The synthesis and cytotoxicity of fructose-1-SNAP, a novel fructose conjugated S-nitroso nitric oxide donor

Yongchun Hou; Xuejun Wu; Wenhua Xie; Paul G. Braunschweiger; Peng G. Wang

doi:10.1016/S0040-4039(00)02158-4

The synthesis and cytotoxicity of fructose-1-SNAP, a novel fructose conjugated S-nitroso nitric oxide donor

Yongchun Hou, Xuejun Wu, Wenhua Xie, Paul G. Braunschweiger, Peng G. Wang

Radiation Oncology

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

30 Scopus citations

Abstract

An efficient synthetic strategy has been developed for the synthesis of a novel fructose conjugated S-nitroso nitric oxide donor, fructose-1-S-nitroso-N-acetylpenicillamine. This compound showed similar cytotoxicity as the first generation fructose-SNAP, fructose-2-SNAP. A 5- and 26-fold increased cytotoxicity was observed compared to glucose-2-SNAP and SNAP against DU-145 human prostate cancer cells in vitro.

Original language	English (US)
Pages (from-to)	825-829
Number of pages	5
Journal	Tetrahedron Letters
Volume	42
Issue number	5
DOIs	https://doi.org/10.1016/S0040-4039(00)02158-4
State	Published - Jan 29 2001

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "The synthesis and cytotoxicity of fructose-1-SNAP, a novel fructose conjugated S-nitroso nitric oxide donor",

abstract = "An efficient synthetic strategy has been developed for the synthesis of a novel fructose conjugated S-nitroso nitric oxide donor, fructose-1-S-nitroso-N-acetylpenicillamine. This compound showed similar cytotoxicity as the first generation fructose-SNAP, fructose-2-SNAP. A 5- and 26-fold increased cytotoxicity was observed compared to glucose-2-SNAP and SNAP against DU-145 human prostate cancer cells in vitro.",

author = "Yongchun Hou and Xuejun Wu and Wenhua Xie and Braunschweiger, {Paul G.} and Wang, {Peng G.}",

note = "Funding Information: This work is generously supported by a research grant from NIH (GM 54074). ",

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T1 - The synthesis and cytotoxicity of fructose-1-SNAP, a novel fructose conjugated S-nitroso nitric oxide donor

AU - Hou, Yongchun

AU - Wu, Xuejun

AU - Xie, Wenhua

AU - Braunschweiger, Paul G.

AU - Wang, Peng G.

N1 - Funding Information: This work is generously supported by a research grant from NIH (GM 54074).

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Y1 - 2001/1/29

N2 - An efficient synthetic strategy has been developed for the synthesis of a novel fructose conjugated S-nitroso nitric oxide donor, fructose-1-S-nitroso-N-acetylpenicillamine. This compound showed similar cytotoxicity as the first generation fructose-SNAP, fructose-2-SNAP. A 5- and 26-fold increased cytotoxicity was observed compared to glucose-2-SNAP and SNAP against DU-145 human prostate cancer cells in vitro.

AB - An efficient synthetic strategy has been developed for the synthesis of a novel fructose conjugated S-nitroso nitric oxide donor, fructose-1-S-nitroso-N-acetylpenicillamine. This compound showed similar cytotoxicity as the first generation fructose-SNAP, fructose-2-SNAP. A 5- and 26-fold increased cytotoxicity was observed compared to glucose-2-SNAP and SNAP against DU-145 human prostate cancer cells in vitro.

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