1200-07-3Relevant articles and documents
Artificial Ligands of Streptavidin (ALiS): Discovery, Characterization, and Application for Reversible Control of Intracellular Protein Transport
Terai, Takuya,Kohno, Moe,Boncompain, Gaelle,Sugiyama, Shigeru,Saito, Nae,Fujikake, Ryo,Ueno, Tasuku,Komatsu, Toru,Hanaoka, Kenjiro,Okabe, Takayoshi,Urano, Yasuteru,Perez, Franck,Nagano, Tetsuo
, p. 10464 - 10467 (2015)
Artificial ligands of streptavidin (ALiS) with association constants of 106 M-1 were discovered by high-throughput screening of our chemical library, and their binding characteristics, including X-ray crystal structure of the streptavidin complex, were determined. Unlike biotin and its derivatives, ALiS exhibits fast dissociation kinetics and excellent cell permeability. The streptavidin-ALiS system provides a novel, practical compound-dependent methodology for repeated reversible cycling of protein localization between intracellular organella.
Design, synthesis and neuroprotective activities of novel cinnamide derivatives containing benzylpiperazine moiety
Zhong, Yan,Li, Xiaofeng,Zhang, Aixia,Xu, Yi,Li, Ping,Wu, Bin
, p. 1366 - 1373 (2018)
A new series of cinnamide derivatives 6a–l were synthesized by the reaction of acyl chlorides with various substituted benzylpiperazines. The structures were characterized by 1H NMR, 13C NMR, and HRMS. The potential neuroprotective activities of cinnamide analogs were evaluated in differentiated rat pheochromocytoma cells (PC12 cells) and in mice subjected to acute cerebral ischemia. Among the series, 6a, 6b, and 6c, featuring a 1,3-benzodioxole moiety, showed potent neuroprotection both in vivo and in vitro. The three compounds were selected and further studied to determine their mechanism of action. MTT assay, Hoechst 33342/PI double staining, and high content screening (HCS) revealed that pretreatment of the cells with 6a, 6b, and 6c has significantly decreased the extent of cell apoptosis in a dose-dependent manner. The results of western blot analysis demonstrated these compounds suppressed apoptosis of glutamate-induced PC12 cells via caspase-3 pathway. These compounds can be lead compounds for further discovery of neuroprotective agents for treating cerebral ischemic stroke.
A Simple and straightforward synthesis of cinnamic acids and ylidene malononitriles via knoevenagel condensation employing dabco as catalyst
Nagalakshmi,Diwakar,Govindh,Gopal Reddy,Venu,Bhargavi,Prasanna Devi,Murthy,Siddaiah
, p. 1561 - 1564 (2017)
An efficient method for the synthesis of substituted cinnamic acid and ylidene malanonitriles is developed via Knoevenagel condensation of aromatic aldehydes with malonic acid and malononitrile in the presence of catalytic amounts of DABCO. This method has many advantages, such as mild reaction conditions, excellent yields, short reaction times and no furthur purification required.
Diphenylamino-substituted tristyryl: Vs. triphenyl isocyanurates: Improved conjugation has minimal impact on two-photon absorption
Triadon, Amédée,Ngo Ndimba, Alphonsine,Richy, Nicolas,Amar, Anissa,Boucekkine, Abdou,Roisnel, Thierry,Cifuentes, Marie P.,Humphrey, Mark G.,Blanchard-Desce, Mireille,Mongin, Olivier,Paul, Frédéric
, p. 11289 - 11293 (2018)
This contribution reports the synthesis of C87H60N6O3 (3-NPh2), the tristyryl analogue of the triphenylisocyanurate C81H54N6O3 (2-NPh2) which was previously demonstrated to be an active two-photon absorber. Contrary to expectation, planarization and extension of the central π-system does not lead to a marked improvement of the two-photon absorption cross-section.
Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation
Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei
supporting information, p. 5905 - 5908 (2021/06/18)
A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.
Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes
Pitchumani, Venkatachalam,Breugst, Martin,Lupton, David W.
supporting information, p. 9413 - 9418 (2021/12/09)
β-Substituted acrylamides have low electrophilicity and are yet to be exploited in the enantioselective Rauhut–Currier reaction. By exploiting electron-withdrawing protection of the amide and moderate nucleophilicity N-heterocyclic carbenes, such substrates have been converted to enantioenriched quinolones. The reaction proceeds with complete diastereoselectivity, good yield, and modest enantioselectivity. Derivatizations are reported, as are computational studies, supporting decreased amide bond character with electron-withdrawing protection of the nitrogen.
