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Self‐Assembled BODIPY‐Based Iridium Metallarectangles: Cytotoxicity and Propensity to Bind Biomolecules

Self‐Assembled BODIPY‐Based Iridium Metallarectangles: Cytotoxicity and Propensity to Bind... A new 4‐ethynylpyridine 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene (BODIPY)‐based ligand L, which was synthesized by means of the Sonogashira coupling method, was used to obtain two new [2+2] iridium‐based metallarectangles, 3 and 4. Ligand L and metallarectangles 3 and 4 were fully characterized through various analytical techniques. The structure of rectangle 4 was further confirmed by single‐crystal X‐ray diffraction analysis, which showed the formation of an expected [2+2] supramolecule, in which the iridium metal centers were bridged with ligand L to form the desired metallarectangle 4. In the context of the growing biological interest in metallarectangles, rectangle 4 was found to be highly active against two types of cancer cells, with IC50 values almost threefold superior to those of cisplatin. Both 3 and 4 showed dose‐dependent abilities to bind bovine serum albumin and salmon sperm DNA; this indicated their tendency to interact with such biomolecules as a potential mode of action. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png ChemPlusChem Wiley

Self‐Assembled BODIPY‐Based Iridium Metallarectangles: Cytotoxicity and Propensity to Bind Biomolecules

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References (89)

Publisher
Wiley
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2192-6506
eISSN
2192-6506
DOI
10.1002/cplu.201800035
Publisher site
See Article on Publisher Site

Abstract

A new 4‐ethynylpyridine 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene (BODIPY)‐based ligand L, which was synthesized by means of the Sonogashira coupling method, was used to obtain two new [2+2] iridium‐based metallarectangles, 3 and 4. Ligand L and metallarectangles 3 and 4 were fully characterized through various analytical techniques. The structure of rectangle 4 was further confirmed by single‐crystal X‐ray diffraction analysis, which showed the formation of an expected [2+2] supramolecule, in which the iridium metal centers were bridged with ligand L to form the desired metallarectangle 4. In the context of the growing biological interest in metallarectangles, rectangle 4 was found to be highly active against two types of cancer cells, with IC50 values almost threefold superior to those of cisplatin. Both 3 and 4 showed dose‐dependent abilities to bind bovine serum albumin and salmon sperm DNA; this indicated their tendency to interact with such biomolecules as a potential mode of action.

Journal

ChemPlusChemWiley

Published: Jan 1, 2018

Keywords: ; ; ; ;

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