112601-99-7Relevant academic research and scientific papers
Palladium-catalyzed conversion of aldehydes to (2E)-, (2E,4E)-unsaturated amides in the presence of tri-n-butyl-arsine or phosphine
Shen,Zhou
, p. 657 - 664 (1992)
Palladium-catalyzed conversion of aldehydes to (2E)-, (2E,4E)-unsaturated amides in the presence of tri-n-butyl-arsine or -phosphine is described.
Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum
Baruch, Yifat,Gopas, Jacob,Kadosh, Yael,Kumar, Rajendran Saravana,Kushmaro, Ariel,Muthuraman, Subramani,Yaniv, Karin
, (2021/05/28)
Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.
Polyethyleneimine-Supported Triphenylphosphine and Its Use as a Highly Loaded Bifunctional Polymeric Reagent in Chromatography-Free One-Pot Wittig Reactions
Xia, Xuanshu,Toy, Patrick H.
supporting information, p. 1737 - 1743 (2015/07/20)
A polyethyleneimine-supported triphenylphosphine reagent has been synthesized and used as a highly loaded bifunctional homogeneous reagent in a range of one-pot Wittig reactions that afforded high yields of the desired products after simple purification procedures. The approach also served efficiently in tandem reaction sequences involving a one-pot Wittig reaction followed by conjugate reduction of the newly formed alkene product in situ. In these transformations, the phosphine oxide groups generated in the Wittig reaction served as the catalyst for activating trichlorosilane in the subsequent reduction reaction.
Cinnamoyl inhibitors of tissue transglutaminase
Pardin, Christophe,Pelletier, Joelle N.,Lubell, William D.,Keillor, Jeffrey W.
, p. 5766 - 5775 (2008/12/22)
(Figure Presented) Transglutaminases (TGases) catalyze the intermolecular cross-linking of certain proteins and tissue TGases (TG2) are involved in diverse biological processes. Unregulated, high TGase activities have been implicated in several physiological disorders, but few reversible inhibitors of TG2 have been reported. Herein, we report the synthesis of a series of novel trans-cinammoyl derivatives, discovered to be potent inhibitors of guinea pig liver transglutaminase. The most effective inhibitors evaluated can be sorted into two subclasses: substituted cinnamoyl benzotriazolyl amides and the 3-(substituted cinnamoyl)pyridines, referred to more commonly as azachalcones. Kinetic evaluation of both of these subclasses revealed that they display reversible inhibition and are competitive with acyl donor TGase substrates at IC50 values as low as 18 μM. An analysis of structure - activity relationships within these series of inhibitors permitted the identification of potentially important binding interactions. Further testing of some of the most potent inhibitors demonstrated their selectivity for TG2 and their potential for further development.
Synthesis of 1-Fluoro-2-Phenylvinyl Piperidino Ketones
Shen, Yanchang,Zhou, Yuefen
, p. 3081 - 3084 (2007/10/02)
A new palladium-catalysed synthesis of 1-fluoro-2-phenylvinyl piperidino ketones is described.
A new one-pot synthesis of α,β-unsaturated amides
Zheng,Wang,Shen
, p. 1611 - 1617 (2007/10/02)
A new one-pot synthesis of α,β-unsaturated amides with high stereoselectivity by the reaction of aldehydes with bromoacetamides promoted by tri-n-butylphosphine and zinc is described.
A FACILE AND HIGHLY STEREOSELECTIVE SYNTHESIS OF (2E)-, (2E,4E)-UNSATURATED AMIDES AND RELATED NATURAL PRODUCTS
Huang, Y. Z.,Shi, Lilan,Yang, Jianhua,Zhang, Jingtao
, p. 2159 - 2162 (2007/10/02)
A facile synthesis of (2E)- and (2E, 4E)-unsaturated amides was achieved via arsonium bromides with high stereoselectivity.Its application to the synthesis of related natural products 4 and 5 is also reported.
Lactam and Amide Acetals: Part XVII - Reactions of 1,1-Dimethoxy-1-(N-piperidinyl)ethane and 2-Ethoxy-1-methylindole with Electrophiles
Jotwani, Padma,Singh, Jujhar,Anand, Nitya
, p. 1039 - 1041 (2007/10/02)
Reactions of araldehydes with 1,1-dimethoxy-1-(N-piperidinyl)ethane (1) yield 3-aryl-1-(N-piperidinyl)-2-propen-1-ones (3-10), while 2-ethoxy-1-methylindole (2) reacts with araldehydes to afford aryldi-(2-ethoxy-1-methylindole-3-yl)methanes (11-16).Reaction of 2 with phenyl isocyanate and phenyl isothiocyanate gives 2-ethoxy-1-methyl-3-phenylcarbamoyl and thiocarbamoylindoles (17 and 18) respectively.
