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3-(치환) 테트라조일메칠세파로스포린의 합성과 생리활성
고옥현(Ok Hyun Ko),김영수(Young Soo Kim),고봉석(Bong Suk Ko),이재영(Jae Young Lee),하재천(Jai Chun Ha),방희재(Hee Jae Bang),유진철(Jin Cheol Yoo),강형룡(Hyung Ryong Kang) 대한약학회 1998 약학회지 Vol.42 No.1
For the development of new cephalosporin antibiotics with aminothiazolcarboxymethylethoxyimino moiety on the C-7 position and tetrazolymethyl moiety on the C-3 position of cephem ring, 70-[(Z)-2-(2-aminothiazol-4-yl)-2-(1-carboxy-1-methylethoxyimino)acetamido]-3-[5-(substituted)tetrazol-2-yl]methyl-3-cephem-4-carboxylic acids(28-35) were synthesized. These compounds were tested for antimicrobial activity in vitro against Gram(+) and Gram(-) bacteria. They showed remarkable antibacterial activity against Escherichia coli AB 1157, Escherichia coli AB 0111, Escherichia coli BE 1186, Micrococcus luteus ATCC 9341, Salmonella typhimurium TV 119, Salmonella typhimurium SL 1102, Staphylococcus aureus IFO 12732, Staphylococcus aureus R-209, but these compounds were not active against Pseudomonas aeruginosa N-10.
고옥현(Ok Hyung Ko),강형룡(Hyung Ryong Kang),유진철(Jin Cheol Yoo),김경수(Gyung Soo Kim),홍석순(Suk Soon Hong),김영수(Young Soo Kim),황화영(Hwa Young Hwang) 대한약학회 1992 약학회지 Vol.36 No.2
7beta-(5-Aryl-2H-tetrazol-2-yl)acetamidocephalosporanic acid (23~26) and 7beta-(5-Aryl-4-phenyl-4H-1,2,4-triazol-3-yl)thioacetamidocephalosporanic acid were synthesized by condensation of 5-Aryl-2H-tetrazol-2-acetyl choloride(17~20) and 5-Aryl-4-phenyl-4H-1,2,4-triazol-3-thioacetyl chloride(22~24) with 7-Aminocephalosporanic acid (7-ACA), respectively. These seven compounds were tested in vitro antimicrobial activity. These exhibited good antimicrobial activity against Gram-positive bacteria whereas most compounds showed decreased antimicrobial activity against Gram-negative bacteria.
7 beta-Diphenyl Triazolyl Thioacetamidocephalosporin의 합성과 항균작용
김영수(Young Soo Kim),고옥현(Ok Hyun Ko),강형룡(Hyung Ryong Kang) 대한약학회 1990 약학회지 Vol.34 No.2
7beta-[4-Phenyl-5-(3.4.5-trimethoxyphenyl)-4H-1.2.4-triazol-3-yl]thioacetoamidocepharosporanic acid was synthesized by condensation of 7-Aminocephalosporanic acid (7-ACA) with [4-Phenyl-5-(3.4.5-trimethoxyphenyl)-4H-1.2.4-triazol-3-yl] thioacetylchloride. This compound was tested for antimicrobial activity in vitro against nine species of microorganisms. It showed remarkable antibacterial activity against Bacillus subtilis, Micrococcus luteus, and Staphylococcus aureus.
유지석(Ji Seak Yoo),하재천(Jai Chun Ha),고옥현(Ok Hyun Ko),유진철(Jin Cheol Yoo),강형룡(Hyung Ryong Kang) 대한약학회 1999 약학회지 Vol.43 No.3
To develop new cephalosporin antibiotics with improved antibacterial activities, a series of 7beta-[2-(2-aminothiazol-4-yl)-(Z)-2-(1-carboxy-1-methylethoxyimino)acetamido]-3-[5-(heterocycle)thiomethylpyrrolidin-3-ylthio]methyl-3-cephem-4-carboxylic acid (14-18) having aminothiazol carboxymethylethoxyimino group on the C-7 position and (heterocycle) thiomethyl pyrrolidinthiomethyl group on the C-3 position of the cephem ring were synthesized. These compounds were tested for antimicrobial activity in vitro against Gram(+) and Gram(-) bacteria. Compounds 15 and 16 showed remarkable antibacterial activity against Salmonella typhimurium TV119 and Alcalienes faecalis KCTC1004, but most of compounds showed lower activity than cefotaxime.
고옥현,강형룡,유진철,김경수,홍석순,김영수,황화영,하재천 조선대학교 약학연구소 1992 藥學硏究誌 Vol.14 No.1
7β[5-(Substituted) phenyl-2H-tetrazol-2-yl]acetamidocephalospranic acid, 7β-(5-Diphnenyl-methyl-2H-tetrazol-2-yl) acetamidocephalosporanic acid and 7β-[5-(Substituted)-4-phenyl-1.2.4-triazol2-yl]thioacetamidocephalosporanic acid were synthesized and tested in vitro antimicrobial activity. These compounds exhibited good antimicrobial activity against Gram-positive bacteria whereas most compounds showed decreased antimicrobial activity against Gram-negative bacteria
高玉鉉,姜馨龍,李敦日,金永洙,白采善,金京洙 조선대학교 약학연구소 1990 藥學硏究誌 Vol.12 No.1
In order to synthesize Methotraxate(MTX) analogues, author synthesized 3-〔〔〔2-(N-Ethyl-N-tosyl-p-aminobenzenecarboxamido)ethyl〕thio〕methyl〕-2-methylimidazo-〔1,2-a〕pyridine(15), 2-(N-Ethyl-N-toyl-p-aminobenzoyl)-5-phenyl-2H-tetrazole(16),2-(N-Ethyl-N-tosyl-p-aminobenzoyl)-5-(nitrobenzyl)-2H-tetrazole(17), 3-〔〔〔2-(N-Ethyl-p-aminobenzenecarboxamido〕ethyl〕thio〕methyl〕-2-methylimidazo〔1,2-a〕pyridine(18), 2-(N-E-thyl-p-aminobenzoyl)-5-phenyl-2H-tetrazole(19), 2-(N-Ethyl-p-aminobenzoyl)-5-(4-nitro-benzyl)-2H-tetrazole(20), 2-Amino-3-cyano-5-〔3-〔〔〔2-(N-ethyl-p-aminobenzenecarboxa-mido)ethyl〕thio〕methyl〕-2-methylimidazo〔1,2-a〕pyridino〕methyl pyrazine(21), 2-Amino-3-cyano-5-〔2-N-ethyl-p-aminobenzol)-5-phenyl-2H-tetrazol-2-yl〕methylpyrazine(22), 3-A-mino-3-cyano-5-〔2-N-ethyl-p-aminobenzol)-5-(4-nitrobenzyl)-2H-tetrazol-2-yl〕methylp-yrazine(23), 2,4-Diamino-6-〔3-〔〔〔2-(N-ethyl-p-aminobenzenecarboxamido)ethyl〕thio〕methyl〕-2-methylimidazo〔1,2-a〕pyridino〕 methylpteridine(24), 2,4-Diamino-6-〔2-(N-ethyl-p-aminobenzoyl)-5-phenyl-2H-tetrazol-2-yl〕methylpteridine(25), and 2,4-Diamino-6-〔2-(N-ethyl-p-aminobenzol)-5-(4-nitrobenzyl)-2H-tetrazol-2-yl〕methylpteridine(26), respectively.
Aminothiazole Cephalosporin 계 항생물질의 합성
고옥현,강형룡 조선대학교 약학연구소 1998 藥學硏究誌 Vol.19 No.1
In order to develop new cephalosporin antibiotics with improved antimicrobial activities, 7-[(Z)-2-(aminothiazo1-4-y1)-2-(methoxyimino) acetamido]-3-[5-(4-methylthiophenyl) tetsazol-2-yl] thiocarbonylthiomethyl-3-cephem-4-carboxvlic acid and 7-[(Z)-2-(aminothiazo1-4-y1)-2-(methoxyimino) acetamido]-3-[5-(diphenyl methyl) tetrazol-2-yl] thiocarbonylthiomethy1-3-cephem-4-carboxylic acid were synthesized from 5-(4-methylthiophenyl) tetrazolyl-2- dithiocarbamate potassium salt or 5-(diphenylmethyl)tetrazolyl- 2-dithiocarbamate potassium salt and p-methoxybenzyl 7-[(Z)-2-(2- trity-laminothiazo1-4-yl)-2-(methoxyimino)acetamidol-3-chloromethyl-3-cephem-4-carboxylate, respectively.
7β-(5-Phenyl-2H-Tetrazolyl-2-Acetamido) Cephalosporanic Acid의 合成 및 抗菌作用에 관한 硏究
高玉鉉,姜馨龍,金京洙,金泳秀,洪石淳,金燦範 조선대학교 약학연구소 1992 藥學硏究誌 Vol.14 No.1
7β-(5-Phenyl-2H-tetrazolyl-2-acetamido) cephalosporanic acid was synthesized by condensation of 7-aminocephalosporanic acid(7-ACA) with(5-phenyl-2H-tetrazol-2-yl) acetyl chloride. This compound was tested for antimicrobial activity in vitro against Bacillus licheniformis ATCC 14580, Bacillus subtilis ATCC 6633, Candida albicans ATCC 10231, Escherichia coli ESS, Micrococcus luteus ATCC 9341, Pseudomonas aeruginosa IFO 13130, Staphylococcus aureus ATCC25923, Staphylococcus aureuss FDA-209p and Salmonella typhimurium SL 1102. This compound revealed excellent antibacterial activity against Bacillus subtilis ATCC 6633, Micrococcus luteus ATCC 9341, Staphylococcus aureus ATCC 25923 and Staphlococcus aureus FDA 209p. This compound have no antimicrobial activity against Candida albicans ATCC 10231, Pseudomonas aeruginosa IFO 13130 and Salmonella typhimurium SL 1102.
새로운 抗癌劑 合成에 關한 硏究 : Folate antagonist 합성 synthesis of folate antagonist
高玉鉉,姜馨龍 朝鮮大學校 1988 藥學硏究誌 Vol.10 No.1
The chemical synthesis of methotrexate analogues has been carried out modifying producedure which were also found to be applicable to the synthesis of methotrexate. In order to synthesize methotrexate analogues, author synthesized 2-amino-3-cyano-5-chlormethylpyrazine, N-ethyl-N-tosyl-p-aminobenzoylchloride, N^4-(N-ethyl-p-aminobenzoyl)-N^4-(5-methyl-3-isoxazolyl)sulfanilamide, N-ehtyl-p-aminobenzoylphenethylamide, 2-amino-3-cyano-5-〔N^4-(N-ethyl-p-aminobenzoyl)-N^1-(5-methyl-3-isoxazolyl)sulfanilamido〕methylpyrazine, 2-amino-3-cyano-5-(N-ethyl-p-aminobenzoylphenethylamido)methylpyrazine, 2,4-diamino-6-〔N^4-(N-ethyl-p-aminobenzoyl)-N^1-(5-methyl-3-isoxazolyl)sulfanilamido〕methylpyrazine and 2,4-diamino-9-(N-ethyl-p-aminobenzoylphenethylamido)methylpteridine, respectively.
새로운 沆癌劑 2-Amino-4-thio(3H)pteridine 誘導體의 合成에 關한 硏究
高玉鉉,姜馨龍,金永洙,金成原 조선대학교 약학연구소 1983 藥學硏究誌 Vol.5 No.1
In order to obtain some new anticancer agents, authors synthesized N^4-(2-amino-3-cyano-5-methylpyrazine 1-oxide)-N^1-(4, 6-dimethyl-2-pyrimidinyl) sulfanilamide, N^4-(2-amino-3-cyano-5-methylpyrazine 1-oxide)-N^1-(2, 4-dimethoxy-4-pyrimidinyl) sulfanilamide, N^4-(2-amino-3-cyano-5-methylpyrazine 1-oxide)-N^1-(5-methyl-1.3.4-thiadiazol-2-yl)sulfanilamide by condensing 2-amino-3-cyano-5-chloromethylpyrazine 1-oxyide and sulfamethazine, sulfadimethoxine and sulfamethizole, respectively. we also synthesized N^4-〔2-amino-4-thio(3H)-6-methyl pteridine 8-oxide〕-N^1-(4, 6-dimethyl-2-pyrimidinyl)sulfanilamide, N^4-〔2-amino-4-thio(3H)-6-methylpteridine 8-oxide〕-N^1-(2, 4-dimethoxy-4-pyrimidinyl)sulfanilamide and N^4-〔2-amino-4-thio(3H)-6-methylpteridine 8-oxide〕-N^1-(5-methyl-1.3.4-thiadiazol-2-yl)sulfanilamide, respectively.