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항암성 물질 Psorospermin의 합성중간체인 6-[3-(Hydroxymethyl)-2,3-epoxybutyl]-3,5-dimethoxyphenol의 합성
고옥현(Ok Hyun Ko) 대한약학회 1986 약학회지 Vol.30 No.6
6-[3-(Hydroxymethyl)-2,3-epoxybutyl]-3,5-dimethoxyphenol was synthesized by means of the eight steps, such as allylether, Claissen rearrangement, tosylation, oxidation, Wittig reaction, reduction and epoxidation from 3,5-dimethoxyphenol. The epoxidation of 6-[3-(hydroxymethyl)-2-butenyl]-3,5-dimethoxy phenol using the L-(+)-diethyltartrate(DET), titanium(IV) isopropoxide Ti[(O-iPr)4] and t-butylhydroperoxide(TBHP) is described.
고옥현(Ok Hyun Ko) 대한약학회 1997 약학회지 Vol.41 No.3
The efficient synthesis of xanthone derivatives, which are important intermediates in the synthesis of psorospermin as a anticancer agent, from 3-(benzyloxy)-2-hydroxybenzoic acid and 6-allyl-3,5-dihydroxyl-1-tosyloxybenzene as a starting material will be reported herein.
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.
1,4-위치에 측쇄를 가진 신규 뉴크레오사이드의 합성 및 항바이러스 약효검색
김애홍,고옥현,홍준희,Kim, Ai-Hong,Ko, Ok-Hyun,Hong, Joon-Hee 대한약학회 2007 약학회지 Vol.51 No.2
In these study novel 1,4-disubstituted carbocyclic nucleoside analogues were synthesized as potential antiviral agents. The coupling reaction of the alcohol 8${\alpha}$ with natural bases using Mitsunobu reaction afforded the target nucleosides 13, 14. The synthesized compounds were evaluated for their antiviral activity against various viruses such as HIV-1, HSV-1, HSV-2 and HCMV. Cytosine derivative 13 exhibited moderate antiviral activity against HIV-1 (EC$_{50}$=16.4 ${\mu}$M).
오창현(Chang-Hyun Oh),안수현(Su Hyun An),백대진(Daejin Baek),홍준희(Joon Hee Hong),고옥현(Ok Hyun Ko) 대한약학회 2003 약학회지 Vol.47 No.6
Synthesis of (1R,5S,6S)-6-[(1R-1-hydroxyethyl]-2- [(3S,5S)-5-(2-ethoxycarbonyl-1-moxy(hydroxy)iminoethyl)pyrrolidine-3- ylthio]-1-methylcarbapen-2-em-3-carboxylic acids (10a,10b) were described. Methyl(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxyla late (1) was prepared from trans-4-hydroxy-L-proline with (2S,4R)-abs olute configuration as starting material. (2S,4S)-1-allyloxycarbonyl-2-(2-ethoxycarbonyl- hydroxy(methoxy)iminoethyl)-4-mercapto- pyrrolidines (6,7) were obtained from the tritylthio compound (1). (1R,5S,6S)-6-[(1R)-1- hydroxyethyl]-2-[(3S,5S)-5-(2-ethoxycarbonyl-1-methoxy(hydroxy)imino- ethyl)pyrrolidine-3-ylthio]-1-methylcarbapem-2-em-3-carboxylic acids (10a, 10b) were obtained by the coupling reaction with carbapenem diphenylphosphates (8) and pyrrolidine-thiol moiety (6,7). Their in vitro antibacterial activities against both Gram-positive and Gram-negative were tested. Compounds (10a,10b) showed potent antibacterial activity except pseudomonas aerusinosa.
고석태(Suk Tai Ko),문영희(Young Hee Moon),고옥현(Ok Hyun Ko) 한국생약학회 1977 생약학회지 Vol.8 No.2
In this study the effect of water extract of Viticis rotundifoliae Fructus(VRE) on the blood pressure of the rabbit was investigated. The results of the experiment are as follows. 1. VRE produced a fall of blood pressure, exhibiting dose-action curve in the rabbit. 2. The depressor effect of VRE was inhibited by atropine and chlorisondamine, potentiated by physostigmine, and then potentiated slightly by bethanidine. 3. Effect of VRE was not influenced by propranolol and cyproheptadin. The above results indicate that hypotension of VRE is produced by stimulation of parasympathetic nervous system induced centrally.
Polyacryloyl- 및 Polymethacryloylcephradine의 합성과 항균작용에 관한 연구
김선일,차월석,나재운,김영호,고옥현,Kim, Sun-Il,Cha, Wol-Suk,Na, Jae-Woon,Kim, Young-Ho,Ko, Ok-Hyun 대한화학회 1992 대한화학회지 Vol.36 No.2
The reaction of N-hydroxysuccinimide with polyacrylic acid and polymethacrylic acid gave poly(N-acryloxysuccinimide)and poly(N-methacryloxysuccinimide), whose reaction with cephradine provided polyacryloylcephradine and polymethacryloylcephradine. The activities of these polymeric drugs were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. Polyacryloylcephradine revealed excellent antibacterial activity against Staphylococcus aureus ATCC 25923, Staphylococcus aureus FDA 209P, Bacillus subtilis ATCC 6633, Bacillus licheniformis ATCC 14580, Escherishia coli BE 1186 and Salmonella typhimurium TV 119. Polymethacryloylcephradine revealed excellent Staphylococcus aureus ATCC 25923, Staphylococcus aureus FDA 209P, Bacillus subtilis ATCC 6633, Escherichia coli Be 1186 and Salmonella typhimurium TV 119. Polyacrylic acid와 polymethacrylic acid를 N-hydroxysuccinimide에 반응시켜 poly(N-acryloxysuccinimide)와 poly(N-methacryloxysuccinimide)를 합성하고, 이것과 cephradine을 반응시켜 polyacryloylcephradine과 polymethacryloylcephradine을 합성하였다. 이들 중합체약의 항균성을 2단계 희석법에 의하여 최소 발육저지 농도로서 조사하였다. Polyacryloylcephradine 중합체에 대한 최소 발육저지 농도는 Staphylococcus aureus ATCC 25923, Staphylococcus aureus FDA 209P, Bacillus subtilis ATCC 6633, Bacillus licheniformis ATCC 14580, Escherichia coli BE 1186 및 Salmonella typhimurium TV 119 균주들에 항균성이 대체적으로 우수하였다. Polymethacryloylcephylococcus aureus FDA 209P, Bacillus subtilis ATCC 6633, Escherichia coli BE 1186 및 Salmonella typhimurium TV 119 균주들에 대해서 항균력을 보여주었다.
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.
4',5'-측쇄를 가진 새로운 피리미딘 뉴크레오사이드의 합성 및 항바이러스 약효검색
김애홍(Aihong Kim),구대호(Dae-Ho Ko),고옥현(Ok Hyun Ko),홍준희(Joon Hee Hong) 대한약학회 2005 약학회지 Vol.49 No.1
The synthesis of 4',5'-doubly branched carbocyclic nucleosides was accomplished in this study. The selective methylation in the 5'-position was made by Felkin-Anh controlled Grignard addition. The construction of the required 4'-quaternary carbon was carried out by using a [3,3]-sigmatropic rearrangement. Bis-vinyl 6 was successfully cyclized using a Grubbs' catalyst ll. The natural pyrimidine bases (cytosine, uracil, thymine) were efficiently coupled using a Pd(0) catalyst. When the synthesized compounds were examined for their activity against several viruses such as the HIV-1, HSV-1, HSV-2 and HCMV, the cytosine analogue 13 exhibited weak antiviral activity against the HCMV.