American Chemical Society
jm101053k_si_001.pdf (5.94 MB)

Potent Antitumor Mimetics of Annonaceous Acetogenins Embedded with an Aromatic Moiety in the Left Hydrocarbon Chain Part

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journal contribution
posted on 2011-01-27, 00:00 authored by Qicai Xiao, Yongqiang Liu, Yatao Qiu, Guangbiao Zhou, Chan Mao, Zheng Li, Zhu-Jun Yao, Sheng Jiang
Annonaceous acetogenins are a large family of naturally occurring polyketides exhibiting remarkable anticancer activities. The first generation of annonaceous acetogenin mimetic (1, AA005) exhibits comparable activity as that of natural products and presents much higher selectivity between cancer and normal cells. In this work, we report the design, synthesis, and evaluation of a new series of compound 1 analogues in which a variety of conformation-constrained fragments were embedded in the left hydrocarbon chain part. Compound 7 bearing a biphenyl moiety was identified to exhibit more potent antiproliferative activity and preferentially target cancer cells over normal cells and thus represents a new lead for further optimization.