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여수동,김중협,Soo-Dong Yoh,Joong Hyup Kim Korean Chemical Society 1989 대한화학회지 Vol.33 No.4
치환 2-phenylethyl tosylate와 치환 피리딘을 아세토니트릴에서, 2-phenylethyl m-nitrobenzenesulfonate(2-PNS)와 치환 피리딘을 아세토니트릴과 메탄올 용매 중에서 각각 반응시켰다. 기질과 친핵체 다같이 전자를 미는 치환기는 반응속도를 증가시켰다. 이들 결과는 전이상태 변화를 예측하는 More O'Ferral과 양자역학적인 모델에서 결합 파괴가 결합형성보다 더 진전된 $S_N2$ 메카니즘으로 진행함을 보였다. 전이상태 변화는 양자 역학적인 모델의 예측이 실험치와 잘 일치하였고 이탈기에서는 More O'Ferral 도시가 잘 맞지 않았다. 2-PNS 와 피리딘류와의 반응에서는 아세토니트릴이 메탄올용매보다 반응이 빨랐다. The rates for the reaction of substituted 2-phenylethyl tosylates with substituted pyridines were measured in acetonitrile and that of 2-PNS with substituted pyridines were investigated in both acetonitrile and methanol. The substitutent effect was accelerated by an electron-donating substituent on both substrate and nucleophile. Results showed that More O'Ferrall and quantum mechanical model of predicting transition state structure suggest the reaction proceeds via an $S_N2$ mechanism, in which bond-breaking is more advanced than bond-formation. Transition state variation predicted with the quantum mechanical model is consistent with the experimental results, whereas the predictions provided by the More O'Ferrall plots is found to be inconsistent in leaving group. In the reaction of 2-PNS, the rate constants in acetonitrile were larger than that in methanol.
서명은,김혜경,김중협 대한약학회 1987 약학회지 Vol.31 No.5
8-tert-Butyl-6,7-dihydro-5-methyl-8H-pyrrolo [3,2-e]-s-triazolo [1,5-a] pyrimidine (Bumepidil), one of the s-triazolo [1,5-a] pyrimidine derivatives, has been recently found to be the most promising potential coronary vasodilator and antihypertensive agent. In this report, a new synthetic approach for Bumepidil, via direct N-amination of amino pyrimidine intermediate, was studied and found to be useful method. The novel synthetic method comprise the following steps, acylation of $\gamma$-butyrolactone, condensation with guanidine, direct N-amination, cyclization, chlorination, and finally cyclization using tert-butyl amine.
D-1,3-Dioxolane 및 D-1,3-Oxathiolane 피리미딘 뉴크레오사이드의 합성
정병호,이종교,김중협,최보길,홍준희,차마리,신성은,정원근,천문우 전남대학교 약품개발연구소 1995 약품개발연구지 Vol.3 No.1
We synthesized D-1,3-dioxolanyl acetate from D-mannose using Frazer-Reide reaction and D-1,3-oxathiolanyl acetate from either D-mannose or D-galactose in good yields. These acetates were conjugated with various disilylated pyrimidine base using trimethylsilyl trifluoromethane sulfonate as a Lewis acid catalyst to obtain 32 different D-nucleosides.
천문우(Moon Woo Chun),김중협(Joong Hyup Kim),와따나베 에이 쿄오이치(Kyoichi A. Watanabe) 대한약학회 1991 약학회지 Vol.35 No.6
The synthetic methodologies for the preparation of C-nucleosides are divided into four categories, and each category is discussed in details. The chemical reactions which lead to other C-nucleosides from preformed the natural product pseudouridine are described first, followed by synthesis of C-nucleosides by condensation of pre-formed heterocyclic base with sugar, and by construction of heterocyclic base from a carbohydrate intermediate that bear functional carbon fragment at the anomeric position. Finally, methods of total synthesis of C-nucleosides from carbohydrate and achiral starting materials are presented.
L-1,3-Dioxolane 및 L-1,3-Oxathiolane 피리미딘 뉴크레오사이드의 합성
홍준희,박정하,송지연,최보길,정병호,김중협,이종교,정원근,천문우 전남대학교 약품개발연구소 1995 약품개발연구지 Vol.3 No.1
(±)-Dioxolane-T and(±)-BCH-189 are know to possess anti-HIV activities, and less to xicities compared to other dideoxynucleoside AIDS drugs. We have synthesized 34 different enantiomerically pure nucleosides by glycosylation of L-1,3-dioxolanyl acetate and L-1,3-oxathiolanyl acetate sugar moieties with uracil or 6-azauracil with alkyl chains(C₁-C₃) on 5 or 6 position.
제암성물질의 합성 및 항종양시험에 관한 연구III. 수종한국산식물의 Ethanol Extract의 항종양시험
정보섭(Bo Sup Chung),정원근(Won Keun Chung),김중협(Choong Hyp Kim),천문우(Moon Woo Chun) 대한약학회 1970 약학회지 Vol.14 No.3,4
Alcohol extracts of six plant namely Coix agrestis L>OUREIRO, Chloranthus Japonicus (Siebi) NAKAI, Ajuga Spectabilis NAKAI, Juglans mandsuria Max,, Cirsium Macki var Ussuriense KITA and Sasamorpha Purpurascense (Hack) NAKAI were subjected to the screening tests for anti-tumor activities against SN-36 Leukemia, Sarcoma 180 and Ehrlich ascites carcinoma. Of the six extracts, Ajuga Spectabilis NAKAI and Coix agrestis LOUREIRO were found to be potential in survival effect of tumor transplanted mice.
Acyclonucleoside류의 합성(7) - 6-아자유리딘의 2'', 3''-seco유도체의 합성 -
신대홍(Dae Hong Shin),양재욱(Jae Wook Yang),김중협(Joong Hyup Kim),정원근(Won Keun Chung),천문우(Moon Woo Chun) 대한약학회 1992 약학회지 Vol.36 No.6
Synthesis of 6-aza-2''-azido-2'', 3''-secouridine, 6-aza-2'', 3''-diazido-2'', 3''-secouridine, and 6-aza-5''-azido-2'', 3''-secouridine as potential antiviral agents is described. These acyclic nucleosides were synthesized from uridine by the method of ring opening reaction of sugar moiety. And these compounds were tested against HSV-1 and HSV-2, but the in vitro test results of these compounds were negative.
L-1,3-Dioxolane 및 L-1,3-Oxathiolane 피리미딘 뉴크레오사이드의 합성
홍준희(Joon Hee Hong),박정하(Jeong Ha Park),송지연(Ji Yeon Song),최보길(Bo Gil Choi),정병호(Byung Ho Chung),김중협(Joong Hyup Kim),이종교(Chong Kyo Lee),정원근(Won Keun Chung),천문우(Moon Woo Chun) 대한약학회 1994 약학회지 Vol.38 No.6
(+/-)Dioxolane-T and(+/-)BCH-189 are know to possess anti-HIV activities, and less to xicities compared to other dideoxynucleoside AIDS drugs. We have synthesized 34 different enantiomerically pure nucleosides by glycosylation of L-1,3-dioxolanyl acetate and L-1,3-oxathiolanyl acetate sugar moieties with uracil or 6-azauracil with alkyl chains(C1-C3) on 5 or 6 position.