Simple synthesis and biological evaluation of flocoumafen and its structural isomers

Jae Chul Jung; Soyong Jang; Seikwan Oh; Oee Sook Park

doi:10.1007/s12039-010-0071-2

Simple synthesis and biological evaluation of flocoumafen and its structural isomers

Jae Chul Jung, Soyong Jang, Seikwan Oh, Oee Sook Park

Department of Molecular Medicine

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

4 Scopus citations

Abstract

Simple synthesis and biological properties of flocoumafen 1 and its structural isomers are described. The key synthetic strategies involve Knoevenagel condensation, Grignard reaction, intramolecular ring cyclization and coupling reaction. Flocoumafen 1 was easily separated into cis and trans forms using flash column chromatography. They were then evaluated for suppression of LPS-induced NO generation and anti-excitotoxicity in vitro. It was found that the trans-flocoumafen was potent suppressor of NO generation with the concentration of 10 μM in vitro, while no significant effect for neurotoxicity in cultured cortical neurons.

Original language	English
Pages (from-to)	833-838
Number of pages	6
Journal	Journal of Chemical Sciences
Volume	122
Issue number	6
DOIs	https://doi.org/10.1007/s12039-010-0071-2
State	Published - Nov 2010

Bibliographical note

Funding Information:
This work was supported by the research grant of the Chungbuk National University in 2009.

Keywords

Coupling reaction, no-generation
Flocoumafen
Intramolecular ring cyclization
Neurotoxicity

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10.1007/s12039-010-0071-2

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title = "Simple synthesis and biological evaluation of flocoumafen and its structural isomers",

abstract = "Simple synthesis and biological properties of flocoumafen 1 and its structural isomers are described. The key synthetic strategies involve Knoevenagel condensation, Grignard reaction, intramolecular ring cyclization and coupling reaction. Flocoumafen 1 was easily separated into cis and trans forms using flash column chromatography. They were then evaluated for suppression of LPS-induced NO generation and anti-excitotoxicity in vitro. It was found that the trans-flocoumafen was potent suppressor of NO generation with the concentration of 10 μM in vitro, while no significant effect for neurotoxicity in cultured cortical neurons.",

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author = "Jung, \{Jae Chul\} and Soyong Jang and Seikwan Oh and Park, \{Oee Sook\}",

note = "Funding Information: This work was supported by the research grant of the Chungbuk National University in 2009.",

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T1 - Simple synthesis and biological evaluation of flocoumafen and its structural isomers

AU - Jung, Jae Chul

AU - Jang, Soyong

AU - Oh, Seikwan

AU - Park, Oee Sook

N1 - Funding Information: This work was supported by the research grant of the Chungbuk National University in 2009.

PY - 2010/11

Y1 - 2010/11

N2 - Simple synthesis and biological properties of flocoumafen 1 and its structural isomers are described. The key synthetic strategies involve Knoevenagel condensation, Grignard reaction, intramolecular ring cyclization and coupling reaction. Flocoumafen 1 was easily separated into cis and trans forms using flash column chromatography. They were then evaluated for suppression of LPS-induced NO generation and anti-excitotoxicity in vitro. It was found that the trans-flocoumafen was potent suppressor of NO generation with the concentration of 10 μM in vitro, while no significant effect for neurotoxicity in cultured cortical neurons.

AB - Simple synthesis and biological properties of flocoumafen 1 and its structural isomers are described. The key synthetic strategies involve Knoevenagel condensation, Grignard reaction, intramolecular ring cyclization and coupling reaction. Flocoumafen 1 was easily separated into cis and trans forms using flash column chromatography. They were then evaluated for suppression of LPS-induced NO generation and anti-excitotoxicity in vitro. It was found that the trans-flocoumafen was potent suppressor of NO generation with the concentration of 10 μM in vitro, while no significant effect for neurotoxicity in cultured cortical neurons.

KW - Coupling reaction, no-generation

KW - Flocoumafen

KW - Intramolecular ring cyclization

KW - Neurotoxicity

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SN - 0974-3626

VL - 122

SP - 833

EP - 838

JO - Journal of Chemical Sciences

JF - Journal of Chemical Sciences

IS - 6

ER -

Simple synthesis and biological evaluation of flocoumafen and its structural isomers

Abstract

Bibliographical note

Keywords

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