Rational design and synthesis of novel heparan sulfate mimetic compounds as antiadhesive agents

Keisuke Ishida; Siro Simizu; Takayuki Teruya; Michal K. Wierzba; Hiroyuki Osada

doi:10.1016/j.bmcl.2004.03.009

Rational design and synthesis of novel heparan sulfate mimetic compounds as antiadhesive agents

Keisuke Ishida, Siro Simizu, Takayuki Teruya, Michal K. Wierzba, Hiroyuki Osada

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

2 Citations (Scopus)

Abstract

A biological evaluation of the antiadhesive activity of novel heparan sulfate glycosaminoglycans mimetic compounds (KI-compounds) is described. In an adhesion assay, KI-111 [2-(4-fluoro-3-nitrobenzoyl)benzoic acetic anhydride] was found to exert potent inhibitory activities against the adhesion of human fibrosarcoma HT1080 cells and HeLa cells to fibronectin. Cell growth, migration, and invasion of HT1080 cells were also inhibited by KI-111 at almost equal concentrations.

Original language	English
Pages (from-to)	2505-2509
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2004.03.009
Publication status	Published - 2004 May 17
Externally published	Yes

Keywords

Antitumor
Drug design
Heparan sulfate mimetic

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.2004.03.009

Cite this

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title = "Rational design and synthesis of novel heparan sulfate mimetic compounds as antiadhesive agents",

abstract = "A biological evaluation of the antiadhesive activity of novel heparan sulfate glycosaminoglycans mimetic compounds (KI-compounds) is described. In an adhesion assay, KI-111 [2-(4-fluoro-3-nitrobenzoyl)benzoic acetic anhydride] was found to exert potent inhibitory activities against the adhesion of human fibrosarcoma HT1080 cells and HeLa cells to fibronectin. Cell growth, migration, and invasion of HT1080 cells were also inhibited by KI-111 at almost equal concentrations.",

keywords = "Antitumor, Drug design, Heparan sulfate mimetic",

author = "Keisuke Ishida and Siro Simizu and Takayuki Teruya and Wierzba, {Michal K.} and Hiroyuki Osada",

note = "Funding Information: This study was supported in part by a Grant-in-Aid from the Ministry of Education, Science, Sports, Culture and Technology of Japan, and by the Chemical Biology Project (RIKEN).",

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doi = "10.1016/j.bmcl.2004.03.009",

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TY - JOUR

T1 - Rational design and synthesis of novel heparan sulfate mimetic compounds as antiadhesive agents

AU - Ishida, Keisuke

AU - Simizu, Siro

AU - Teruya, Takayuki

AU - Wierzba, Michal K.

AU - Osada, Hiroyuki

N1 - Funding Information: This study was supported in part by a Grant-in-Aid from the Ministry of Education, Science, Sports, Culture and Technology of Japan, and by the Chemical Biology Project (RIKEN).

PY - 2004/5/17

Y1 - 2004/5/17

N2 - A biological evaluation of the antiadhesive activity of novel heparan sulfate glycosaminoglycans mimetic compounds (KI-compounds) is described. In an adhesion assay, KI-111 [2-(4-fluoro-3-nitrobenzoyl)benzoic acetic anhydride] was found to exert potent inhibitory activities against the adhesion of human fibrosarcoma HT1080 cells and HeLa cells to fibronectin. Cell growth, migration, and invasion of HT1080 cells were also inhibited by KI-111 at almost equal concentrations.

AB - A biological evaluation of the antiadhesive activity of novel heparan sulfate glycosaminoglycans mimetic compounds (KI-compounds) is described. In an adhesion assay, KI-111 [2-(4-fluoro-3-nitrobenzoyl)benzoic acetic anhydride] was found to exert potent inhibitory activities against the adhesion of human fibrosarcoma HT1080 cells and HeLa cells to fibronectin. Cell growth, migration, and invasion of HT1080 cells were also inhibited by KI-111 at almost equal concentrations.

KW - Antitumor

KW - Drug design

KW - Heparan sulfate mimetic

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JF - Bioorganic and Medicinal Chemistry Letters

IS - 10

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Rational design and synthesis of novel heparan sulfate mimetic compounds as antiadhesive agents

Abstract

Keywords

ASJC Scopus subject areas

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