Metal–azasterol complexes: Synthesis, characterization, interaction studies with DNA and TrxR and Biological Evaluation

Abstract

A new azasterol 22-hydrazine-imidazolin-2-yl-chol-5-ene-3β-ol (<strong>AH3</strong>) and their derivatives [Au(<strong>AH3</strong>)Cl] (<strong>1</strong>) and [Cu(<strong>AH3</strong>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>](NO<sub>3</sub>)<sub>2</sub> (<strong>2</strong>) were synthesized and characterized by a combination of elemental analyses, <sup>1</sup>H and <sup>13</sup>C -NMR, UV-vis and infrared spectroscopies. The interactions with two targets DNA and TrxR were investigated. The results from these studies suggested that these metal-azasterol complexes interact with DNA most probably by covalent binding. Complex <strong>1</strong> showed also the ability to strongly inhibit TrxR. Additionally, their activities against yeast cells of <em>Sporothrix spp.</em> were evaluated; finding that complex <strong>1</strong> was the most active, even better than itraconazole.

Zinc(II)-Sterol Hydrazone Complex as a Potent Anti-Leishmania Agent: Synthesis, Characterization, and Insight into Its Mechanism of Antiparasitic Action

“…Regarding using of metal-azasterol complexes as antiparasitic agents, platinum was employed in association with azasterol derivatives to treat Leishmania mexicana proliferation, proving that the metal-bioactive drug association was able to increase anti-Leishmania activity over the free ligand [5]. Additionally, azasterol derivatives have been coordinated with copper and gold, and their antifungal activity was evaluated against Sporothrix schenkii and Sporothrix brasiliensis yeasts [21].…”