Heterocycles 27. Microwave Assisted Synthesis and Antitumour Activity of Novel Phenothiazinyl‐Thiazolyl‐Hydrazine Derivatives

Abstract

A series of new phenothiazinyl-thiazolyl-hydrazine derivatives were synthesized by Hantzsch cyclization of 1-(10-ethyl-10H-phenothiazin-3-yl)-methylidene-thiosemicarbazide with α-halocarbonyl derivatives. Comparison between classical and microwave assisted synthesis emphasizes the great advantages induced by microwaves irradiation which afforded high reaction yields in much shorter reaction time. Structural assignments were based on spectroscopic methods (high resolution NMR, FTIR, MS). The new compounds were tested in vitro for their antiproliferative activity against tumor cell lines using spectrometric methods. Most of the compounds exhibit cytotoxicity against hepatic and colon tumor cells in a dose-dependent mode and a relationship between the structure and their biological activity was observed.

Efficient Synthesis, Antibacterial, Antifungal, Antioxidant and Cytotoxicity Study of 2‐(2‐Hydrazineyl)thiazole Derivatives

“…Besides, the hydrazinylthiazolyl core is one of the important organic structures which have produced a profound interest in medicinal and industrial researchers. The remarkable biological profile of hydrazinylthiazolyl derivatives includes an antitubercular, antimalarial, anti‐inflammatory, antitumor, antiproliferative, antioxidant, and antimicrobial activity . Accordingly, it appears to be exceedingly attractive to synthesize 1,2,6,7‐tetrahydro‐8 H ‐indeno[5,4‐ b ]furan‐8‐one coupled novel 2‐(2‐hydrazinyl) thiazole derivatives of biological interest.…”

Synthesis, cytotoxicity and anti‐metastatic properties of new pyridyl–thiazole arene ruthenium(II) complexes

“…Thiazole derivatives are showing promise in a variety of medicinal applications, including those involving their antiproliferative activities . Considering properties such as water solubility and coordinate site making for drug development, we introduce a pyridyl moiety to thiazole to form a series of pyridyl–thiazole ligands with different substituent groups, then combine the anti‐metastatic property exhibited by the p ‐cymene ruthenium(II) unit with the established antiproliferative effects of the pyridyl–thiazole ligands.…”

Novel Thiazolo[5,4-b]phenothiazine Derivatives: Synthesis, Structural Characterization, and In Vitro Evaluation of Antiproliferative Activity against Human Leukaemia

“…The association of the potent PTZ and thiazole pharmacophores under the same molecular frame was the target of our on-going concern for a rational design of new biologically active compounds. In some of our previous reports, these heterocyclic units appeared separated by a spacer (antitumoral phenothiazinyl-thiazolyl-hydrazine derivatives [ 26 ]) or directly joined (antimicrobial benzothiazolyl-phenothiazine derivatives [ 27 , 28 ]). In this work, we described the synthesis and characterization of new representatives of polyheterocyclic compounds containing benzo-fused BTA/PTZ.…”