Mimicry of Annonaceous Acetogenins: Enantioselective Synthesis
of a (4<i>R</i>)-Hydroxy Analogue Having Potent Antitumor Activity
Sheng Jiang
Zhong-Hai Liu
Gang Sheng
Bu-Bing Zeng
Xiao-Guang Cheng
Yu-Lin Wu
Zhu-Jun Yao
10.1021/jo016396u.s001
https://acs.figshare.com/articles/journal_contribution/Mimicry_of_Annonaceous_Acetogenins_Enantioselective_Synthesis_of_a_4_i_R_i_-Hydroxy_Analogue_Having_Potent_Antitumor_Activity/3692961
The (4<i>R</i>)-hydroxylated analogues of annonaceous acetogenin mimicking compound <b>2</b> 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<sub>50</sub> values of <b>2</b> were 1.6 × 10<sup>-3</sup> and 8 × 10<sup>-2</sup> μg/mL against HT-29 and HCT-8, respectively. A
remarkable enhancement effect was observed by the activity comparison of <b>1c</b> and its (4<i>R</i>)-hydroxylated analogue <b>2</b>.
2002-04-20 00:00:00
Annonaceou
Enantioselective
1 c
1.6
HT
compound 2
activity comparison
analogue
Mimicry
hydroxylated
enhancement effect
basis
polyketide
novel family
antitumoral
member
screenings show
IC 50 values
Synthesi
HCT
Acetogenin
annonaceous acetogenin
Hydroxy
cytotoxicity
Potent Antitumor Activity
Analogue
annonaceous acetogenin bullatacin