Benz o hydrazide

Benz(o)hydrazide (BH, 98%), phenylacetic hydrazide (PAH, 98%), benzoic acid, sodium hexachloroiridate(IV) hexahydrate (Na₂IrCl₆·6H₂O, 99.9%), and 2,4-pyridinedicarboxylic acid (PDCA, ≥98%) were purchased from Sigma–Aldrich (Sigma Shanghai Branch, China). The purity of BH and PAH was checked by RP-HPLC and ¹H-NMR spectroscopy, respectively, confirming a good purity. Acetic acid, sodium acetate, sodium dihydrogen phosphate, disodium hydrogen phosphate, trisodium phosphate, sodium bicarbonate, sodium carbonate, sodium chloride, hydrochloric acid, perchloric acid, sodium perchlorate, D₂O and TSP were obtained either from Alfa Aesar or from Fisher Scientific (Alfa Aesar Shanghai Branch and Fisher Shanghai Branch, China); these chemicals were all of analytical grade and used without further purification. Methanol in HPLC grade and standard buffers of pH 4.00, 7.00, and 10.00 were also obtained from Fisher Scientific. Doubly distilled water was utilized to prepare all the solutions.

Benzohydrazide, 2,4-dihydroxybenzaldehyde, silica gel, piperidine, methyl 3-oxobutanoate, acetic acid, ethyl acetate, hexane, ethanol, and isoproterenol hydrochloride powder were obtained from Sigma-Aldrich, St. Louis, USA. Sintrom (4 mg tablets) was obtained from the laboratory of Novartis Pharma, Tunisia. The remaining chemicals used were of analytical grade.

The synthesis and characterization of the CuHHSB complex have been presented in ref. [65 (link)], while the synthesis and description of the complexes CuHIN and CuHTSC were reported in ref. [66 (link)]. CuHESP was synthesized according to ref. [86 (link)]. All ligands (HHSB, HIN, and HTSC) were prepared according to the literature procedure [64 (link)]. The racemic hesperetin, benzohydrazide, 2-aminobenzohydrazide, isoniazid, thiosemicarbazide, and copper(II) acetate monohydrate (Cu(AcO)₂·H₂O) were purchased from Sigma-Aldrich Co. (Poznań, Poland). Thiazole orange and calf thymus DNA were purchased from Sigma-Aldrich Co. (St. Louis, MO, USA). All reagents were of analytical quality and used without further purification.