title: Ligand-Substitution Reactions of the Tellurium Compound AS-101 in Physiological Aqueous and Alcoholic Solutions.
abstract: Since its first crystallization, the aqueous structure of the tellurium-containing experimental drug AS-101 has never been studied. We show that, under the aqueous conditions in which it is administered, AS-101 is subjected to an immediate ligand-substitution reaction with water, yielding a stable hydrolyzed oxide anion product that is identified, for the first time, to be TeOCl3-. Studying the structure of AS-101 in propylene glycol (PG), an alcoholic solvent often used for the topical and oral administration of AS-101, revealed the same phenomenon of ligand-substitution reaction between the alcoholic ligands. Upon exposure to water, the PG-substituted product is also hydrolyzed to the same tellurium(IV) oxide form, TeOCl3-.
authors.affiliation: Department of Chemistry and ‡C.A.I.R. Institute, The Safdiè Center for AIDS and Immunology Research, The Mina & Everard Goodman Faculty of Life Sciences, Bar-Ilan University , Ramat-Gan 5290002, Israel.
authors.forename: Alon
authors.initials: A
authors.lastname: Silberman
authors.affiliation: Department of Chemistry and ‡C.A.I.R. Institute, The Safdiè Center for AIDS and Immunology Research, The Mina & Everard Goodman Faculty of Life Sciences, Bar-Ilan University , Ramat-Gan 5290002, Israel.
authors.forename: Michael
authors.initials: M
authors.lastname: Albeck
authors.affiliation: Department of Chemistry and ‡C.A.I.R. Institute, The Safdiè Center for AIDS and Immunology Research, The Mina & Everard Goodman Faculty of Life Sciences, Bar-Ilan University , Ramat-Gan 5290002, Israel.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Sredni
authors.affiliation: Department of Chemistry and ‡C.A.I.R. Institute, The Safdiè Center for AIDS and Immunology Research, The Mina & Everard Goodman Faculty of Life Sciences, Bar-Ilan University , Ramat-Gan 5290002, Israel.
authors.forename: Amnon
authors.initials: A
authors.lastname: Albeck
mesh_terms: D000276:Adjuvants, Immunologic / Q000008:administration & dosage / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D005030:Ethylenes / Q000008:administration & dosage / Q000737:chemistry*; D006801:Humans; D006868:Hydrolysis; D008024:Ligands; D010087:Oxides / Q000737:chemistry; D019946:Propylene Glycol / Q000737:chemistry; D012995:Solubility; D012996:Solutions; D012997:Solvents / Q000737:chemistry; D014867:Water / Q000737:chemistry*
chemical_list: D000276:Adjuvants, Immunologic; D000438:Alcohols; D005030:Ethylenes; D008024:Ligands; D010087:Oxides; D012996:Solutions; D012997:Solvents; D014867:Water; D019946:Propylene Glycol; C054105:ammonium trichloro(dioxoethylene-O,O'-)tellurate