Synthesis, Characterization and Antimicrobial Evaluation of Novel 6’-Amino-spiro[indeno[1,2-b] quinoxaline[1,3]dithiine]-5’-carbonitrile Derivatives

Abstract

l,3-Dithiin with two sulfurs in its structure is a six-membered, sulfur-containing heterocyclic compound. New derivatives of 6'-amino-2'-(arylidene)spiro[indeno[1,2-b]quinoxaline[1,3]dithiine]-5'-carbonitrile were prepared by the multi-component reaction of active methylene compounds, carbon disulfide, malononitrile and multi-ring compounds containing a carbonyl group in the presence of piperidine as a catalyst at room temperature with high efficiency. The antimicrobial effects including antibacterial and antifungal effects based on inhibition zone diameter (IZD), minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) were studied.

Introducing new method for the synthesis of polycyclic compounds containing [1,3]dithiine derivatives, with anticancer and antibacterial activities against common bacterial strains between aquatic and human

“…According to the clinical and laboratory standards institute (CLSI) guidelines M07-A9, M26-A, M02-A11, M44-A, and M27-A2, broth microdilution, and time-kill susceptibility based on the inhibition zone diameter, MIC, and MBC values against L. garvieae (IBRC-M 10900) and E. tarda (IBRC-M 10718) were measured [8][9][10]21,22].…”

“…Recently, heterocyclic compounds containing [1,3]dithiine derivatives with antibacterial properties have been reported. In addition to antibacterial properties, antioxidant properties of heterocyclic compounds containing [1,3]dithiine derivatives have also been reported [8][9][10]. Other biological properties such as histone deacetylase and DNA topoisomerase II-targeted inhibitors [11] and glycineamide ribonucleotide formyltransferase [12] have been reported from compounds containing [1,3]dithiine derivatives.…”

“…In this study, to continue our research, to provide new methods in the synthesis of polycyclic compounds containing [1,3]dithiine derivatives with biological activity [9], we synthesized [1,3]dithiine derivatives by glycerol:potassium carbonate as a green deep eutectic solvent and biological activity such as antibacterial properties against common bacterial strains between aquatic and human and anticancer activity against MCF-7 breast cancer cells were evaluated.…”

“…Proposed mechanism for synthesis of 6 0amino-2 0 -(arylidene)spiro[indeno [1,2-b]quinoxaline[1,3]dithiine]-5 0carbonitrile derivatives T A B L E 3 Comparison of derivative synthesis under the use of piperidine and deep eutectic solvent conditionsDerivativeUse of piperidine[9] This work…”

Efficient One-Pot Synthesis of 1,4-Dihydropyridines Catalyzed by Magnetic MnFe2O4 Nanoparticles

“…7 The Hantzsch reaction is a practical and useful synthetic tool for the preparation of 1,4-dihydropyridines by condensation of ethyl acetoacetate, an aldehyde, and a source of ammonia in the presence of an Moradi et al: Efficient One-Pot Synthesis of 1,4-Dihydropyridines ... alcoholic solvent. 8 In modern synthetic organic chemistry, 1,4-dihydropyridines are an important group of drugs [9][10][11] and calcium channel modulators for the treatment of hypertension, 1 2 tumors, 13,14 HIV, 15 cancer, 16 diabetes, 17 apoptosis, and 18 seizures. 19 For example, nifedipine (1), felodipine (2), diludin (3), amlodipine (4), nicardipine (5), nisodipine (6), and nimodipine (7) are synthesized and used worldwide (Figure 1).…”