21547-82-0Relevant academic research and scientific papers
Synthesis, crystal study, and anti-proliferative activity of some 2-benzimidazolylthioacetophenones towards triple-negative breast cancer MDA-MB-468 cells as apoptosis-inducing agents
Abdel-Aziz, Hatem A.,Eldehna, Wagdy M.,Ghabbour, Hazem,Al-Ansary, Ghada H.,Assaf, Areej M.,Al-Dhfyan, Abdullah
, (2016/08/05)
On account of its poor prognosis and deficiency of therapeutic stratifications, triple negative breast cancer continues to form the causative platform of an incommensurate number of breast cancer deaths. Aiming at the development of potent anticancer agents as a continuum of our previous efforts, a novel series of 2-((benzimidazol-2-yl)thio)-1-arylethan-1-ones 5a–w was synthesized and evaluated for its anti-proliferative activity towards triple negative breast cancer (TNBC) MDA-MB-468 cells. Compound 5k was the most active analog against MDA-MB-468 (IC50 = 19.90 ± 1.37 μM), with 2.1-fold increased activity compared to 5-fluorouracil (IC50 = 41.26 ± 3.77 μM). Compound 5k was able to induce apoptosis in MDA-MB-468, as evidenced by the marked boosting in the percentage of florecsein isothiocyanate annexin V (Annexin V–FITC)-positive apoptotic cells (upper right (UR) + lower right (LR)) by 2.8-fold in comparison to control accompanied by significant increase in the proportion of cells at pre-G1 (the first gap phase) by 8.13-fold in the cell-cycle analysis. Moreover, a quantitative structure activity relationship (QSAR) model was established to investigate the structural requirements orchestrating the anti-proliferative activity. Finally, we established a theoretical kinetic study.
2-((Benzimidazol-2-yl)thio)-1-arylethan-1-ones: Synthesis, crystal study and cancer stem cells CD133 targeting potential
Abdel-Aziz, Hatem A.,Ghabbour, Hazem A.,Eldehna, Wagdy M.,Al-Rashood, Sara T.A.,Al-Rashood, Khalid A.,Fun, Hoong-Kun,Al-Tahhan, Mays,Al-Dhfyan, Abdullah
, p. 1 - 10 (2015/10/12)
In order to develop a potent anti-tumor agent that can target both cancer stem cells and the bulk of tumor cells, a series of 2-((benzimidazol-2-yl)thio)-1-arylethan-1-ones 5a-o was synthesized. All compounds were evaluated for their anti-proliferative activity towards colon HT-29 cancer cell line. In addition, their inhibitory effect against cell surface expression of CD133, a potent cancer stem cells (CSCs) marker, in the same cells was evaluated by flow cytometry at 10 μM. Compound 5l emerged as the most active anti-proliferative analog against HT-29 (IC50 Combining double low line 18.83 ± 1.37 μM), that almost equipotent as 5-fluorouracil (IC50 Combining double low line 15.83 ± 1.63 μM) with 50.11 ± 4.05% inhibition effect on CD133 expression, suggested dual targeted effect. Also, compounds 5h, 5j, 5k and 5m-o inhibited the expression of CD133 with more than 50%. The SAR study pointed out the significance of substitution of the pendent phenyl group with lipophilic electron-donating groups or replacing it by 2-thienyl or 2-furyl groups.
New styryl sulfones as anticancer agents
Vedula, Manohar Sharma,Pulipaka, Aravind Babu,Venna, Chandrasekhar,Chintakunta, Vamsee Krishna,Jinnapally, Sreenu,Kattuboina, Venkata Adiseshu,Vallakati, Ravi Krishna,Basetti, Vishnu,Akella, Venkateswarlu,Rajgopal, Sriram,Reka, Ajaya Kumar,Teepireddy, Sravan Kumar,Mamnoor, Prem Kumar,Rajagopalan, Ramanujam,Bulusu, Gopalakrishnan,Khandelwal, Akash,Upreti, Vijay V.,Mamidi, Srinivas Rao
, p. 811 - 824 (2007/10/03)
New styryl sulfone compounds have been synthesized and evaluated for their anti-proliferative activity. Among the compounds synthesized, one compound (7k) has shown 51% tumor growth inhibition in mice implanted with HT-29 human carcinoma at 400 mg kg-1 orally.
SYNTHESIS OF THIAZINO !4,3-ALPHA! AND THIAZOLO !3,2- ALPHA! BENZIMIDAZOLES USING POLYPHOSPHORIC ACID AS A CONDENSING AGENT
SINGH S,SINGH H,SINGH M,NARANG KS
, p. 230 - 232 (2007/10/04)
Synthesis of 3-arylthiazolo !4,3- alpha! benzimidazoles and 4- aryl-1H- (1,4) thiazino !4,3- alpha! benzimidazoles through cyclodehydration of venzimidazothioacetophenones and 2- benzimidazolyl-methyl- thioacetophenones with polyphosphoric acid are report
