Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity

Wei Li; Yongjun Dang; Jun O. Liu; Biao Yu

doi:10.1016/j.bmcl.2010.03.093

Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity

Wei Li, Yongjun Dang, Jun O. Liu, Biao Yu

School of Medicine

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

15 Scopus citations

Abstract

Hippuristanol is a natural product that has recently been shown to inhibit eukaryotic translation initiation and tumor cell proliferation. To investigate the structure and activity relationship of hippuristanol, we synthesized a series of analogs by expanding the size of its F ring and determined their effects on the proliferation of cancer cell lines. All changes to the F-ring of hippuristanol resulted in 3-fold to >100-fold decrease in activity.

Original language	English (US)
Pages (from-to)	3112-3115
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2010.03.093
State	Published - May 15 2010

Keywords

Cancer
Eukaryotic translation initiation
Inhibitor

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.2010.03.093

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title = "Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity",

abstract = "Hippuristanol is a natural product that has recently been shown to inhibit eukaryotic translation initiation and tumor cell proliferation. To investigate the structure and activity relationship of hippuristanol, we synthesized a series of analogs by expanding the size of its F ring and determined their effects on the proliferation of cancer cell lines. All changes to the F-ring of hippuristanol resulted in 3-fold to >100-fold decrease in activity.",

keywords = "Cancer, Eukaryotic translation initiation, Inhibitor",

author = "Wei Li and Yongjun Dang and Liu, {Jun O.} and Biao Yu",

note = "Funding Information: We thank Professor Carlos Jim{\'e}nez of the Universidade de A Coru{\~n}a (Spain) for providing NMR spectra of the authentic hippuristanol and 22- epi -hippuristanol. Financial support from the National Natural Science Foundation of China ( 20728202 and 20621062 ) and the Chinese Academy of Sciences ( KJCX2-YW-H08 ) is gratefully acknowledged. ",

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doi = "10.1016/j.bmcl.2010.03.093",

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AU - Li, Wei

AU - Dang, Yongjun

AU - Liu, Jun O.

AU - Yu, Biao

N1 - Funding Information: We thank Professor Carlos Jiménez of the Universidade de A Coruña (Spain) for providing NMR spectra of the authentic hippuristanol and 22- epi -hippuristanol. Financial support from the National Natural Science Foundation of China ( 20728202 and 20621062 ) and the Chinese Academy of Sciences ( KJCX2-YW-H08 ) is gratefully acknowledged.

PY - 2010/5/15

Y1 - 2010/5/15

N2 - Hippuristanol is a natural product that has recently been shown to inhibit eukaryotic translation initiation and tumor cell proliferation. To investigate the structure and activity relationship of hippuristanol, we synthesized a series of analogs by expanding the size of its F ring and determined their effects on the proliferation of cancer cell lines. All changes to the F-ring of hippuristanol resulted in 3-fold to >100-fold decrease in activity.

AB - Hippuristanol is a natural product that has recently been shown to inhibit eukaryotic translation initiation and tumor cell proliferation. To investigate the structure and activity relationship of hippuristanol, we synthesized a series of analogs by expanding the size of its F ring and determined their effects on the proliferation of cancer cell lines. All changes to the F-ring of hippuristanol resulted in 3-fold to >100-fold decrease in activity.

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KW - Eukaryotic translation initiation

KW - Inhibitor

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Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity

Abstract

Keywords

ASJC Scopus subject areas

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