Preprint Article Version 1 This version is not peer-reviewed

The First Homoleptic Geometrical Anti-zn Complex from an Unsymmetric Curcuminoid

Version 1 : Received: 12 August 2024 / Approved: 12 August 2024 / Online: 12 August 2024 (23:56:16 CEST)

How to cite: Mendoza, M. A. O.; Escamilla, G. M.; Tavera-Hernández, R.; Sánchez-Obregón, R.; Toscano, R. A.; Enríquez, R. G. The First Homoleptic Geometrical Anti-zn Complex from an Unsymmetric Curcuminoid. Preprints 2024, 2024080855. https://doi.org/10.20944/preprints202408.0855.v1 Mendoza, M. A. O.; Escamilla, G. M.; Tavera-Hernández, R.; Sánchez-Obregón, R.; Toscano, R. A.; Enríquez, R. G. The First Homoleptic Geometrical Anti-zn Complex from an Unsymmetric Curcuminoid. Preprints 2024, 2024080855. https://doi.org/10.20944/preprints202408.0855.v1

Abstract

Curcuminoids are widely studied due to their well-recognized therapeutic properties. These molecules are often derivatized with metals, rendering their corresponding homoleptic metal complexes. Numerous crystal structures of homoleptic symmetric curcuminoids with physiologically essential metals are known, although the literature lacks reports of homoleptic unsymmetric metal complexes of curcuminoids (or hemi-curcuminoids). Two unknowns must be solved when an unsymmetric curcuminoid ligand is reacted with a metal ion: a) the degree of coordination (MLn) and b) the conformational nature (syn or anti) of the complex. Herein, we report the structure of the anti-isomer of the Zn complex of the hemi-curcuminoid 5-hydroxy-1-(4-methoxyphenyl)hexa-1,4-dien-3-one. While the NMR shows only one set of signals for this homoleptic complex, the unambiguous stereochemistry was established through single-crystal X-ray diffractometry, revealing a hexacoordinated ML2 structure.

Keywords

Hemi-curcuminoids; curcuminoids; homoleptic zinc metal complex; unsymmetric zinc complex

Subject

Chemistry and Materials Science, Medicinal Chemistry

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