Electrophilic aromatic selenylation: New OPRT inhibitors

Mohannad Abdo; Yong Zhang; Vern L. Schramm; Spencer Knapp

doi:10.1021/ol1010032

Electrophilic aromatic selenylation: New OPRT inhibitors

Mohannad Abdo, Yong Zhang, Vern L. Schramm, Spencer Knapp

Biochemistry

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

62 Scopus citations

Abstract

2-Ethoxyethaneseleninic acid reacts with electron-rich aromatic substrates to deliver, by way of the selenoxides, the (2-ethoxyethyl)seleno ethers, which can in turn be transformed into a diverse set of aryl-selenylated products. Among these, a family of 5-uridinyl derivatives shows submicromolar inhibition of human and malarial orotate phosphoribosyltransferase.

Original language	English (US)
Pages (from-to)	2982-2985
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	13
DOIs	https://doi.org/10.1021/ol1010032
State	Published - Jul 2 2010

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol1010032

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title = "Electrophilic aromatic selenylation: New OPRT inhibitors",

abstract = "2-Ethoxyethaneseleninic acid reacts with electron-rich aromatic substrates to deliver, by way of the selenoxides, the (2-ethoxyethyl)seleno ethers, which can in turn be transformed into a diverse set of aryl-selenylated products. Among these, a family of 5-uridinyl derivatives shows submicromolar inhibition of human and malarial orotate phosphoribosyltransferase.",

author = "Mohannad Abdo and Yong Zhang and Schramm, {Vern L.} and Spencer Knapp",

year = "2010",

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T1 - Electrophilic aromatic selenylation

T2 - New OPRT inhibitors

AU - Abdo, Mohannad

AU - Zhang, Yong

AU - Schramm, Vern L.

AU - Knapp, Spencer

PY - 2010/7/2

Y1 - 2010/7/2

N2 - 2-Ethoxyethaneseleninic acid reacts with electron-rich aromatic substrates to deliver, by way of the selenoxides, the (2-ethoxyethyl)seleno ethers, which can in turn be transformed into a diverse set of aryl-selenylated products. Among these, a family of 5-uridinyl derivatives shows submicromolar inhibition of human and malarial orotate phosphoribosyltransferase.

AB - 2-Ethoxyethaneseleninic acid reacts with electron-rich aromatic substrates to deliver, by way of the selenoxides, the (2-ethoxyethyl)seleno ethers, which can in turn be transformed into a diverse set of aryl-selenylated products. Among these, a family of 5-uridinyl derivatives shows submicromolar inhibition of human and malarial orotate phosphoribosyltransferase.

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Electrophilic aromatic selenylation: New OPRT inhibitors

Abstract

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