Synthesis and evaluation of antibacterial and antifungal activity of new series of thiadiazoloquinazolinone derivatives.

Abstract

A facile and convenient synthesis of 1,3,4 acid with maleic anhydride, which upon reaction with glycine afforded 3 with thiosemicarbazide and produced 1,3,4 (13) is used as a key compound in synthesizing of triazolyl benzoxazinoneheterocyclesby reaction with phenyl hydrazine, glycine and urea and/ or thiourea, respectively. Evaluation of antimicrobial activity of some of the synthesized compounds against selected bacteria and fungi strains in comparison with Ampicillin as antibacterial agent and Amphotericin B as antifungal agent exhibited promising activity as compared to the references. The structures of the synthesized compounds were confirmed on the basis of their elemental analyses as well as spectral data (IR, MS and 1H NMR).

Modification, Characterization of New Thiazolidinone and Oxazolidinone Derived from Levofloxacin and Evaluation of Anti-Oxidant

“…Shimadzu FTIR-8400 Fourier Transform Infrared (FTIR) Spectrophotometer was used to record the FTIR spectra as a KBr disc, and Bruker Bio Spin instrument was used to record the 1 H-NMR MHz and 13C-NMR spectra at the University of Basra in Iraq. [11] Levofloxacin (0.5 g,1.3 mmol) was taken with (0.5 mL) of thionyl chloride in the presence of dry benzene (15 mL) and was refluxed for 4 hours evaporated the solvent and washed with diethyl ether. The products were collected as crystals.…”

“…The FT-IR spectra of compounds [3][4][5] shown disappearance of amine absorption bands of acid hydrazide, while appearance of new bands of azomethine (C=N) at (1639-1641) cm -1 , FTIR spectral data showed absorption at (C-H) aromatic bands at (3160-3043) cm -1 , ν (C=O) amide absorption bands at (1689-1658) cm -1 and (C=C) aromatic bands at (1575-1542) cm -1 spectrum. While the 1 H-NMR spectral data for compound [5] appeared doublet signal at δ= 1.22 ppm (3H, -CH3-CH, CH3 in oxazine ring); singlet signal at δ= 2.23 ppm (3H, -CH3-N-); triplet signal at δ= 2.50-3.11 ppm (2H,-N-CH2-CH2-N-, 2CH2 in piperazine ring); multiplet signal at δ= 4.38 ppm (1H, -O-CH2-CH-); singlet signal at δ= 4.94 ppm (1H, -NH2); while appeared multiplet signal at δ= 6.51-7.59 ppm (m, 5H, Ar-H); singlet signal at δ=8.92 ppm (1H, -CO-NH); at δ= 9.11 ppm (s, 1H, -N-CH=C(CO)2 and 13 C-NMR spectral data are listed in Table 5 and Figure The Thiazolidin-4-one derivative was synthesized by cyclization reaction of Schiff base [3][4][5] with thioglycolic acid in DMF as a solvent, as shown in Scheme (1), to produce compounds [9][10][11]. These compounds' FTIR spectra showed the disappearance of azomethine group absorption bands at range (1639-1641) cm -1 , show the bands of (C-S) thiazolidine ring absorption at range (655-713) cm -1 , while showed absorption band for (C-H) aromatic at (3037-3089) cm -1 , ν (CO-NH) at (1620-1680) cm -1 and ν (C=O) at (1703-1733) cm -1 for thiazolidine ring, and ν (C=C) at (1566-1602) cm -1 for aromatic bands.…”

تحوير وتشخيص بعض مشتقات الليفوفلوكساسين الحلقية غير المتجانسة كمثبطات إنزيم Cox-2 وتقييم فاعليتها الحركية الدوائية عن طريق الالتحام الجزيئي ودراسات Adme السويسرية.

“…Levofloxacin (0.5gm,1.3 mmol) was taken with (0.5ml) of thionyl chloride in the presence of dry benzene (15 ml ) and was refluxed for 4 hrs ( depending on TLC results, using ethyl acetate : petroleum ether ; 8:2) evaporated the solvent and washed with Diethyl ether 15 . The products were collected as crystals.…”

Synthesis, DFT Calculations, In Silico Studies, and Antimicrobial Evaluation of Benzimidazole-Thiadiazole Derivatives

“…They are a type of azole molecule . During the last decades, 1,3,4-thiadiazole derivatives have drawn much attention due to their biological and pharmaceutical activities and have been investigated increasingly due to their numerous therapeutic and industrial applications, which is due to the presence of =N–C–S- moiety . A variety of 1,3,4-thiadiazole is in use, like Acetazolamide (diuretic), Cefazolin, Cefazedone (antibiotics), Megazol (antiprotozoal), Timolol maleate (NSAIDs), Methazolamide (carbonic anhydrase inhibitor), and Sulphamethizole (antibacterial)…”