Tubulin polymerization inhibitors with a fluorinated phthalimide skeleton derived from thalidomide

Tomonori Yanagawa; Tomomi Noguchi; Hiroyuki Miyachi; Hisayoshi Kobayashi; Yuichi Hashimoto

doi:10.1016/j.bmcl.2006.06.091

Tubulin polymerization inhibitors with a fluorinated phthalimide skeleton derived from thalidomide

Tomonori Yanagawa, Tomomi Noguchi, Hiroyuki Miyachi, Hisayoshi Kobayashi, Yuichi Hashimoto

Faculty of Pharmaceutical Sciences

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

4,7-Difluoro-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione [4,7FPP-33 (14)] has a potent tubulin-polymerization-inhibiting activity comparable with those of the known tubulin-polymerization inhibitors rhizoxin and colchicine. The structure-activity relationship for fluorine substitution was elucidated.

Original language	English
Pages (from-to)	4748-4751
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	18
DOIs	https://doi.org/10.1016/j.bmcl.2006.06.091
Publication status	Published - Sep 15 2006

Keywords

Fluorophthalimide
Thalidomide
Tubulin
Tubulin polymerization 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.2006.06.091

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title = "Tubulin polymerization inhibitors with a fluorinated phthalimide skeleton derived from thalidomide",

abstract = "4,7-Difluoro-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione [4,7FPP-33 (14)] has a potent tubulin-polymerization-inhibiting activity comparable with those of the known tubulin-polymerization inhibitors rhizoxin and colchicine. The structure-activity relationship for fluorine substitution was elucidated.",

keywords = "Fluorophthalimide, Thalidomide, Tubulin, Tubulin polymerization inhibitor",

author = "Tomonori Yanagawa and Tomomi Noguchi and Hiroyuki Miyachi and Hisayoshi Kobayashi and Yuichi Hashimoto",

year = "2006",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Tubulin polymerization inhibitors with a fluorinated phthalimide skeleton derived from thalidomide

AU - Yanagawa, Tomonori

AU - Noguchi, Tomomi

AU - Miyachi, Hiroyuki

AU - Kobayashi, Hisayoshi

AU - Hashimoto, Yuichi

PY - 2006/9/15

Y1 - 2006/9/15

N2 - 4,7-Difluoro-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione [4,7FPP-33 (14)] has a potent tubulin-polymerization-inhibiting activity comparable with those of the known tubulin-polymerization inhibitors rhizoxin and colchicine. The structure-activity relationship for fluorine substitution was elucidated.

AB - 4,7-Difluoro-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione [4,7FPP-33 (14)] has a potent tubulin-polymerization-inhibiting activity comparable with those of the known tubulin-polymerization inhibitors rhizoxin and colchicine. The structure-activity relationship for fluorine substitution was elucidated.

KW - Fluorophthalimide

KW - Thalidomide

KW - Tubulin

KW - Tubulin polymerization inhibitor

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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