Nitrate esters as nitric oxide donors: SS-nitrates

Sergei I. Zavorin; Jennifer D. Artz; Adina Dumitrascu; Adrian Nicolescu; Dan Scutaru; Stefanie V. Smith; Gregory R.J. Thatcher

doi:10.1021/ol007022a

Nitrate esters as nitric oxide donors: SS-nitrates

Sergei I. Zavorin, Jennifer D. Artz, Adina Dumitrascu, Adrian Nicolescu, Dan Scutaru, Stefanie V. Smith, Gregory R.J. Thatcher

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

25 Scopus citations

Abstract

Matrix presented The important biological secondary messenger NO can be generated from exogenous nitrovasodilators and NO donors. Nitrate esters are nitrovasodilators and NO mimetics, believed to be biotransformed to NO in vivo. On the basis of a mechanistic hypothesis, nitrates have been synthesized that release NO at significant rates in neutral aqueous solution in the presence only of added thiol. The novel masked β-mercaptonitrates reported (SS-nitrates), provide information on possible sulfhydryl-dependent biotransformation mechanisms for nitrates in clinical use.

Original language	English (US)
Pages (from-to)	1113-1116
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	8
DOIs	https://doi.org/10.1021/ol007022a
State	Published - Apr 19 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol007022a

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title = "Nitrate esters as nitric oxide donors: SS-nitrates",

abstract = "Matrix presented The important biological secondary messenger NO can be generated from exogenous nitrovasodilators and NO donors. Nitrate esters are nitrovasodilators and NO mimetics, believed to be biotransformed to NO in vivo. On the basis of a mechanistic hypothesis, nitrates have been synthesized that release NO at significant rates in neutral aqueous solution in the presence only of added thiol. The novel masked β-mercaptonitrates reported (SS-nitrates), provide information on possible sulfhydryl-dependent biotransformation mechanisms for nitrates in clinical use.",

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year = "2001",

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doi = "10.1021/ol007022a",

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T1 - Nitrate esters as nitric oxide donors

T2 - SS-nitrates

AU - Zavorin, Sergei I.

AU - Artz, Jennifer D.

AU - Dumitrascu, Adina

AU - Nicolescu, Adrian

AU - Scutaru, Dan

AU - Smith, Stefanie V.

AU - Thatcher, Gregory R.J.

PY - 2001/4/19

Y1 - 2001/4/19

N2 - Matrix presented The important biological secondary messenger NO can be generated from exogenous nitrovasodilators and NO donors. Nitrate esters are nitrovasodilators and NO mimetics, believed to be biotransformed to NO in vivo. On the basis of a mechanistic hypothesis, nitrates have been synthesized that release NO at significant rates in neutral aqueous solution in the presence only of added thiol. The novel masked β-mercaptonitrates reported (SS-nitrates), provide information on possible sulfhydryl-dependent biotransformation mechanisms for nitrates in clinical use.

AB - Matrix presented The important biological secondary messenger NO can be generated from exogenous nitrovasodilators and NO donors. Nitrate esters are nitrovasodilators and NO mimetics, believed to be biotransformed to NO in vivo. On the basis of a mechanistic hypothesis, nitrates have been synthesized that release NO at significant rates in neutral aqueous solution in the presence only of added thiol. The novel masked β-mercaptonitrates reported (SS-nitrates), provide information on possible sulfhydryl-dependent biotransformation mechanisms for nitrates in clinical use.

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JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Nitrate esters as nitric oxide donors: SS-nitrates

Abstract

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