A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities

Yeun Chih Huang; Bin Nan Wu; Jwu Lai Yeh; Sheue Jiun Chen; Jyh Chong Liang; Yi Ching Lo; Ing Jun Chen

doi:10.1016/S0968-0896(01)00067-0

A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities

Yeun Chih Huang, Bin Nan Wu, Jwu Lai Yeh, Sheue Jiun Chen, Jyh Chong Liang, Yi Ching Lo, Ing Jun Chen^*

^*Corresponding author for this work

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

19 Citations (Scopus)

Abstract

A series of vanilloid-type β-adrenoceptor blockers derived from traditional Chinese herbal medicines were synthesized and tested for their antioxidant and adrenoceptor antagonistic activities. They all possessed significant β-adrenoceptor blocking activities under in vitro experiments and radioligand binding assays. In addition, some compounds were further examined in in vito tests and produced antagonist effects matching that of propranolol and labetalol by measurements of antagonism toward (-)isoproterenol-induced tachycardia and (-)phenylephrine-induced pressor responses in anesthetized rats. Furthermore, all of the compounds had antioxidant effects inherited from their original structures. In conclusion, compound 11 had the most potent β-adrenoceptors blocking activity, 12 and 13 possessed high cardioselectivity, whereas 14, 15 and 16 possessed additional α-adrenoceptor blocking activity and 15 is the most effective antioxidant of all. the antioxidant activity may be due to their @alpha; and β unsaturated side chain at position 1 and ortho-substituted methoxy moiety on 4-phenoxyethylamine.

Original language	English
Pages (from-to)	1739-1746
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	9
Issue number	7
DOIs	https://doi.org/10.1016/S0968-0896(01)00067-0
Publication status	Published - 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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title = "A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities",

abstract = "A series of vanilloid-type β-adrenoceptor blockers derived from traditional Chinese herbal medicines were synthesized and tested for their antioxidant and adrenoceptor antagonistic activities. They all possessed significant β-adrenoceptor blocking activities under in vitro experiments and radioligand binding assays. In addition, some compounds were further examined in in vito tests and produced antagonist effects matching that of propranolol and labetalol by measurements of antagonism toward (-)isoproterenol-induced tachycardia and (-)phenylephrine-induced pressor responses in anesthetized rats. Furthermore, all of the compounds had antioxidant effects inherited from their original structures. In conclusion, compound 11 had the most potent β-adrenoceptors blocking activity, 12 and 13 possessed high cardioselectivity, whereas 14, 15 and 16 possessed additional α-adrenoceptor blocking activity and 15 is the most effective antioxidant of all. the antioxidant activity may be due to their @alpha; and β unsaturated side chain at position 1 and ortho-substituted methoxy moiety on 4-phenoxyethylamine.",

author = "Huang, {Yeun Chih} and Wu, {Bin Nan} and Yeh, {Jwu Lai} and Chen, {Sheue Jiun} and Liang, {Jyh Chong} and Lo, {Yi Ching} and Chen, {Ing Jun}",

note = "Funding Information: This work was supported by research grants from National Science Council of ROC (NSC 87-2314-B-037-095)",

year = "2001",

doi = "10.1016/S0968-0896(01)00067-0",

language = "English",

volume = "9",

pages = "1739--1746",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

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T1 - A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities

AU - Huang, Yeun Chih

AU - Wu, Bin Nan

AU - Yeh, Jwu Lai

AU - Chen, Sheue Jiun

AU - Liang, Jyh Chong

AU - Lo, Yi Ching

AU - Chen, Ing Jun

N1 - Funding Information: This work was supported by research grants from National Science Council of ROC (NSC 87-2314-B-037-095)

PY - 2001

Y1 - 2001

N2 - A series of vanilloid-type β-adrenoceptor blockers derived from traditional Chinese herbal medicines were synthesized and tested for their antioxidant and adrenoceptor antagonistic activities. They all possessed significant β-adrenoceptor blocking activities under in vitro experiments and radioligand binding assays. In addition, some compounds were further examined in in vito tests and produced antagonist effects matching that of propranolol and labetalol by measurements of antagonism toward (-)isoproterenol-induced tachycardia and (-)phenylephrine-induced pressor responses in anesthetized rats. Furthermore, all of the compounds had antioxidant effects inherited from their original structures. In conclusion, compound 11 had the most potent β-adrenoceptors blocking activity, 12 and 13 possessed high cardioselectivity, whereas 14, 15 and 16 possessed additional α-adrenoceptor blocking activity and 15 is the most effective antioxidant of all. the antioxidant activity may be due to their @alpha; and β unsaturated side chain at position 1 and ortho-substituted methoxy moiety on 4-phenoxyethylamine.

AB - A series of vanilloid-type β-adrenoceptor blockers derived from traditional Chinese herbal medicines were synthesized and tested for their antioxidant and adrenoceptor antagonistic activities. They all possessed significant β-adrenoceptor blocking activities under in vitro experiments and radioligand binding assays. In addition, some compounds were further examined in in vito tests and produced antagonist effects matching that of propranolol and labetalol by measurements of antagonism toward (-)isoproterenol-induced tachycardia and (-)phenylephrine-induced pressor responses in anesthetized rats. Furthermore, all of the compounds had antioxidant effects inherited from their original structures. In conclusion, compound 11 had the most potent β-adrenoceptors blocking activity, 12 and 13 possessed high cardioselectivity, whereas 14, 15 and 16 possessed additional α-adrenoceptor blocking activity and 15 is the most effective antioxidant of all. the antioxidant activity may be due to their @alpha; and β unsaturated side chain at position 1 and ortho-substituted methoxy moiety on 4-phenoxyethylamine.

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A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities

Abstract

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