Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents

Xiaowu Dong; Tao Liu; Jingying Yan; Peng Wu; Xi Jing Chen; Yongzhou Hu

doi:10.1016/j.bmc.2008.11.052

Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents

Xiaowu Dong, Tao Liu, Jingying Yan, Peng Wu, Xi Jing Chen, Yongzhou Hu

Zhejiang University

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

A series of flavonoid derivatives were designed, synthesized. Their vasorelaxant activities were evaluated experimentally against rat aorta rings pretreated with phenylephrine (PE). Among them, 6-hydroxy-8-allyl-4′-chloro-flavanone 8q exhibited the highest vasodilatory activity (EC50=4.6μM, Emax=95.1%). The 3D-QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method, and a statistically reliable model with good predictive power (r2=0.872 and qcv2=0.496) was established. The contour plots of CoMFA model provide a good insight into the structure-activity relationships of these compounds and may be used to design more potent flavonoids derivatives as vasorelaxant agents.

Original language	English
Journal	Bioorganic & Medicinal Chemistry
Volume	17
Issue number	2
Pages (from-to)	716-726
ISSN	0968-0896
DOIs	https://doi.org/10.1016/j.bmc.2008.11.052
Publication status	Published - 2009
Externally published	Yes

Keywords

Flavonoids
Vasorelaxant activities
CoMFA
3D-QSAR

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title = "Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents",

abstract = "A series of flavonoid derivatives were designed, synthesized. Their vasorelaxant activities were evaluated experimentally against rat aorta rings pretreated with phenylephrine (PE). Among them, 6-hydroxy-8-allyl-4′-chloro-flavanone 8q exhibited the highest vasodilatory activity (EC50=4.6μM, Emax=95.1%). The 3D-QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method, and a statistically reliable model with good predictive power (r2=0.872 and qcv2=0.496) was established. The contour plots of CoMFA model provide a good insight into the structure-activity relationships of these compounds and may be used to design more potent flavonoids derivatives as vasorelaxant agents.",

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author = "Xiaowu Dong and Tao Liu and Jingying Yan and Peng Wu and Chen, {Xi Jing} and Yongzhou Hu",

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T1 - Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents

AU - Dong, Xiaowu

AU - Liu, Tao

AU - Yan, Jingying

AU - Wu, Peng

AU - Chen, Xi Jing

AU - Hu, Yongzhou

PY - 2009

Y1 - 2009

N2 - A series of flavonoid derivatives were designed, synthesized. Their vasorelaxant activities were evaluated experimentally against rat aorta rings pretreated with phenylephrine (PE). Among them, 6-hydroxy-8-allyl-4′-chloro-flavanone 8q exhibited the highest vasodilatory activity (EC50=4.6μM, Emax=95.1%). The 3D-QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method, and a statistically reliable model with good predictive power (r2=0.872 and qcv2=0.496) was established. The contour plots of CoMFA model provide a good insight into the structure-activity relationships of these compounds and may be used to design more potent flavonoids derivatives as vasorelaxant agents.

AB - A series of flavonoid derivatives were designed, synthesized. Their vasorelaxant activities were evaluated experimentally against rat aorta rings pretreated with phenylephrine (PE). Among them, 6-hydroxy-8-allyl-4′-chloro-flavanone 8q exhibited the highest vasodilatory activity (EC50=4.6μM, Emax=95.1%). The 3D-QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method, and a statistically reliable model with good predictive power (r2=0.872 and qcv2=0.496) was established. The contour plots of CoMFA model provide a good insight into the structure-activity relationships of these compounds and may be used to design more potent flavonoids derivatives as vasorelaxant agents.

KW - Flavonoids

KW - Vasorelaxant activities

KW - CoMFA

KW - 3D-QSAR

U2 - 10.1016/j.bmc.2008.11.052

DO - 10.1016/j.bmc.2008.11.052

M3 - Journal article

SN - 0968-0896

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EP - 726

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

IS - 2

ER -

Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents

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Keywords

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