicry of Annonaceous Acetogenins: Enantioselective Synthesis of a (4R)-Hydroxy Analogue Having Potent Antitumor Activity
The Journal of Organic Chemistry2002Vol. 67(10), pp. 3404–3408
Citations Over TimeTop 12% of 2002 papers
Abstract
The (4R)-hydroxylated analogues of annonaceous acetogenin mimicking compound 2 were designed and synthesized structurally on the basis of the naturally occurring annonaceous acetogenin bullatacin, which was discovered as a typical member of the novel family of polyketides with potent cytotoxicity, antitumoral, and other biological activities. The preliminary screenings show that the IC(50) values of 2 were 1.6 x 10(-3) and 8 x 10(-2) microg/mL against HT-29 and HCT-8, respectively. A remarkable enhancement effect was observed by the activity comparison of 1c and its (4R)-hydroxylated analogue 2.
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