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수답에서 2-(4-(6-chloro-2-benz-oxazolyloxy)phenoxy)-N-phenylpropionamide 유도체 중 N-phenyl 치환체들의 제초활성
성낙도(Nack-Do Sung),이상호(Sang-Ho Lee),고영관(Young-Kwan Ko),이경모(Kyung-Mo Lee),김대황(Dae Whang Kim),김태준(Tae-Joon Kim) 한국농약과학회 2000 농약과학회지 Vol.4 No.2
A new fourty six 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpro- pionamide derivatives were synthesized and the herbicidal activities against rice plant and barnyard grass with pre-emergence in down land were measured. The structure activity relationships (SAR) between the activities and physicochemical parameters of the substituted(X) N-phenyl group in substrates were analyzed and discussed by Free- Wilson and Hansch method from the basis on the former study (Sung. et. al., 1999). The conditions of selective herbicide activity both the barnyard grass and rice plant are shown that the optimal bydrophobicity, (π)<SUB>opt</SUB>.=1.34 and electron donating with field effect (F<0) of meta and ortho, para-substituted mono or disubstituent on the N-phenyl ring were found to contribute significantly. The herbicidal activities against barnyard grass are roughly the same as the results in up land whereas damage to rice plant in down land more increase than that of up land. Degradation products in water are 2-(4-6-chloro-2-benzoxazolyloxy)phenoxy)propionic acid ((A)) (obs. pKa=4.35 & obs. logP=4.77) and 6-chloro-2-benzoxazolone (B) (obs. pKa=8.40 & obs. logP=2.90). These results were supposing that the hydrolysis product of substrates, (A) is comparatively absorbed in rice plant but not in barnyard grass. And it is assumed from the SAR equations that the 2,6-dimethyl-4-methoxymethyl group substituent (pI??=5.41, 3g/㏊) is selected as the most highest herbicidal acitvity against barngard grass in green house.
성낙도(Nack-Do Sung),송종환(Jong-Hwan Song),김경만(Kyoung-Mahn Kim) 한국농약과학회 2000 농약과학회지 Vol.4 No.3
A new fifteen 2,3-dihydro-2-ethyl-2,4,6,7-tetramethylbenzofuran-5-yl substituents in 5-benzofury-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives as substrate were synthesized and their herbicidal activities against rice plant (Onjza sativa L.) and barnyard grass (Echinochloa crus-galli) with post emergence were measured under submerged conditions. The R₁=methyl substituents, 1~8 showed the. higher herbicidal activity to the rice plant and barnyard grass. The structure-activity relationships (SARs) on the herbicidal activity of R₁ and OR₂ groups on the azomethine bond in substrates were analysized. From the results of dicussed SAR, the herbicide activities against rice plant would depend largely on the steric factor. Whereas, in case of barnyard grass, the activities were governed by the hydrophobicity factor. The conditions of selective herbicide activity between the two plant species are assumed that the substrates should have optimal hydrophobicity ((logP)<SUB>opt.</SUB>=6.0), a R₁ groups of small and a long OR₂ groups.
성낙도(Nack-Do Sung),송종환(Jong-Whan Song) 한국농약과학회 2000 농약과학회지 Vol.4 No.2
The herbicidal activities (pI??) with alkoxy (RO-) groups on the azomethine nitrogen atom in 5-(2,3-dihydro-2,2-dimethylbenzothiophene-7-y1)-2-(1-(alkoxyimino)-butyl)-3-hydroxy-2-cyclohexene-1-one derivatives against various weeds were measured in the flooded and in the paddy conditions. Particularly, i-propoxy substituent, 5 of them showed excellent herbicidal activity at a rate of 4㎏/㏊ with pre-emergence against barnyard grass (Echinochlora crus-galli) with good selectivity on rice plant (Oryza sativa). The results of the structure-activity relationships (SAR) analyses are shown that the alkyl subsituents with higher hydrophobicity (logP>0) and electron donating (σ*<0) group as a new substrate rather than alkoxy substituents seems to be contribute to the herbicidal activity with pre-emergence.
성낙도(Nack-Do Sung),임치환(Chi-Whan Lim),윤기섭(Ki-Seob Yun),송종환(Chong-Whan Song),김형래(Hung-Rae Kim) 한국농약과학회 2000 농약과학회지 Vol.4 No.2
A series of synthesized N-(2-fluoro-4-chloro-5-alkyloxyphenyl)-3,4-dimethyl-2-arylthio-5-oxo-2,5-dihydropyrrole derivatives as substrates were found to selectivity significantly with both rice plant (Oryzasativa L.) and weeds, barnyard grass (Echinochloa crus-galli) and bulrush (Scriptus juncoides) for those herbicidal activities at a rate of 0.1 ㎏/㏊ with post emergence under submerged conditions. The structure activity relationships(SARs) on herbicidal activity of SR₂=2-arylthio substituents on the pyrrole ring were analysized. From the results, the relative contribute orders of the SR₂ with phenyl group on the activity are meta> para> ortho-substituents. Among these compounds, the R₁=propargyl(IA) substituents, 1~12 showed higher activity than the R₁=2-chloro-2-propenyl(IB) substituents, 13-16. The SR₂ groups of IA substituents shown that the optimal steric constant, (Es)<SUB>opt.</SUB>=3.25 and m-phenylthio substituents were found to be contribute the activity against barnyard grass. But the herbicidal activity of IB substituents against bulrush would depend upon the molar refractivity, M<SUB>R</SUB> constant of SR₂ group.
3 - ( 치환 ( X ) - phenyl ) - 1 - ( 2 - furyl ) propenone 유도체의 항균활성
성낙도(Nack Do Sung),강희덕(Hee Deog Kang),맹주앙(Joo Yang Maeng),신동린(Dong Rin Shin) 한국응용생명화학회 1994 Applied Biological Chemistry (Appl Biol Chem) Vol.37 No.4
New 3-phenyl-1-(2-furyl)propenones, 1 and 3-phenyl-1-(2-furyl)-3-thiophenyl-propanone, 2 derivatives were synthesized, and their fungicidal activities in vitro against Botrytis cineria (BC), Valsa ceratosperma (VC), Scelerotium cepivorum (SC) and Phytophthora capsici (PC) were investigated using a generalized structure-activity relationship (SAR). The activity of 1 was superior to those of 2, and nonsubstituent, 1a and chloro group substituent, 1d of E (Syn) conformer were the most effective (EC_(50)=10∼12 ppm) compound to BC. Antifungal activities were able to predict to depend essentially on the β carbon and their positive charge from the results that the good correlation (r²= 0.90) was observed between hydrolysis rate constant (logk) of 1 and the electronic parameter (σ) of X-substituent on the β-phenyl ring.
성낙도(Nack-Do Sung),송종환(Jong-Hwan Song),김형래(Hyoung-Rae Kim) 한국농약과학회 2000 농약과학회지 Vol.4 No.3
A some of synthesized 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives as substrates were found to show herbicidal activity against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) with post emergence under submerged conditions. The substrate with R₁=methyl substituents, 1~5 showed the higher herbicidal activity to the seed, 3 leaf stage of rice plant and barnyard grass. The structure activity relationships (SARs) on the herbicidal activity of R₁ and R₂ on the azomethine bond in substrate were analysized. In the condition of R₁ groups are same, the herbicidal activity against 3 leaf stage of rice plant were governed by the optimal hydrophobicity ((logP)<SUB>opt.</SUB>=4.57). Whereas, in the case of barnyard grass, the herbicidal activities were largely dependent upon the steric effect, B₂ constant than hydrophobicity. In order to take the selective herbicidal activity between rice plant and barnyard grass, it is assumed that the (S) should be a round shape with higher hydrophobicity (logP>4.57) than optimal value. Also, the R₁ groups must be small and the R₂ groups are advisable to be unsaturate.
인공핵산 분해효소로서 몇 가지 유기금속 화합물들의 생물활성
성낙도(Nack-Do Sung),김대황(Dae-Whang Kim),권병목(Byung-Mok Kwon),김태영(Tae-Young Kim),서일환(Il-Hwan Suh) 한국농약과학회 2000 농약과학회지 Vol.4 No.1
A series of transition metal complexes of 3,6-bis(6'-methyl-2'-pyridyl)pyridazine (L¹) and 3,6-bis(2'-pyridyl)pyridazine (L²) as artificial nuclease, 1~8 were synthesized. After determining of X-ray crystal structure, hydrolysis rate constants of phosphates, as DNA model compound and biological activities were confirmed. L²-Zn(Ⅱ) complex, 8 was shown the best hydrolysis rate constant. The L²-Ni(Ⅱ) complex, 5 and L²-Co(Ⅱ) complex, 6 showed the highest herbicidal activity against scr (Scriptus Juncoids) with excellent tolerance to rice, ORY (Oryzae sativa L.). And the L¹-Co(Ⅱ) complex, 2, L¹-Zn(Ⅱ) complex, 4 and ligand (L¹ & L²) displayed above 90% fungicidal activity against MAG (Magnaporthe grisea).
성낙도(Nack-Do Sung),송종환(Jong-Hwan Song),전동주(Dong-Ju Jeon) 한국농약과학회 2001 농약과학회지 Vol.5 No.3
A new 2,3-dihydro-2,3,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alk-oxyimino)alkyl]-3-hydroxycyclohex-2-en-l-ones were found to have herbicidal activity against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) under submerged conditions. The structure activity relationships (SARs) on the herbicidal activity of R₁ and R₂ on the azomethine bond of 2,3-dihydro-2,3,4,6,7-pentamethylbenzofuran-5-yl subsituents were analysized. The conditions of the selective herbicide activity between rice plant (seed) and barnyard grass from the basis on the analysized SARs are assumed that the R₂ group of ethyl substituent (R₁) should have optimal asymmetry parameter, (L/B₁)<SUB>opt</SUB>= 3.96A. And also, the R₂ groups consist of C₁~C₃ and unsaturated group such as 3-chloro-2-propenyl group was contribution to the herbicide activity.
3-phenylisoxazole 및 3-phenyl-2,5-dihydroisoxazol-5-one 유도체의 합성과 살균활성에 관한 구조-활성관계
성낙도(Nack-Do Sung),유성재(Seong-Jae Yu),이희철(Hee-Chul Lee) 한국농약과학회 2001 농약과학회지 Vol.5 No.4
A series of new 2-benzoyl-3-phenyl-2,S-dihydroisoxazol-5-one, (A) and 3-phenyl-S-phenylcarbonyl-oxyisoxazole, (B) derivatives as substrates were synthesized and their quantitative structure-activity relationships (QSAR) analyses between the antifungal activities (pI??) and physicochemical parameters of substituents on the benzoyl group against resistant (RPC:95CC7303) and sensitive (SPC:95CC7105) Phytophthora blight (Phytophthora capsid,) were studied. The synthetic yield (%) and antifungal activities of (A) were higher than (B) and selectivities between the fungi were not showed. From the basis on the Hansch-Fujita analyses, the optimum width values ((B₂)<SUB>opt.</SUB>=ca. 4.00Å) of the substituents on the benzoyl group were important factor in determining fungicidal activity against the two fungi. Influence of the substituents as electron withdrawing group on the fungicidal activity against RPC, but not for SPC, And the bromo- and acetyl-substituents were contributed to higher antifungal activity against RPC and SPC from the results of Free-Wilson analyses.