2566-22-5Relevant articles and documents
An expedient synthesis of N-(1-(5-mercapto-4-((substituted benzylidene)amino)-4H-1,2,4-triazol-3-yl)-2-phenylethyl)benzamides as jack bean urease inhibitors and free radical scavengers: Kinetic mechanism and molecular docking studies
Saeed, Aamer,Larik, Fayaz Ali,Channar, Pervaiz Ali,Mehfooz, Haroon,Ashraf, Mohammad Haseeb,Abbas, Qamar,Hassan, Mubashir,Seo, Sung-Yum
, p. 764 - 777 (2017)
In this study, some new azomethine-triazole hybrids 5a–5l derived from N-benzoyl-L-phenylalanine were synthesized and characterized. The synthesized compounds showed first-rate, urease inhibition, and compounds 5c and 5e were found to be most effective inhibitors with 0.0137?±?0.00082?μm and 0.0183?±?0.00068?μm, respectively (thiourea 15.151?±?1.27?μm). The kinetic mechanism of urease inhibition revealed the compounds 5c and 5e to be non-competitive inhibitors, whereas compounds 5d and 5j were found to be of mixed-type inhibitors. Docking studies also indicated better interaction patterns with urease enzyme. The results of enzyme inhibition, kinetic mechanism and molecular docking suggest that these compounds can serve as lead compounds in the design of more effective urease inhibitors.
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Onuma et al.
, p. 3163,3164,3166 (1979)
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OCCURRENCE AND BIOSYNTHESIS OF ASPERPHENAMATE IN SOLID CULTURES OF PENICILLIUM BREVICOMPACTUM
Bird, Bruce A.,Campbell, Iain M.
, p. 2405 - 2406 (1982)
The ester of N-benzoylphenylalanine and N-benzoylphenylalaninol, asperphenamate, was isolated from solid cultures of Penicillium brevicompactum.Isotope from L-phenylalanine was well incorporated into both benzoyl groups and into the phenylalanine and phenylalaninol moieties.Isotope from benzoic acid was also well incorporated into asperphenamate.Key Word Index-Penicillium brevicompactum; Hyphomycetes; fungus; biosynthesis; asperphenamate; phenylalanine derivatives.
Electrophilic Sulfonium-Promoted Peptide and Protein Amidation in Aqueous Media
Wan, Chuan,Feng, Yuan,Hou, Zhanfeng,Lian, Chenshan,Zhang, Liang,An, Yuhao,Sun, Jinming,Yang, Dongyan,Jiang, Chenran,Yin, Feng,Wang, Rui,Li, Zigang
supporting information, p. 581 - 586 (2022/01/20)
A novel amidation strategy using electrophilic sulfonium, which is soluble and stable in aqueous conditions, was developed. The sulfoniums could activate thioacid and carboxyl acid to efficiently react with amines to afford amides. This method enables applications in amidation in both aqueous media and solid-phase peptide synthesis, peptide/protein modifications, and reactive lysines of a proteome at pH 10 with activity-based protein profiling. A peptide ligand-directed labeling of the USP7-UBL2 domain was also performed using this method.
Hybrids of aurantiamide acetate and isopropylated genipin as potential anti-inflammatory agents: The design, synthesis, and biological evaluation
Wang, Hongwei,Gao, Sufan,Li, Jiaming,Ma, Xiaodong,Liu, Wandong,Qian, Shihu
, p. 797 - 808 (2020/12/03)
A novel series of hybrids designed on the basis of aurantiamide acetate and isopropylated genipin were synthesized and biologically evaluated as anti-inflammatory agents. Among them, compound 7o exhibited the best inhibitory activity against TNF-α secretion (IC50?=?16.90?μM) and was selected for further in vitro and in vivo functional study. The results demonstrated that 7o was capable of suppressing the expression of LPS-induced iNOS and COX-2, as well as reducing the production of NO at the concentration of 5?μM, which may be resulted from its regulation of NF-κB signaling and MAPK signaling. Moreover, compound 7o exhibited favorable in vivo anti-inflammatory activity with an inhibition rate of 53.32% against xylene-induced ear swelling in mice at the dose of 5?mg/kg.
Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: Access to chiral benzothiazolopyrimidine derivatives
Ni, Qijian,Wang, Xuyang,Xu, Fangfang,Chen, Xiaoyun,Song, Xiaoxiao
supporting information, p. 3155 - 3158 (2020/03/23)
An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20?:?1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.