Organoruthenium and Organoosmium Complexes of 2‐Pyridinecarbothioamides Functionalized with a Sulfonamide Motif: Synthesis, Cytotoxicity and Biomolecule Interactions. Issue 7 (19th June 2018)

• Record Type: Journal Article
• Authors: Arshad, Jahanzaib; Hanif, Muhammad; Zafar, Ayesha; Movassaghi, Sanam; Tong, Kelvin K. H.; Reynisson, Jóhannes; Kubanik, Mario; Waseem, Amir; Söhnel, Tilo; Jamieson, Stephen M. F.; Hartinger, Christian G.
• Is Part Of: ChemPlusChem. Volume 83:Issue 7(2018)
• Page Start: 612
• Page End: 619
• Publication Date: 2018-06-19
• Subjects: 2-pyridinecarbothiamide ligands -- antitumor agents -- bioorganometallic compounds -- organoruthenium compounds -- sulfonamides; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cplu.201800194
• Languages: English
• ISSNs: 2192-6506

Abstract

Abstract: Anticancer‐active Ru II –η 6 ‐ p ‐cymene complexes of bioactive 2‐pyridinecarbothioamide ligands have been shown to have high selectivity for plectin and can be administered orally. Reported herein is the functionalization of a 2‐pyridinecarbothioamide with a sulfonamide group and its conversion into M–η 6 ‐ p ‐cymene complexes (M = Ru, Os). The presence of a sulfonamide moiety in many organic drugs and metal complexes endows these agents with interesting biological properties and can transform the latter into multi‐targeted agents. The compounds were characterized with standard methods and the in vitro anticancer activity data was compared with studies on the hydrolytic stability of the complexes and their reactivity to small biomolecules. A molecular modeling study revealed plausible modes of binding of the complexes in the catalytic pocket of carbonic anhydrase II. Abstract : A test of your metal : η 6 ‐ p ‐Cymene–M II –2‐pyridinecarbothioamide (M=Ru, Os) complexes were functionalized with a sulfonamide group to obtain multi‐targeted, anticancer agents. In vitro anticancer activity studies revealed low activity, but it was demonstrated that the sulfonamide moiety can interact with a Zn 2+ ion in the catalytic pocket of carbonic anhydrase II.