Drug synthesis, separation, and identification of a di-stereoisomeric mixture of spiro-oxalidinonic derivatives of sorbinil by high-performance liquid chromatography

Esaim Fadhel Khalfa,Department Of Pharmaceutical Chemistry, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Rawaa G Abdullah,Qasim Jawad Al-Daami,Aymen Bash,Saba Abdulmunem Habeeb Al-Qaysi,Ghassan Jasim Mohammed,Widad Abd Al-Jabbar Mozzan,Department Of Clinical Laboratory Sciences, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Department Of Clinical Laboratory Sciences, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Department Of Pharmaceutics, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Department Of Pharmaceutical Chemistry, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Department Of Pharmaceutics, College Of Pharmacy, University Of Babylon, Hillah, Iraq ,Department Of Pharmacology And Toxicology, College Of Pharmacy, Al-Mustaqbal University, Hillah, Iraq

doi:10.61873/orxr1322

Abstract

A straightforward and sensitive method for high-performance liquid chromatography (HPLC) was created in order to separate and identify the di-stereoisomeric mixture of a spiro-oxalidinonic derivative of sorbinil. HPLC was carried out using a C18 reversed-phase column. The mobile phase used in the isocratic elution process was a 70:30 v/v combi¬nation of methanol and acetonitrile flowed at a rate of 2 mL/min. The procedure delivered the best result among the various attempts made. Two peaks were identified on the chromatogram, attributable to the two di-stereoisomers of the mixture analysed. Analogues of sorbinil, a powerful inhibitor of aldose reductase, have been synthesized and further tested on aldose reductase as mixtures of di-stereoisomers, exhibiting an IC50 in the order of the micromolar. The structure of the compounds was checked with nuclear magnetic resonance spectroscopy. The chemical shifts were expressed in ppm scale δ.

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