Synthesis and characterization of the new ambidentate O-cholesteryl-O-phenyl phosphorothioate ligand and its organoarsenic derivatives of phenoxarsin-10-yl and phenothiarsin-10-yl phosphorothioate
✍ Scribed by Marcela López-Cardoso; Patricia García y García; Verónica García-Montalvo; Raymundo Cea-Olivares
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- English
- Weight
- 159 KB
- Volume
- 11
- Category
- Article
- ISSN
- 1042-7163
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✦ Synopsis
A new anionic phosphorothioate ligand that incorporates the bioactive cholesteryl group was obtained (2), Na(RRЈP(S)O; R, O-phenyl; RЈ, O-cholesteryl) from the phenylphosphoramidate (1) and NaH in dioxane. In order to test the coordination ability of 2, two organoarsenic derivatives were prepared, O(C 6 H 4 ) 2 AsS(O)PRRЈ (3) and S(C 6 H 4 ) 2 AsS(O)PRRЈ ( 4) by reacting 2 with 10-chlorophenoxarsine or 10chlorophenothiarsine. Compounds 2, 3, and 4 were characterized by elemental microanalysis, IR, multielement NMR ( 1 H, 13 C, and 31 P), and mass spectrometry. The spectroscopic data suggest that the ligand is bonded to the arsenic only through the sulfur donor atom in both organoarsenic derivatives.