Antiproliferative and Antiprostate Cancer Activities of Heterocyclic Compounds Derived from Cyclohexane-1,4-dione

Abstract

2-Amino-6-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (3) was prepared from the reaction of cyclohexane-1,4-dione with elemental sulfur and malononitrile in 1,4-dioxane and triethylamine as catalyst. The latter compound reacted with triethyl orthoformate and either malononitrile or ethyl cyanoacetate in 1,4-dioxane in the presence of triethylamine to produce 4H-thieno[2,3-f]chromene derivatives 10a,b. In addition, fused pyran and pyridine derivatives were synthesized starting from compound 3. The cytotoxicities of the synthesized compounds were studied using the six cancer cell lines together with c-Met kinase and PC-3 cell line. The most active compounds were tested against five tyrosine kinases and Pim-1 kinase, most of which showed strong inhibition, encouraging further work.

Cytotoxic Activities and Morphological Sudies of Thiophene, Thiazole and Pyridazine Derivatives Synthesized from Benzo[d]thiazole Derivatives

“…Our previous work demonstrated that many of the synthesized compounds were useful in future drug designing. [23][24][25][26] In continuation of the previous work we are describing here a rapid and efficient preparation of a set of new benzo [d] thiazole derivatives starting from ortho-aminothiophenol that reacted with either ethyl cyanoacetate, diethylmalonate or ethyl acetoacetate. This new approach enables more rapid generation of a higher number of benzo [d]thiazole derivatives that were obtained using simple reactions using readily available reagents.…”

Synthesis of New of 4-Thiazolidinone and Thiazole Derivatives Containing Coumarin Moiety with Antimicrobial Activity

“…1 Moreover, heterocyclic compounds have been reported as a significant class of organic molecules where they are the main scaffolds for the variety of bioactive compounds. 27,28 So, depending on our experience in the synthesis of the thaizole derivatives, 29 we aim to synthesize series of coumarins bearing thiazole nucleus. Thus, the de-rivatives of thiosemicarbazone will be subjected to ring closure by ethyl chloroacetate, chloroacetone and phenacyl bromide in the hope of obtaining potent antimicrobial thiazole derivatives.…”