Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy

Yanghan Liu; Yongqiang Liu; Zhen Li; Guang Biao Zhou; Zhu Jun Yao; Sheng Jiang

doi:10.1016/j.bmcl.2014.02.072

Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy

Yanghan Liu, Yongqiang Liu, Zhen Li, Guang Biao Zhou, Zhu Jun Yao, Sheng Jiang

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

A series of novel bivalent mimetics of annonaceous acetogenins have been designed, synthesized, and evaluated. Among these, compound 7 bearing a homopiperazine ring in the middle region exhibited more potent growth inhibitory activity and higher selectivity against cancer cells over normal cells by comparison with AA005. This work indicates that modification of the middle piperazine ring is a useful optimizing tool for the simplified acetogenin mimetics.

Original language	English (US)
Pages (from-to)	1650-1653
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	24
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2014.02.072
State	Published - Apr 1 2014

Keywords

Annonaceous acetogenins
Bivalent analogues
Cytotoxicity
Homopiperazine
Selectivity

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2014.02.072

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title = "Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy",

abstract = "A series of novel bivalent mimetics of annonaceous acetogenins have been designed, synthesized, and evaluated. Among these, compound 7 bearing a homopiperazine ring in the middle region exhibited more potent growth inhibitory activity and higher selectivity against cancer cells over normal cells by comparison with AA005. This work indicates that modification of the middle piperazine ring is a useful optimizing tool for the simplified acetogenin mimetics.",

keywords = "Annonaceous acetogenins, Bivalent analogues, Cytotoxicity, Homopiperazine, Selectivity",

author = "Yanghan Liu and Yongqiang Liu and Zhen Li and Zhou, {Guang Biao} and Yao, {Zhu Jun} and Sheng Jiang",

note = "Funding Information: This work was supported by the National Key Program for Basic Research ( 2010CB529201 , 2010CB833202 , 2012CB910800 , and 2009CB940900 ), the National Natural Science Foundation ( 81071930 , 81171925 , and 21172220 ), the Special Foundation of President , and the Strategic Leading Science & Technology Program of the Chinese Academy of Sciences . ",

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doi = "10.1016/j.bmcl.2014.02.072",

language = "English (US)",

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T1 - Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy

AU - Liu, Yanghan

AU - Liu, Yongqiang

AU - Li, Zhen

AU - Zhou, Guang Biao

AU - Yao, Zhu Jun

AU - Jiang, Sheng

N1 - Funding Information: This work was supported by the National Key Program for Basic Research ( 2010CB529201 , 2010CB833202 , 2012CB910800 , and 2009CB940900 ), the National Natural Science Foundation ( 81071930 , 81171925 , and 21172220 ), the Special Foundation of President , and the Strategic Leading Science & Technology Program of the Chinese Academy of Sciences .

PY - 2014/4/1

Y1 - 2014/4/1

N2 - A series of novel bivalent mimetics of annonaceous acetogenins have been designed, synthesized, and evaluated. Among these, compound 7 bearing a homopiperazine ring in the middle region exhibited more potent growth inhibitory activity and higher selectivity against cancer cells over normal cells by comparison with AA005. This work indicates that modification of the middle piperazine ring is a useful optimizing tool for the simplified acetogenin mimetics.

AB - A series of novel bivalent mimetics of annonaceous acetogenins have been designed, synthesized, and evaluated. Among these, compound 7 bearing a homopiperazine ring in the middle region exhibited more potent growth inhibitory activity and higher selectivity against cancer cells over normal cells by comparison with AA005. This work indicates that modification of the middle piperazine ring is a useful optimizing tool for the simplified acetogenin mimetics.

KW - Annonaceous acetogenins

KW - Bivalent analogues

KW - Cytotoxicity

KW - Homopiperazine

KW - Selectivity

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JF - Bioorganic and Medicinal Chemistry Letters

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Identification of novel bivalent mimetics of annonaceous acetogenins via a scaffold-hopping strategy

Abstract

Keywords

ASJC Scopus subject areas

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