Antimicrobial and antitumor activity of S-methyl dithiocarbazate Schiff base zinc(II) complexes was written by Ramilo-Gomes, Filipa;Addis, Yemataw;Tekamo, Israel;Cavaco, Isabel;Campos, Debora L.;Pavan, Fernando R.;Gomes, Clara S. B.;Brito, Vanessa;Santos, Adriana O.;Domingues, Fernanda;Luis, Angelo;Marques, M. Matilde;Pessoa, Joao Costa;Ferreira, Susana;Silvestre, Samuel;Correia, Isabel. And the article was included in Journal of Inorganic Biochemistry in 2021.Synthetic Route of C8H10ClNO3 The following contents are mentioned in the article:
Schiff bases (SB) obtained from S-Me dithiocarbazate and aromatic aldehydes: salicylaldehyde (H2L1), o-vanillin (H2L2), pyridoxal (H2L3) and 2,6-diformyl-4-methylphenol (H3L4), and their corresponding zinc complexes (1–4), were synthesized. All compounds were characterized by elemental analyses, IR, UV-visible, NMR spectroscopy and mass spectrometry. The structures of H2L2 and [Zn2(L1)2(H2O)(DMF)] (1a) are solved by single crystal x-ray diffraction. The SB coordinates the metal center through the Ophenolate, Nimine and Sthiolate atoms. The radical scavenging activity is tested using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, with all ligand precursors showing IC50 values ∼40μM. Cytotoxicity studies with several tumor cell lines (PC-3, MCF-7 and Caco-2) as well as a nontumoral cell line (NHDF) are reported. 1 Has relevant and selective antiproliferative effect against Caco-2 cells (IC50 = 9.1μM). Their antimicrobial activity is evaluated in five bacterial strains (Klebsiella pneumoniae, Acinetobacter baumannii, Listeria monocytogenes, Pseudomonas aeruginosa and Staphylococcus aureus) and two yeast strains (Candida albicans and Candida tropicalis) with some compounds showing bacteriostatic and fungicidal activity. The minimal inhibitory concentration (MIC90) of HnL against Mycobacterium tuberculosis is also reported, with H2L2 and H3L4 showing very high activity (MIC90 < 0.6μg/mL). The ability of the compounds to bind bovine serum albumin (BSA) and DNA is evaluated for H3L4 and [Zn2(L4)(CH3COO)] (4), both showing high binding constants to BSA (∼106 M-1) and ability to bind DNA. Overall, the reported compounds show relevant antitumor and antimicrobial properties, the authors’ data indicating they may be promising compounds in several fields of medicinal chem. This study involved multiple reactions and reactants, such as 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5Synthetic Route of C8H10ClNO3).
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Synthetic Route of C8H10ClNO3
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