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( Zengtao Wang ),( Zhiguo Liu ),( Seung Hoon Cheon ) 전남대학교 약품개발연구소 2015 약품개발연구지 Vol.24 No.-
Facile synthesis of 5-substituted 1H-tetrazoles was achieved by treating nitriles with NaN₃ in water or toluene in the presence of tetrabutylammonium hydrogen sulfate (TBAHS). The reaction could be carried out in water as well as in toluene. The procedure is environment-friendly, practical, and provides excellent yield of tetrazoles.
Zengtao Wang,Zhiguo Liu,천승훈 대한화학회 2015 Bulletin of the Korean Chemical Society Vol.36 No.1
Facile synthesis of 5-substituted 1H-tetrazoles was achieved by treating nitriles with NaN3 in water or toluene in the presence of tetrabutylammonium hydrogen sulfate (TBAHS). The reaction could be carried out in water as well as in toluene. The procedure is environment-friendly, practical, and provides excellent yield of tetrazoles.
Concise synthesis of licochalcone C and its regioisomer, licochalcone H
Zengtao Wang,Yongkai Cao,Suresh Paudel,윤구,천승훈 대한약학회 2013 Archives of Pharmacal Research Vol.36 No.12
Licochalone C (7a) is a retrochalcone isolatedfrom Glycyrrhiza inflata, which shows potent antioxidantproperties and inhibition of bacterial growth and cellularrespiration. Biological studies have suggested that licochalconeC attenuates the lipopolysaccharide and interferongammainduced inflammatory response by decreasing theexpression and activity of inducible nitric oxide synthaseand modulating the antioxidant network activity of superoxidedismutase, catalase, and glutathione peroxidaseactivity. Licochalcone C also inhibits NADH-cytochrome Creductase in the membrane fraction of Micrococcus luteus. Since pharmacological activity studies of licochalcone C areongoing and the yield of the compound is poor from naturalproduct, we report a concise four step synthesis of licochalconeC (7a) and its regioisomer, tentatively called licochalconeH (7b), by employing acid-mediated Claisen-Schmidt condensation as a key step with 6 and 20 % overallyield, respectively.
Design, synthesis and evaluation of 5-substituted 1-H-tetrazoles as potent anticonvulsant agents
Aimei LIAO,Tiantian Wang,Bangrong Cai,Yi Jin,천승훈,ChangJu Chun,Zengtao Wang 대한약학회 2017 Archives of Pharmacal Research Vol.40 No.4
A series of 5-substituted 1-H-tetrazoles weredesigned and synthesized as potent anticonvulsant agents. Their preliminary anticonvulsant activities were evaluatedusing maximal electroshock and subcutaneouspentylenetetrazole (scPTZ) seizure tests. Neurotoxicity wasdetermined using rotarod test. The results indicated that thecompound 2j in scPTZ model exhibited the ED50 values of83.3 mg/kg, superior to the standard drug ethosuximidewith the maximum activity. In addition, compound 2kshowed the most potent activity in MES model with ED50value of 9.6 mg/kg and TD50 value of 189.5 mg/kg afterintraperitoneal injection in mice, and displayed a highprotective index (TD50/ED50) of 19.7 compared to referenceantiepileptic drugs.
Stereoselective Total Synthesis of (+)-Licochalcone E
Zhiguo Liu,Seung Hoon Cheon,Zengtao Wang,윤구 대한약학회 2011 Archives of Pharmacal Research Vol.34 No.8
The synthesis of (+)-licochalcone E (1) was accomplished for the first time in 13 steps from aryl bromide (6) with 8% overall yield. Palladium-catalyzed Negishi-Reformatsky coupling reaction of compound 6 with ethyl 2-(tributylstannyl)acetate provided the aryl acetic ester (5), which was converted to aryl acetamide (4) via mixed anhydride formation. Chiral auxiliarymediated methylation of the (S)-4-benzyl-2-oxazolidinone-derived aryl acetamide (4) provided the key asymmetric benzylic methyl group in compound 1.