Carboranyl Analogues of Mefenamic Acid and Their Biological Evaluation

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2022 Jul 25

PMID 35874202

Authors

Liridona Useini

Marija Mojic

Markus Laube

Peter Lonnecke

Jonas Dahme

Menyhart B Sarosi

Sanja Mijatovic

Danijela Maksimovic-Ivanic

Jens Pietzsch

Evamarie Hey-Hawkins

Affiliations

Soon will be listed here.

Abstract

Mefenamic acid represents a widely used nonsteroidal anti-inflammatory drug (NSAID) to treat the pain of postoperative surgery and heavy menstrual bleeding. Like other NSAIDs, mefenamic acid inhibits the synthesis of prostaglandins by nonselectively blocking cyclooxygenase (COX) isoforms COX-1 and COX-2. For the improved selectivity of the drug and, therefore, reduced related side effects, the carborane analogues of mefenamic acid were evaluated. The -, -, and -carborane derivatives were synthesized in three steps: halogenation of the respective cluster, followed by a Pd-catalyzed B-N coupling and hydrolysis of the nitrile derivatives under acidic conditions. The COX inhibitory activity and cytotoxicity for different cancer cell lines revealed that the carborane analogues have stronger antitumor potential compared to their parent organic compound.

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