Synthesis and Anticancer Activity of New 2‐Aryl‐4H‐3,1‐benzothiazines

Abstract

New compounds of 2-aryl-4H-3,1-benzothiazine set were synthesized and tested for their antiproliferative activity as part of our research in the antitumor field. The title compounds were obtained by the reaction of aryl-modified sulfinylbis((2,4-dihydroxyphenyl)methanethione) with 2-aminobenzyl alcohols. The reaction proceeded through thiobenzanilide intermediates, which were converted to the 4H-3,1-benzothiazine fused ring by an endocyclization process. The structures of compounds were identified from elemental, IR, (1) H-NMR, (13) C-NMR, and MS spectra analyses. The cytotoxicity in vitro against four human cancer cell lines was determined. The antiproliferative properties of some compounds were more beneficial than cisplatin studied comparatively.

Synthesis and Antibacterial Activity of Novel Fused 1,3‐Thiazoles and 1,3‐Thiazines Incorporating a 2,4‐Dihydroxyphenyl Residue

“…The newly synthesized ( 1–4 , 6–9 ) and previously described ( 5 ) 23 compounds (Table 1) were screened for their antibacterial properties against the panel of the reference Gram‐positive and Gram‐negative bacteria. First, the power of activity was assessed by the determination of the minimal inhibitory concentration (MIC) values towards both groups of strains.…”

“…Compounds: 4‐(6‐chloro‐4H‐3,1‐benzothiazin‐2‐yl)benzene‐1,3‐diol 5a , 4‐(6‐chloro‐4H‐3,1‐benzothiazin‐2‐yl)‐6‐methylbenzene‐1,3‐diol 5b , 4‐(6‐chloro‐4H‐3,1‐benzothiazin‐2‐yl)‐6‐ethylbenzene‐1,3‐diol 5c , 4‐chloro‐6‐(6‐chloro‐4H‐3,1‐benzothiazin‐2‐yl)benzene‐1,3‐diol 5d were described previously 23.…”

Untitled

“…All the melting points were determined in open capillary tubes and are uncorrected. 1 H NMR and 13 C NMR spectra (by broad band proton decoupling technique) were recorded on JEOL AL-300 spectrometer at frequencies of (300.40 and 75.45 MHz) respectively, in DMSO-d 6 using TMS as an internal standard. IR spectra were recorded in KBr on SHIMADZU 8400S…”

Synthesis, reactions, and antimicrobial evaluations of new benzo[e][1,3]thiazine derivatives

“…Several sulfur and nitrogen containing heterocyclic compounds have been studied. Compounds possessing the benzothiazin-4-one nucleus have attracted a considerable attention by virtue of exhibiting antibacterial, [1,2] antifungal, [1,3] anticancer, [4,5] antimalarial, [6,7] antiviral, [8,9] analgesic, [10] and diuretic [10] activities. Besides, heterocyclic compounds bearing thiazolidinone, [11,12] pyrimidine, [13] or pyridine [14] moiety in their molecular structure, are also known to possess a wide range of biological potentialities.…”