Synthesis and Medicinal Chemical Characterisation of Antiproliferative ,-functionalised Isopulegol Derivatives

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2024 Jun 13

PMID 38867736

Authors

Tam Minh Le

Isaac Kinyua Njangiru

Anna Vincze

Istvan Zupko

Gyorgy T Balogh

Zsolt Szakonyi

Affiliations

Soon will be listed here.

Abstract

Benzylation of isopulegol furnished -benzyl-protected isopulegol, which was transformed into aminodiols epoxidation followed by ring opening of the corresponding epoxides and subsequent hydrogenolysis. On the other hand, (-)-isopulegol was oxidised to a diol, which was then converted into dibenzyl-protected diol derivatives. The products were then transformed into aminotriols by using a similar method. The antiproliferative activity of aminodiol and aminotriol derivatives was examined. In addition, structure-activity relationships were also explored from the aspects of substituent effects and stereochemistry on the aminodiol and aminotriol systems. The drug-likeness of the compounds was assessed by and experimental physicochemical characterisations, completed by kinetic aqueous solubility and intestinal-specific parallel artificial membrane permeability assay (PAMPA-GI) measurements.

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