614-60-8Relevant articles and documents
A convenient route to phosphonium derivatives of coumarin and its imino analog [5]
Brovarets,Golovchenko,Drach
, p. 1828 - 1828 (2002)
-
Synthesis, biological activity and multiscale molecular modeling studies for coumaryl-carboxamide derivatives as selective carbonic anhydrase IX inhibitors
Zengin Kurt, Belma,Sonmez, Fatih,Durdagi, Serdar,Aksoydan, Busecan,Ekhteiari Salmas, Ramin,Angeli, Andrea,Kucukislamoglu, Mustafa,Supuran, Claudiu T.
, p. 1042 - 1052 (2017/08/16)
New coumaryl-carboxamide derivatives with the thiourea moiety as a linker between the alkyl chains and/or the heterocycle nucleus were synthesized and their inhibitory activity against the human carbonic anhydrase (hCA) isoforms hCA I, II, VII and IX were evaluated. While the hCA I, II and VII isoforms were not inhibited by the investigated compounds, the tumour-associated isoform hCA IX was inhibited in the high nanomolar range. 2-Oxo-N-((2-(pyrrolidin-1-yl)ethyl)carbamothioyl)-2H-chromene-3-carboxamide (e11) exhibited a selective inhibitory action against hCA IX with the Ki of 107.9 nM. In order to better understand the inhibitory profiles of studied molecules, multiscale molecular modeling approaches were used. Different molecular docking algorithms were used to investigate binding poses and predicted binding energies of studied compounds at the active sites of the CA I, II, VII and IX isoforms.
Design, synthesis and biological evaluation of novel trimethylpyrazine-2- carbonyloxy-cinnamic acids as potent cardiovascular agents
Chen, Hongfei,Li, Guoning,Zhan, Peng,Li, Hong,Wang, Shouxun,Liu, Xinyong
supporting information, p. 711 - 718 (2014/06/10)
A series of novel trimethylpyrazine-2-carbonyloxy-cinnamic acids and esters were designed, synthesized and evaluated for their inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation in vitro and also assayed for their protective effect against hydrogen peroxide (H 2O2)-induced oxidative damage on Ea.hy926 cells. The results showed that many compounds exhibited high activity in one or both of the assays, of which, compound F′10 displayed the highest protective effect on the proliferation of the damaged Ea.hy926 cells (EC50 = 1.7 μM), presenting almost 40 times higher potency than that of lipoic acid, and compound F3 was the most active anti-platelet aggregation agent with IC 50 = 9.6 μM, comparable to that of clopidogrel. The structure-activity relationships of these compounds were also discussed.
Curcumin recognizes a unique binding site of tubulin
Chakraborti, Soumyananda,Das, Lalita,Kapoor, Neha,Das, Amlan,Dwivedi, Vishnu,Poddar, Asim,Chakraborti, Gopal,Janik, Mark,Basu, Gautam,Panda, Dulal,Chakrabarti, Pinak,Surolia, Avadhesha,Bhattacharyya, Bhabatarak
experimental part, p. 6183 - 6196 (2011/11/06)
Although curcumin is known for its anticarcinogenic properties, the exact mechanism of its action or the identity of the target receptor is not completely understood. Studies on a series of curcumin analogues, synthesized to investigate their tubulin binding affinities and tubulin self-assembly inhibition, showed that: (i) curcumin acts as a bifunctional ligand, (ii) analogues with substitution at the diketone and acetylation of the terminal phenolic groups of curcumin are less effective, (iii) a benzylidiene derivative, compound 7, is more effective than curcumin in inhibiting tubulin self-assembly. Cell-based studies also showed compound 7 to be more effective than curcumin. Using fluorescence spectroscopy we show that curcumin binds tubulin 32 ? away from the colchicine-binding site. Docking studies also suggests that the curcumin-binding site to be close to the vinblastine-binding site. Structure-activity studies suggest that the tridented nature of compound 7 is responsible for its higher affinity for tubulin compared to curcumin.
