Mimicry of Annonaceous Acetogenins: Enantioselective Synthesis of a (4R)-Hydroxy Analogue Having Potent Antitumor Activity
2002-04-20T00:00:00Z (GMT) by
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 IC50 values of 2 were 1.6 × 10-3 and 8 × 10-2 μg/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.