Bioorganic & Medicinal Chemistry Letters 9 (1999) 2255-2258
TARGETING NITRIC OXIDE TO CANCER CELLS: CYTOTOXICITY
STUDIES OF GLYCO-S-NITROSOTHIOLS
Yongchun Hou,aJianqiang Wang,aPeter R. Andreana,aGuilleherme Cantauria,bSrikumar Tarasia,cLaura
Sharp,c Paul G. Braunschweiger, *c and Peng G. Wanga*
aDepartment of Chemistry, Wayne State University, Detroit, MI48201, U.S.A.; bDepartmentof Radiation
Oncology, University of Miami, Miami, FL 33136, U.S.A.; and CDepartmentof Obstetrics and Gynecology,
University of Miami, Miami, FL 33136, U.S.A.
Received 29 April 1999; accepted 28 June 1999
Abstract: Glyco-S-nitrosothiols, fructose-2-SNAP and glucose-2-SNAP, were synthesized and found to be
much more cytotoxic thm~,SNAP in killing DU-145 human prostate cancer cells in vitro. © 1999ElsevierScienceLtd.
Nitric Oxide (NO) is involved in a wide variety of physiological and pathological processes. 1 NO has
been found to play key roles in inhibiting tumor cell adhesion, arresting the growth of tumor cells, inducing
genomic mutations in bao*eria and assisting in the death of parasites.2 Recently, several mechanisms have been
proposed to account for the NO-mediated cytotoxicity.2~ NO is known to degrade certain iron-containing