Synthesis, Identification, and Biological Study for Some Complexes of Azo Dye Having Theophylline

Abstract

This article includes the synthesis of heterocyclic azo dye of theophylline by coupling diazonium salt of 4-chloroaniline with theophylline which is, namely, 8-(1-(4-chlorophenyl)azo)theophylline (CPAT). The complexes of cobalt and nickel were prepared by reacting their ions with CPAT ligand in ethanol under 1 : 2 ratio metal-ligand. The CPAT ligand and its complexes were characterized by elemental analysis, infrared spectrometry, electronic absorption spectroscopy, molar conductivity, and magnetic moment. The cobalt and nickel complexes show octahedral geometry having general formula [M(CPAT)2Cl2]. This article addresses the properties of CPAT dye such as photochromic properties. The CPAT dye exhibited obvious and desired changes under irradiation with visible light (405 nm), high sensitive for pH changes which refer to its ability to be analysis indicator. CPAT dye exhibited solvatochromic properties presenting red shift with polar solvent. The CPAT and its complexes show interesting antibiological activities towards Staph. aureus and E. coli bacteria and Aspergillus fungi.

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“…Likewise, the spectra showed, a band at 1434 cm −l assigned to azo group [16], while the absorption bands were found at 2923 and 3024 cm -l assigned to C-H aliphatic and C-H aromatic, respectively [17]. A group of bands at 1596-1504 cm -1 was attributed to the vibration of C═C aromatic.…”

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“…The 2-(2-(1H-indol-2-yl)ethyl)diazinyl)-5aminophenol 1 H-NMR spectrawere measured in DMSO-d6 as the solvent and using TMS as an internal reference, as shown in Figure S1. The ligand has undergone studies and is listed in Table 2 [12][13][14].…”

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“…Sulfonamides have been utilized to treat cancer as a chemotherapeutic agent and a number of diseases greater than antifungals, non-peptide vasopressin receptor antagonists, antihypertensive agents, anti-inflammatory, antibacterial, translation initiation inhibitors, antineoplastic agents, diuretics, thyroid inhibitors, antitumor, carbonic anhydrase inhibitors, and glucocorticoid inhibitors are among the 30 sulfonamide derivatives in clinical use [18][19][20][21]. Blood, potassium channels, carboxypeptidase inhibitors, hepatitis viral (HCV) polymerase inhibitors, protease inhibitors, and the HIV-1 integrity [22][23][24][25]. In this work, we attempted to use a diazotization coupling reaction between sulfamethoxazole (a sulfur-containing organic compound) and (8-hydroxyquinoline) to form [4-((8-hydroxyquinolin-7-yl)-N(4-methylisoxazol-3yl)benzene sulfonamide(HL)], which is classified as an azo-compound that coordinates with each of Ni(II), Pt(IV), Pd(II), and Rh(III).…”