Synthesis and Biological Evaluation of Irreversible Inhibitors of Aldose Reductase

Jeffrey J. Ares; Duane D. Miller; Peter F. Kador

doi:10.1021/jm00161a040

Synthesis and Biological Evaluation of Irreversible Inhibitors of Aldose Reductase

Jeffrey J. Ares, Duane D. Miller, Peter F. Kador

Pharmaceutical Science

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16 Scopus citations

Abstract

5-Isothiocyanatoalrestatin (lb) and 5-azidoalrestatin (lc) were prepared synthetically and examined as potential affinity and photoaffinity inhibitors of rat lens aldose reductase. Both compound lb and lc under appropriate conditions at 10^-4M produced a 70% irreversible inactivation of aldose reductase within 1 min. The enzyme could, in part, be protected by preincubation with sorbinil 2, a known potent inhibitor of aldose reductase.

Original language	English (US)
Pages (from-to)	2384-2389
Number of pages	6
Journal	Journal of Medicinal Chemistry
Volume	29
Issue number	11
DOIs	https://doi.org/10.1021/jm00161a040
State	Published - 1986

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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title = "Synthesis and Biological Evaluation of Irreversible Inhibitors of Aldose Reductase",

abstract = "5-Isothiocyanatoalrestatin (lb) and 5-azidoalrestatin (lc) were prepared synthetically and examined as potential affinity and photoaffinity inhibitors of rat lens aldose reductase. Both compound lb and lc under appropriate conditions at 10-4M produced a 70% irreversible inactivation of aldose reductase within 1 min. The enzyme could, in part, be protected by preincubation with sorbinil 2, a known potent inhibitor of aldose reductase.",

author = "Ares, {Jeffrey J.} and Miller, {Duane D.} and Kador, {Peter F.}",

year = "1986",

doi = "10.1021/jm00161a040",

language = "English (US)",

volume = "29",

pages = "2384--2389",

journal = "Journal of Medicinal Chemistry",

issn = "0022-2623",

publisher = "American Chemical Society",

number = "11",

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T1 - Synthesis and Biological Evaluation of Irreversible Inhibitors of Aldose Reductase

AU - Ares, Jeffrey J.

AU - Miller, Duane D.

AU - Kador, Peter F.

PY - 1986

Y1 - 1986

N2 - 5-Isothiocyanatoalrestatin (lb) and 5-azidoalrestatin (lc) were prepared synthetically and examined as potential affinity and photoaffinity inhibitors of rat lens aldose reductase. Both compound lb and lc under appropriate conditions at 10-4M produced a 70% irreversible inactivation of aldose reductase within 1 min. The enzyme could, in part, be protected by preincubation with sorbinil 2, a known potent inhibitor of aldose reductase.

AB - 5-Isothiocyanatoalrestatin (lb) and 5-azidoalrestatin (lc) were prepared synthetically and examined as potential affinity and photoaffinity inhibitors of rat lens aldose reductase. Both compound lb and lc under appropriate conditions at 10-4M produced a 70% irreversible inactivation of aldose reductase within 1 min. The enzyme could, in part, be protected by preincubation with sorbinil 2, a known potent inhibitor of aldose reductase.

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AN - SCOPUS:0022972084

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JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 11

ER -

Synthesis and Biological Evaluation of Irreversible Inhibitors of Aldose Reductase

Abstract

ASJC Scopus subject areas

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