The Homoleptic Curcumin–Copper Single Crystal (ML2): A Long Awaited Breakthrough in the Field of Curcumin Metal Complexes

Author:

Arenaza-Corona Antonino1,Obregón-Mendoza Marco A.1ORCID,Meza-Morales William2,Ramírez-Apan María Teresa1,Nieto-Camacho Antonio1ORCID,Toscano Rubén A.1ORCID,Pérez-González Leidys L.1ORCID,Sánchez-Obregón Rubén1,Enríquez Raúl G.1ORCID

Affiliation:

1. Instituto de Química, Universidad Nacional Autónoma de México, Ciudad de México 04510, Mexico

2. Department of Chemical Engineering, University of Puerto Rico-Mayaguez, Mayagüez, PR 00680, USA

Abstract

The first single crystal structure of the homoleptic copper (II) ML2 complex (M=Cu (II), L = curcumin) was obtained and its structure was elucidated by X-ray diffraction showing a square planar geometry, also confirmed by EPR. The supramolecular arrangement is supported by C-H···O interactions and the solvent (MeOH) plays an important role in stabilizing the crystal packing Crystallinity was additionally assessed by XRD patterns. The log P value of the complex (2.3 ± 0.15) was determined showing the improvement in water solubility. The cytotoxic activity of the complex against six cancer cell lines substantially surpasses that of curcumin itself, and it is particularly selective against leukemia (K562) and human glioblastoma (U251) cell lines, with similar antioxidant activity to BHT. This constitutes the first crystal structure of pristine curcumin complexed with a metal ion.

Funder

CONAHCyT

DGAPA

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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