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

32 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

Access to Document

10.1016/S0040-4039(00)02158-4

Cite this

@article{535b76b83b28426e9aafeeb0356c0cb2,

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). ",

year = "2001",

month = jan,

day = "29",

doi = "10.1016/S0040-4039(00)02158-4",

language = "English (US)",

volume = "42",

pages = "825--829",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "5",

}

TY - JOUR

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).

PY - 2001/1/29

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.

UR - http://www.scopus.com/inward/record.url?scp=0035966566&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035966566&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)02158-4

DO - 10.1016/S0040-4039(00)02158-4

M3 - Article

AN - SCOPUS:0035966566

VL - 42

SP - 825

EP - 829

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 5

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this