정량적인 구조-활성상관(QSAR) 기법에 의한 새로운 농약의 개발 : Ⅳ. 국내의 연구 동향과 전망 Ⅳ. A Tendency of Research and Prospect in Korea

성낙도 한국응용생명화학회 2003 Applied Biological Chemistry (Appl Biol Chem) Vol.46 No.3

Biological Hammett Equation에 기초하여 Hansch-Fujita식으로 제안된 정량적인 구조 활성상관(QSAR) 기법(Sung, Nack-Do (2002) Development of new agrochemicals by quantitative structure-activity relationship(QSAR) methodology. Kor. J. Pestic. Sci. 6: 166-174, 231-243 및 7: 1-11)에 따른 새로운 농약의 탐색과 개발에 관하여 1990년도를 전후한 국내에서 이루어진 QSAR 기법 중 주로 2D QSAR 기법의 활용연구 현황에 대하여 조명하였다. It was reviewed for the status of domestic research before and after 1990's for search of a new pesticides using 2D QSAR of quantitative structure-activity relationship (QSAR) methodologies (Sung, Nack-Do (2002) Development of new agrochemicals by quantitative structure-activity relationship (QSAR) methodology. Kor. J. Pestic. Sci. 6, 166-174, 231-243 & 7, 1-11) which was proposed according to Hansch-Fujita equation based on the concept of biological Hammett equation.

정량적인 구조-활성상관(QSAR) 기법에 의한 새로운 농약의 개발 -IV. 국내의 연구 동향과 전망-

성낙도,Sung, Nack-Do 한국응용생명화학회 2003 한국농화학회지 Vol.46 No.3

Biological Hammett Equation에 기초하여 Hansch-Fujita식으로 제안된 정량적인 구조 활성상관(QSAR) 기법 (Sung, Nack-Do (2002) Development of new agrochemicals by quantitative structure-activity relationship (QSAR) methodology. Kor. J. Pestic. Sci. 6: 166-174, 231-243 및 7: 1-11)에 따른 새로운 농약의 탐색과 개발에 관련하여 1990년도를 전후한 국내에서 이루어진 QSAR 기법중 주로 2D QSAR기법의 활용연구 현황에 대하여 조명하였다. It was reviewed for the status of domestic research before and after 1990's for search of a new pesticides using 2D QSAR of quantitative structure-activity relationship (QSAR) methodologies (Sung, Nack-Do (2002) Development of new agrochemicals by quantitative structure-activity relationship (QSAR) methodology. Kor J. Pestic. Sci. 6, 166-174, 231-243 & 7, 1-11) which was proposed according to Hansch-Fujita equation based on the concept of biological Hammett equation.

새로운 抗菌劑로서 1-(phenoxymethyl)benzotriazole 誘導體의 合成과 定量的 構造活性關係(QSAR) 分析

成洛道,林治煥,崔宇永,高東成,權奇星 충남대학교부설 생명공학연구소 1992 생물공학연구지 Vol.2 No.-

14종의 새로 합성된 1-(phenoxymethyl)benzotriazole(Ⅰ)(Y=0)과 1-(thiophenoxymethyl)benzotriazole (Ⅱ)(Y=S) 및 1-(azidomethy) benzotriazole(Ⅲ) 유도체의 구조와 in vitro에서 Pyricularia oryzae, Fusarium oxysporum f. sp. sesami, Valsa ceratosperma 및 Botrytis cinerea에 대한 균사 생장을 50% 저해하는 활성(pI_50)사이의 구조-항균활성 상관관계들을 QSAR방법으로 연구하였다. (Ⅰ)의 항균활성은 (Ⅱ)와 (Ⅲ)보다 우세하였으며 phenoxy group(Ⅰ)의 치환기 효과는 수소 결합성 (HB)과 포물선 관계의 electronic effect(σ), steric effect(B_1) 그리고 hydrophobic effect(π)로 설명된다. P. oryzae와 F. axysporum f. sp. sesami의 항균 활성에 대한 치환기의 적정값은 B_1=1.40A, (H)와 σ=0.07∼0.15, (H)이고 V. ceratosperma와 B. cinerea에 대하여는 각각 σ=0.23∼0.28, (C1)과 π=0.70, (C1)이었으며 가장 효과적인 화합물인 (Ia)와 (Id)의 구조-활성관계가 검토되었다 (1990년 5월 11일 접수, 1990년 9월 20일 수리). The structure-antifungal activity correlations between the structure of fourteen new 1-(phenoxymethyl)benzotriazoles (Ⅰ) (Y=0), 1-(thiophenoxymethyl)benzotriazoles (Ⅱ) (Y=S) and 1-(azidomethy)benzotriazole (Ⅲ) derivatives were synthesized, and their activity, fifty percent inhibition of mycelial growth(pI_50), in vitro against Pyricularia oryzae, Fusarium oxysporum f. sp sesami, Valsa ceratosperma and Botrytis cinerea were investigated using a generalized QSAR method. The activity of (Ⅰ) was superior to those of (Ⅱ) and (Ⅲ). The effect of the substituents (Ⅹ) on the phenoxy group (Ⅰ) was rationalized by a parabolic function of electronic (σ), steric (B_1) and hydrophobic parameter(π), and hydrogen bonding (HB). Where the optimal values of substituent on the fungicidal activity againt P. oryzae and F. axysporum f. sp. sesami are B_1=1.40A ; (H) and σ=0.07∼0.15;(H), and those of substituent on the fungicidal activity against V. ceratosperma and B. cinerea are σ=0.23∼0.28; (Cl), π=0.70; (C1), respectively. The most effective compound (Ⅰa) and (Ⅰd) were examined in this study.

錦江 流域의 水質 汚染度(1981)

成洛道,鄭憲俊,吳仁敎 圓光大學校 基礎自然科學硏究所 1982 基礎科學硏究誌 Vol.1 No.1

The authors has made an investigation on the water pollution of Kum River in chungnam province area from January to December 1981 and discusses the results of the water quality for the water samples were taken from 5 stations along the Kum River basin that is, Caechung dam (Ⅰ), Meapo(Ⅱ), Yeungi(Ⅲ), Gongju(ⅳ) Bueyeu(ⅴ). It is confirmed, by the analysis of B.O.D., C.O.D., S.S. and coliform that the Kum rever water was relatively less polluted than the other. Therefore it may be suitable still as source of water system. The relationships between pollutants in the Kum River Basin are as follow; B.O.D.(㎎/ℓ)=1.30C.O.D.-0.05(㎎/ℓ)

N-(p-nitrophenyl)-p-chlorobenzohydrazonyl bromide에 對한 Hydrogen azid의 親核性 置換反應메카니즘과 그의 速度論的 硏究

成洛道,權奇星 圓光大學校 1979 論文集 Vol.13 No.2

The nucleophilic substitution of N-(p-nitrophenyl)-p-chlorobenzohydraonyl bromide(NHB) with hydrogen azid have been investigated by ultra-violet spectrophotometry in 50% dioxane-water mixed solvent at 28℃. The initial product of reaction was found to be the correspeonding hydrazonyl azid. Analysis of the solvent effect, the general base catalysis and the rate equation which can be applied over wide pH range suggests that the bimolecular subsitution proceed throught the SN₂mechanism above pH 6.50 and nucleophilic addtion elimination below pH 5.0. These two reactions occur competitively in the range of pH from 5.0 to 6.50.

살충성 O,O-Dimethyl-O-(3-Methyl-4-Nitrophenyl)-Phosphorothioate (Sumithion^�)의 전기화학적 환원반응에 미치는 Micell의 영향

成洛道,明平根,朴勝熙,金日光 圓光大學校 基礎自然科學硏究所 1987 基礎科學硏究誌 Vol.6 No.3

The electrochemical reduction of sumithion in various surfactants, NaLS, CTABr, Trition X-100 and in acetonitrile solution has been examined by DC, DP polarography and cyclic voltammetry(CV). Especially, in anionic surfactant, NaLS solution, the height of reduction wave is dramatic eliminated and half-vale potentials are shifted to strong negative potential (-2.7 volt vs. Ag-AgCl) by repulsion of nitro group in sumithion and anionic micell surfaces. the processes of reduction of sumithion were irreversibly electrochemical mechanism and the result of the reaction at high cathodic potential (-2.7 volt vs. Ag-Agl) by repulsion of nitro group in sumithion and anionic micell surfaces. The processes of reduction of sumithion were irreversibly electrochemical mechanism and the result of the reaction at high cathodic potential (-2.7 volt vs. Ag-AgC1), O,O-dimethy1-O-(3-methylhydoxyaminophenyl) phosphorothioate is formed as major product via O,O-dimethyl-O-(3-methylhydoxyaminophenyl) phosphorothioate in NaLS micell solution.

생물학적 자극 통제 수단으로 활용하기 위한 돼지 페로몬성 냄새 물질의 탐색 I : Ⅲ. 2-(Cyclohexyloxy) Tetrahydrofurane 유도체와 Porcine Odorant Binding Protein 사이의 결합 친화력에 관한 비교 분자장 분석

성낙도,박창식,정훈성,성민규 충남대학교 형질전환복제돼지연구센터 2007 논문집 Vol. No.10

생물학적 자극통제 수단으로 활용하기 위한 돼지 웅성 페르몬성 분자를 탐색하고자 일련의 냄새 분자로서 2-(cyclo-hexyloxy) tetrahydrofurane 유도체들의 정량적인 구조와 수용체인 porcine odorant binding protein (pOBP)간의 결합 친화력 상수(p(Od)_(50))에 대한 비교 분자장 분석(CoMFA)을 실행하였다. 가장 양호한 CoMFA 모델 ATV (r²_(cv.)(q²)=O.886 및 r²(ncv.)=0.984)은 기질 분자 내 입체 중심(chiral center)의 절대 배열이 C₁(R),C₂(S)인 분자를 atom based fit 방법으로 배열하였을 경우의 standard field와 indicator field가 조합된 CoMFA장의 조건에서 유도되었다. 이 CoMFA 모델은 입체장 40.8%,정전기장 14.6% 및 소수성장 44.6%가 결합 친화력 상수에 영향을 미치는 요소임을 나타내었다. 등고도의 분석 결과로부터 효과적인 결합 친화력 냄새 분자를 수식하는 데 몇 가지 가치 있는 정보를 얻을 수 있었다. To search of new porcine pheromonal odorants for biostirnulation control system technologies to improve reproductive efficiency in livestock species, the comparative molecular field analysis (CoMFA) for binding affinity constant (p(Od)_(50)) between porcine odorant binding protein (pOBP) and ligands of odorant 2-(cyclohexyloxy) tetrahydrofurane derivatives as substrate molecule was conducted and discussed. In the optimized CoMFA model AIV with chirality (C₁'(R), C₂(S)) in substrate molecule and atom based fit alignment (A) of odorants, the statistical results showed the best predictability of the binding affinities (p(Od)_(50)) based on the LOO cross-validated value r²_(cv.) (q²=O.886) and non-cross-validated conventional coefficient (r²_(ncv.)=O.984). The binding affinity constants exhibited a good correlation with steric (40.8%), electrostatic (14.6%) and hydrophobic (44.6%) factors of the substrate molecules. From the analytical results of the contour maps, which may give us some valuable informations to the modification of odorants for effective binding affinity.

Ethylcinnamate에 對한 Iso-propylmercaptan의 親核性 添加反應에 關한 硏究

成洛道 충남대학교 대학원 1975 論文集 Vol.4 No.-

Ethylcinnamate에 대한 iso-propylmercaptan의 친행성 첨가반응 속도상수를 측정하여 넓은 pH 범위에서 잘맞는 반응속도식을 얻었다. 이식에 의하면 pH 6.5 이하에서는 iso-propylmercaptan 분자의 첨가에 의하여 반응이 시작되며 pH 6.5-10 사이에서는 iso-propylmercaptan과 iso-propylmercaptide ion의 첨가가 경쟁적으로 일어난다. pH 10이상에서는 ethylcinnamate에 iso-propylmercaptide ion의 첨가만이 일어남을 알수 있다. 그러므로 본 실험에서 구한 반응속도식으로부터 실험측정값과 계산값(이른값)이 여러 pH를 통하여 잘맞기 때문에 넓은 pH 범위내에서 일어나는 친핵성 첨가반응 mechnism을 잘 설명할수 있었다. The rate constants of the nucleophilic addition reaction of iso-propylmercaptan to ethylcinnamate were determined at various pH and a rate equation which can be applied overwide pH range was obtained. The rate equation reveals that below pH 6.5 the reaction is initiated by addition of iso-propylmercaptan molecule, from pH 6.5 to 10.0 iso-propylmercaptan and iso-propylmercaptide ion are competitively added. Above pH 10.0, the addition reaction of iso-propylmercaptide ion occurs. From these rate equation, we found that observed data accorded satisfactorily with theoretical value over various pH range. Hence, the mechanism of nucleophilic addition over wide pH range can be fully explained.

Acetonitrile內에서 Diazoaminobenzene의 폴라로그라피的 還元反應

成洛道,白承和 圓光大學校 1978 論文集 Vol.12 No.-

A study on the polarographic reduction of diazoaminobenzene in acetonitrile was made and the reduction was diffusion-controlled reversible. The electrochemical reduction fo diazoaminobenzene proceeds by an one-electron transfer to form anion radical which may undergo both protonation and dimerizaiton by cleavage of the nitrogen-nitrogen single bond. Hydrazobenzene produced by the above process becomes benzidine rearrangement in aprotic solvent and produces 4,4'-diaminobiphenyl(benzidine). Therefore, the polarographic reduction michanism of diazoaminobenzene was proposed. And it can be applied to the experimental facts of this study.

殺蟲性 Phosphonate系 農藥의 加水分解

成洛道 忠南大學校 環境問題硏究所 1983 環境硏究 Vol.1 No.1

5가지 유기 인계 노업용 약제 중에서 p원자에 4개의 산소 원자가 결합된 phosphonate계 화합물에 대한 CNDO/2의 MO함수 계산 방법을 이용하여 반응성을 검토한 바, 알짜 전하는 P≫C₂이였으며 vinylphosphates와 phenylphosphates화합물 모두 O₃-C₂에는 π*-반결합성, P-O₃에는 π-결합성 궤도가 있음을 알았다. 반응중심인 vinylphosphates의 αC₂(sp²)와 phenylphosphates의 p원자는 sp³이므로 입체장애는 sp³>sp²이다. Vinylphosphate는 ASE₂반응이나 Michael형의 반응으로 αC₂(sp²)에 친핵체가 첨가되어 π*-반결합성인 O₃-C₂결합이 용이하게 분열되며, phenylphosphates는 p원자(sp³+(pπ-dπ))에 대한 친핵성 첨가-제거반응으로 trigonal bi-pyramidal(sp³d) 중간체를 경유하여 π-결합성인 P-O₃결합이 분열되기 때문에 반응성은 vinylphosphates≫phenylphosphates이다. Nodal properties, formal net charges and bond population of phosphoryl group of phosphonate derivatives have been studied in order to investigate structure-reactivity relationship using such as CNDO/2 MO calculation method. It was also found that MO show relatively strong π*-antibonding nature between αC2 atom and O3 atom, on the contrary, MO show strong π-bonding nature between P atom and O3 atom. The nucleophilic addition-elimination reactivity of phenylphosphates and Micheal type reaction or ASE₂reactivities of vinylphosphates may largely be more controlled by steric hinderance (sp³+(pπ-dπ)>sp²) than formal net charges of reaction site(P≫αC₂). Therefore, the order of hydrolysis rates studied was vinylphosphates≫phenylphosphates.