Reactive oxygen scavenger effect of pyrimidines, benzotriazoles and related compounds

Chun Yu Lin; An Chieh Ho; Hsüdch Ching Chiang; Jui Sheng Sun; Shiow Yunn Sheu

Reactive oxygen scavenger effect of pyrimidines, benzotriazoles and related compounds

Chun Yu Lin, An Chieh Ho, Hsüdch Ching Chiang, Jui Sheng Sun, Shiow Yunn Sheu

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

Abstract

Free radicals and reactive oxygen metabolites have been implicated as important pathologic mediators in many clinical disorders and diseases. An efficient method of detecting the free radical scavenger effect is through xanthine oxidase (XO) inhibition. The inhibition efficiency on XO has been detected as the rate of uric acid production, which has max 295 nm. Sulfasalazine showed potent inhibiting activity on XO (IC₅₀ = 25.11μM; Ki = 50.88μM) and induced a mixed-type (noncompetitive-uncompetitive) inhibition of the substrate xanthine. 2-mercapto-4(3H)-quinazolinone (16) and 2-mercaptopyrimidine (4) displayed inhibiting activity on XO with IC₅₀ = 98.71 and 136.14μM, while apparent inhibition constants (Ki) were 158.38 and 62.46μM, respectively. However benzotriazoles showed weak inhibitory effect. The spin-trapping method with 5,5-dimethyl-l-pyrroline N-oxide (DMPO) by electron spin resonance (ESR) detected the presence of O2^-. and OH^.. It showed that the percentage inhibition for formation of DMPO-OOH for 2-mercapto-pyrimidine and sulfasalazine were 64.78 and 35.09, but for hydroxylation were 49.51, 38.55, 37.29 for 2-mercapto-4(3H)-quinazolinone, sulfasalazine and 2-mercaptopyrimidine at 500μM, respectively.

Original language	English
Pages (from-to)	937-942
Number of pages	6
Journal	Anticancer Research
Volume	22
Issue number	2 A
Publication status	Published - 2002

Keywords

Benzotriazoles
Electron spin resonance
Hydroxyl radical
Pyrimidines
Sulfasalazine
Superoxide anion
Xanthine oxidase

ASJC Scopus subject areas

Cancer Research
Oncology

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Cite this

@article{65346e62fb444c629feaa3512813b665,

title = "Reactive oxygen scavenger effect of pyrimidines, benzotriazoles and related compounds",

abstract = "Free radicals and reactive oxygen metabolites have been implicated as important pathologic mediators in many clinical disorders and diseases. An efficient method of detecting the free radical scavenger effect is through xanthine oxidase (XO) inhibition. The inhibition efficiency on XO has been detected as the rate of uric acid production, which has max 295 nm. Sulfasalazine showed potent inhibiting activity on XO (IC50 = 25.11μM; Ki = 50.88μM) and induced a mixed-type (noncompetitive-uncompetitive) inhibition of the substrate xanthine. 2-mercapto-4(3H)-quinazolinone (16) and 2-mercaptopyrimidine (4) displayed inhibiting activity on XO with IC50 = 98.71 and 136.14μM, while apparent inhibition constants (Ki) were 158.38 and 62.46μM, respectively. However benzotriazoles showed weak inhibitory effect. The spin-trapping method with 5,5-dimethyl-l-pyrroline N-oxide (DMPO) by electron spin resonance (ESR) detected the presence of O2-. and OH.. It showed that the percentage inhibition for formation of DMPO-OOH for 2-mercapto-pyrimidine and sulfasalazine were 64.78 and 35.09, but for hydroxylation were 49.51, 38.55, 37.29 for 2-mercapto-4(3H)-quinazolinone, sulfasalazine and 2-mercaptopyrimidine at 500μM, respectively.",

keywords = "Benzotriazoles, Electron spin resonance, Hydroxyl radical, Pyrimidines, Sulfasalazine, Superoxide anion, Xanthine oxidase",

author = "Lin, {Chun Yu} and Ho, {An Chieh} and Chiang, {Hs{\"u}dch Ching} and Sun, {Jui Sheng} and Sheu, {Shiow Yunn}",

year = "2002",

language = "English",

volume = "22",

pages = "937--942",

journal = "Anticancer Research",

issn = "0250-7005",

publisher = "International Institute of Anticancer Research",

number = "2 A",

}

TY - JOUR

T1 - Reactive oxygen scavenger effect of pyrimidines, benzotriazoles and related compounds

AU - Lin, Chun Yu

AU - Ho, An Chieh

AU - Chiang, Hsüdch Ching

AU - Sun, Jui Sheng

AU - Sheu, Shiow Yunn

PY - 2002

Y1 - 2002

N2 - Free radicals and reactive oxygen metabolites have been implicated as important pathologic mediators in many clinical disorders and diseases. An efficient method of detecting the free radical scavenger effect is through xanthine oxidase (XO) inhibition. The inhibition efficiency on XO has been detected as the rate of uric acid production, which has max 295 nm. Sulfasalazine showed potent inhibiting activity on XO (IC50 = 25.11μM; Ki = 50.88μM) and induced a mixed-type (noncompetitive-uncompetitive) inhibition of the substrate xanthine. 2-mercapto-4(3H)-quinazolinone (16) and 2-mercaptopyrimidine (4) displayed inhibiting activity on XO with IC50 = 98.71 and 136.14μM, while apparent inhibition constants (Ki) were 158.38 and 62.46μM, respectively. However benzotriazoles showed weak inhibitory effect. The spin-trapping method with 5,5-dimethyl-l-pyrroline N-oxide (DMPO) by electron spin resonance (ESR) detected the presence of O2-. and OH.. It showed that the percentage inhibition for formation of DMPO-OOH for 2-mercapto-pyrimidine and sulfasalazine were 64.78 and 35.09, but for hydroxylation were 49.51, 38.55, 37.29 for 2-mercapto-4(3H)-quinazolinone, sulfasalazine and 2-mercaptopyrimidine at 500μM, respectively.

AB - Free radicals and reactive oxygen metabolites have been implicated as important pathologic mediators in many clinical disorders and diseases. An efficient method of detecting the free radical scavenger effect is through xanthine oxidase (XO) inhibition. The inhibition efficiency on XO has been detected as the rate of uric acid production, which has max 295 nm. Sulfasalazine showed potent inhibiting activity on XO (IC50 = 25.11μM; Ki = 50.88μM) and induced a mixed-type (noncompetitive-uncompetitive) inhibition of the substrate xanthine. 2-mercapto-4(3H)-quinazolinone (16) and 2-mercaptopyrimidine (4) displayed inhibiting activity on XO with IC50 = 98.71 and 136.14μM, while apparent inhibition constants (Ki) were 158.38 and 62.46μM, respectively. However benzotriazoles showed weak inhibitory effect. The spin-trapping method with 5,5-dimethyl-l-pyrroline N-oxide (DMPO) by electron spin resonance (ESR) detected the presence of O2-. and OH.. It showed that the percentage inhibition for formation of DMPO-OOH for 2-mercapto-pyrimidine and sulfasalazine were 64.78 and 35.09, but for hydroxylation were 49.51, 38.55, 37.29 for 2-mercapto-4(3H)-quinazolinone, sulfasalazine and 2-mercaptopyrimidine at 500μM, respectively.

KW - Benzotriazoles

KW - Electron spin resonance

KW - Hydroxyl radical

KW - Pyrimidines

KW - Sulfasalazine

KW - Superoxide anion

KW - Xanthine oxidase

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UR - http://www.scopus.com/inward/citedby.url?scp=0036244409&partnerID=8YFLogxK

M3 - Article

C2 - 12014675

AN - SCOPUS:0036244409

SN - 0250-7005

VL - 22

SP - 937

EP - 942

JO - Anticancer Research

JF - Anticancer Research

IS - 2 A

ER -

Reactive oxygen scavenger effect of pyrimidines, benzotriazoles and related compounds

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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