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.

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.

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.

살균성, Phenylthionocarbamate 유도체들의 정량적인 구조와 독성과의 관계

성낙도,양숙영,박관용 충남대학교 농업과학연구소 2001 농업과학연구 Vol.28 No.1

아직까지 시도된 바 없는 살균성 phenylthionocarbamate 유도체들의 phenyl-치환기가 변화함에 따라 TOPKAT 계산으로 예측된 다양한 급성 및 만성 독성값에 미치는 정량적인 분자구조와 독성과의 관계 (QSTRs)를 검토한 결과는 다음과 같다. (1) 기질분자의 구조변화에 따른 독성치와 그의 판별점수 (D.S.)에 기초하여 분자 중 특정부분(FRAGMENT)이 양 (+)의 값으로 독성에 기여하는 대체적인 순서는 Aro, C=C, -O-, -NH- 및 할로겐 (X) 원자의 순이었다. (2) 대부분의 화합물들은 매우 높은 돌연변이와 발암성이 예측되었으며 특히, 치환기의 위치에 관계없이 fluoro-치환체는 B₂상수에 따른 입체효과 ((B₂)_(opt)=1.54Å)에 의하여 모두 100% 돌연변이를 발현한 반면에 trifluoromethyl-치환체는 돌연변이 발현 가능성이 전혀 없었다. (3) 가장 높은 독성 발현조건은 phenyl-치환기에 대한 소정의 적정값으로 돌연변이성에는 (B₂)_(opt)=1.54Å, 발암성에는 수컷 rat와 mouse는 (R)_(opt)=0.16 및 (π)_(opt)=0.16 그리고 rat는 경구독성은 LD_(50)(εLUMO)_(opt)=-0.52e.v, chronic LOAEL; (B₃)_(opt)=1.54Å, 어독성은 LC_(50);(log P)_(opt)=4.25 및 물벼룩에 대한 독성은 EC_(50),(σ)_(opt)=0.68를 나타내는 경우이었다. (4) 돌연변이성에는 할로겐 중 fluoro-기를 위시하여 nitro 및 methyl-기 등의 순서로 기여하였고 phenyl 고리 상, 치환기의 위치와 전자수수관계에는 대체로 무관한 경향을 나타내었다. The authors attempted to derive a comprehensive quantitative structure-toxicity relationships (QSTRs) between various physicochemical parameters of phenyl substituents in fungicidal phenylthionocarbamate derivatives and toxicity evaluated using TOPKAT calculation On the basis of this approach we made preditions for toxicity values for not yet tested substances with respect to these systems The results suggested that the optimal values. (B_(2))_(opt)=l.54_(A)(Ames mutagnicity). (R)_(opt)=0.l6 (car-cinogemcity of male rat). (π)_(opt)=0.16 (carcinogenicity of male mouse). (εLUMO)_(opt)=-0.52 ev (LD of rat oral). (B_(3)opt =l54_(A)(chronic LOAEL), (logP)_(opt) =425(LC_(50) of Fathead minnow) and (σ)_(opt)=-0.68(EC_(50) of Daphnia magna) of phenyl substituents were strongly correlated with the acute and chronic toxicities

Tricyclic Isoxazole 유도체들의 para-Chloroamphetamine 및 Medetomidine 저해활성 차이에 대한 3D-QSARs 분석

최민성,명평근,성낙도 충남대학교 약학대학 의약품개발연구소 2011 藥學論文集 Vol.26 No.-

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.

Azomethine 結合의 伸縮振動에 미치는 置換基의 影響(第二報) : α-bromobenzaldehyde-p-nitrophenylhydrazone

成洛道,權奇星 圓光大學校 1980 論文集 Vol.14 No.2

The correlation of the azomethine and imid stretching frequencies with substituents of C-phenyl ring in α-bromobenzaldehyde-p-nitrophenylhydrazone derivatives have been studies by an infra-red spectrophotometry. The Hammett type equation ( ν= ?? ) was applied for this correlation and was possible to calculated the azomethine and imid group stretching frequencies for para, meta and ortho-substituents of C-phenyl ring in α-bromobenzaldehyde-p-nitro-phenylhydrazone derivatives. Substituents in a C-phenyl ring gave a good correlation with σand σ+ constant.

殺蟲性 O,O-Diethylphenylphospate 誘導體들에 依한 Acetylcholinesterase의 Phosphorylation에 미치는 自由에너지 關係

成洛道 충남대학교 농업과학연구소 1984 農業技術硏究報告 Vol.11 No.1

Linear free energy relationship(LFER) on the insecticidal activity of O, O-diethylphenylphosphate (A) and 3, 5-dimethylphenyl-O, O-diethylphosphate(B) derivatives were studied by EHT MO calculation method and regression analysis method. LFER between varying substituent constants and pI_50 constants of phosphates, (A) & (B) were calculated with applying Hammett, Okamoto-Brown, Taft and Swain-Lupton's DSP equations; percent resonance effect(R) and field effect(F) of (A) were %R=33.5 & %F=66.5 and also that of (B) were %R=2 & %F=98, respectively. On the basis of above findings, the insecticidal activities were similar for both (A) and (B), but (B) have larger field and inductive contribution than (A), due to the 3.5-dimethyl group of (B).

Cinnamonitrile의 酸 加水分解 反應(Ⅰ)

成洛道,權寄星 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 rate constants for the hydrolysis of cinnamonitrile at pH 0.0~7.0 range are determined by UV spectrophotometry in 50% methanol at 25℃. Analysis of rate equation and the general base catalysis, in the hydrolysis of cinnamonitrile therefore it appears probable that the attack by a nucleophile, water molecule occurs at the increased positive charge α-carbone atom and the αC-βC bond scission follow subsequently in acidic and neutral media. Conformation of (E)-cinnamonitrile have been studied by MO theoretically using extended Hu¨ckel theory(EHT) and CNDO/2 molecular orbital calculation methods. The results show that the most preferable conformation of the phenyl ring rotamer is the coplaner forms with regard to the C_7(α)=C_8(β)plane.