title: The synthesis of 4-S-cysteinyl-[U-14C]phenol, an experimental antimelanoma agent.
abstract: 4-S-Cysteinylphenol (4-CP) has been shown to exert selective toxicity to melanocytes, causing growth inhibition of experimental malignant melanoma. 4-S-Cysteinyl-[U-14C]phenol (4-[U-14C]CP) has now been synthesized by reaction of [U-14C]phenol with excess L-cystine in HBr. After crystallization of unreacted cystine from the reaction mixture, 4-[U-14C]CP was recovered by HPLC in 57.6% radiochemical yield with a specific activity of 26.2 MBq mg-1 (15.2 mCi mmol-1). Radiochemical purity was greater than 99%. 2-S-Cysteinyl-[U-14C]phenol (2-[U-14C]CP), a side product with no antimelanoma activity, was recovered in 6% radiochemical yield.
authors.affiliation: Faculty of Pharmacy, University of Alberta, Edmonton, Canada.
authors.forename: V
authors.initials: V
authors.lastname: Somayaji
authors.forename: S
authors.initials: S
authors.lastname: Ito
authors.forename: K
authors.initials: K
authors.lastname: Jimbow
authors.forename: L I
authors.initials: LI
authors.lastname: Wiebe
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003545:Cysteine / Q000138:chemical synthesis / Q000627:therapeutic use / Q000031:analogs & derivatives; D008545:Melanoma / Q000188:drug therapy*
chemical_list: D000970:Antineoplastic Agents; C043036:4-S-cysteinylphenol; D003545:Cysteine