14527-43-6Relevant articles and documents
Extension of Azine-Triazole Synthesis to Azole-Triazoles Reduces Ligand Field, Leading to Spin Crossover in Tris-L Fe(II)
Brooker, Sally,Singh, Sandhya
, (2020/02/04)
The first examples of azole-Triazole Rat ligands, bidentate L4NMeIm(3-(1-methyl-1H-imidazol-4-yl)-5-phenyl-4-(p-Tolyl)-4H-1,2,4-Triazole) and L4SIm (4-(5-phenyl-4-(p-Tolyl)-4H-1,2,4-Triazol-3-yl)thiazole), have been prepared, by extension of the general synthesis used to access many examples of azine-Triazoles. The tris-L FeII complexes of the azine-Triazoles are consistently low spin (LS). As intended, these new azole-Triazole ligands provide lower field strengths, resulting in high-spin (HS) [FeII(L4NMeIm)3](BF4)2 (1·4H2O) and spin crossover (SCO) active [FeII(L4SIm)3](BF4)2 (2·0.5H2O). Single-crystal structure determinations revealed that at 100 K 1·solvents is HS whereas 2·solvents is LS. Solid-state variable temperature magnetic studies of air-dried crystals showed that the methylimidazole-Triazole complex 1·4H2O remains HS while the thiazole-Triazole complex 2·0.5H2O undergoes a two-step gradual SCO (T1/2 approximately 275 and 350 K). Variable-Temperature Evans method NMR studies of 2, in five different solvents (CD3NO2, CD3CN, CD3COCD3, CD2Cl2, and CDCl3) gave T1/2 values in a relatively narrow range, 214-259 K. These T1/2 values did not correlate with the solvent polarity index P′ (R2 = 0.25) but did correlate with the solvent basicity parameter SB (R2 = 0.90). Variable-Temperature UV-vis studies on a golden yellow CH3CN solution of 2, with monitoring of the d-d transition at 530 nm (? = 39 L mol-1 cm-1 at 293 K) while the solution was heated from 253 to 303 K, showed that the high-spin fraction increased from 0.51 to 0.77. Cyclic voltammetry studies in CH3CN revealed a Fe(III)/Fe(II) redox process that was reversible for 1 and irreversible for 2, with significant tuning of the Epa value: The methylimidazole-Triazole complex 1 is significantly easier to oxidize (0.46 V) than the thiazole-Triazole complex 2 (0.68 V; both vs 0.01 M Ag/AgNO3).
Anti-biofilm effect of novel thiazole acid analogs against Pseudomonas aeruginosa through IQS pathways
Li, Shengrong,Chen, Siyu,Fan, Jilin,Cao, Zhen,Ouyang, Weihao,Tong, Ning,Hu, Xin,Hu, Jie,Li, Peishan,Feng, Zifeng,Huang, Xi,Li, Yuying,Xie, Mingshan,He, Ruikun,Jian, Jingyi,Wu, Biyuan,Xu, Chen,Wu, Weijian,Guo, Jialiang,Lin, Jing,Sun, Pinghua
, p. 64 - 73 (2018/01/10)
IQS has been proven to be a new quorum sensing (QS) system against bacterial biofilm formation, which is activated in the common phosphate-limiting environment of infected tissues taking over the central las system. Up to now, numerous biofilm inhibitors which function by affecting traditional QS system have been reported. However, no compound has been reported to exert anti-biofilm activity through IQS system. Herein, various novel IQS derivatives were synthesized by the reaction of thiazole-4-carboxylic acid with different linear alcohols (R-OH) or amines (R-NH2). IQS derivatives with four carbon chain length of R group were found to present the best biofilm inhibition activity. Compound B-11 as the model molecule was observed to inhibit biofilm formation only under phosphate-limiting condition, and increase in B-11 concentration significantly reduced the expression of rhlA-gfp and pqsA-gfp, but lasB-gfp. Moreover, B-11 reduced production of virulence factors of rhamnolipid and pyocyanin under phosphate limitation. These observations indicated that the synthesized compounds possessed the anti-biofilm activity through IQS pathways rather than traditional QS pathways, which pave a path for future molecular design against bacterial biofilm formation.
ALPHA-METHYLBENZYL-CONTAINING THIOUREA INHIBITORS OF HERPES VIRUSES CONTAINING A PHENYLENEDIAMINE GROUP
-
Page 45, (2010/02/06)
-
