Ligand-Substitution Reactions of the Tellurium Compound AS-101 in Physiological Aqueous and Alcoholic Solutions.

Alon Silberman, Michael Albeck, Benjamin Sredni, Amnon Albeck

Journal: Inorganic chemistry 2018;55(21):10847-10850

PMID: 27726342

Full Text on American Chemical Society View on PubMed

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 TeOCl. 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, TeOCl.

Address: 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.

DOI: 10.1021/acs.inorgchem.6b02138

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https://doi.org/10.1021/acs.inorgchem.6b02138

MeSH Terms: Adjuvants, Immunologic, Alcohols, Ethylenes, Humans, Hydrolysis, Ligands, Oxides, Propylene Glycol, Solubility, Solutions, Solvents, Water