• Title/Summary/Keyword: Cyclohexane-1,3-dione

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HQSAR Analyses on the Tyrosinase Inhibitory Activity of Phenyl-2,2'-methylenebis(cyclohexane-1,3-dione) Analogues (Phenyl-2,2'-methylenebis(cyclohexane-1,3-dione) 유도체의 Tyrosinase 저해활성에 관한 HQSAR 분석)

  • Kim, Sang-Jin;Kim, Young-Ok;Cho, Yoon-Ki;Choi, Won-Seok;Sung, Nack-Do
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.36 no.3
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    • pp.199-205
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    • 2010
  • The structure-activity relationships (SARs) between a series of phenyl-2,2'-methylenebis(cyclohexane-1,3-dione) analogues (1-22) as substrate molecules and their inhibitory activity against tyrosinase were studied quantitatively using molecular hologram quantitative structure-activity relationships (HQSARs). Based on the results, new compounds with the increased tyrosinase inhibitory activity were designed. In addition, statistically favored E-2 model ($q_2$ = 0.564 & $r_2$ = 0.929) was derived. It is predicted that the activity of the most potent one (P1) of compounds newly designed by the optimized HQSAR E-2 model was $Pred.pI_{50}$ = 5.48 and the predicted inhibitory activity was about 13.4 fold higher than that of the kojic acid used as standard compound.

Synthesis and Herbicidal Activity of Cyclohexane-1,3-diones : Rice Selective 5-(2-alkyl-2-methylindanyl) cyclohexane-1,3-dione herbicides under paddy submerged conditions (담수조건에서 벼에 선택적인 5-(2-alkyl-2-methylindanyl)cyclohexane-1,3-diones 유도체의 합성과 제초활성)

  • Kim, Kyoung-Mahn;Lee, Byung-Hoe;Ryu, Eung-Kul
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.89-92
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    • 2000
  • A series of 5-(2-metllyl-2-alkylindallyl)cyclohexane-1,3-diones were synthesized and evaluated for herbicidal activities in a green house. Under submerged paddy conditions, those compounds showed high herbicidal activity against barnyardgrass with good tolerance on rice.

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2D-QSAR Analyses on The Tyrosinase Inhibitory Activity of 2-[(2,6-Dioxocyclohexyl)methyl]-cyclohexane-1,3-dione Analogues (2-[(2,6-Dioxocyclohexyl)methyl]cyclohexane-1,3-dione 유도체의 Tyrosinase 저해활성에 관한 2D-QSAR 분석)

  • Kim, Sang-Jin;Sung, Nack-Do
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.40 no.4
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    • pp.383-390
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    • 2014
  • The following conclusion was made from the 2D-QSAR model for the tyrosinase inhibitory activity according to the variation of the substituents R1 and R2 in analogues of compound 2-[(2,6-dioxocyclohexyl)methyl]cyclohexane- 1,3-dione (1-23). The best optimized 2D-QSAR model was $Obs.pI_{50}=-0.295({\pm}0.031)TDM$ $-0.120({\pm}0.014)DMZ+0.135({\pm}0.050)DMX.R_2+6.382({\pm}0.17)$, and the correlation $r^2=0.905$) of which was greater than its predictability ($q^2=0.843$). The magnitude of the effect of tyrosinase inhibitory activities was in order of TDM > $DMX.R_2{\geq}DMZ$, and it tended to increase as the hydrophobicity of substrate molecule (ClogP > 0) as well as the steric favor of substituent $R_1$ increased. The analysis of the model implies that inhibitory activity of substrate molecule will increase as $DMX.R_2$ (Dipole moment X component of $R_2$-substituent) increases, while TDM (Total Dipole Moment) and DMZ(Dipole Moment of Z-Component) decrease. As such, it is deemed feasible to conclude, that in order to increase the inhibitory effect, it would be rather desirable to replace the polar groups within the molecules with non-polar functional groups.

Isolation and Characterization of Cyclohexanol-utilizing Bacteria (Cyclohexanol 이용성 세균의 분리 및 특성)

  • 김태강;이인구
    • Microbiology and Biotechnology Letters
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    • v.27 no.2
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    • pp.107-112
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    • 1999
  • A bacterium, which can utilize cyclohexanol as a sole source of carbon and energy, was isolated from sludge in sewage of Ulsan Industrial Complex for Petrochemicals, Korea and identified as Rhodococcus sp. TK6. The growth conditions of the bacteria were investigated in cyclohexanol containing media. The bacteria utilized cyclohexanol, cyclohexanone, cyclohexane-1,2=diol, cyclopentanol, cyclopentanone, and $\varepsilon$-caprolactone but not cyclohexane, cyclohexane-1,2-dione, and cyclooctanone. The bacteria were able to utilize alcohols such as ethanol, 1-propanol, 1-butanol, 1-pentanol, 1-hexanol, 2-methyl-1-propanol, 3-methyl-1-butanol, 2-propanol, and 2-butanol as well as cyclohexanol, organic acids such as adipate, propionate, butyrate, valerate, n-caproate, and 6-hydroxycaproate, and aromatic compounds such as phenol, salicylate, p-hydroxbenzoate, and benzoate as a sole source of carbon and energy. Cyclohexanone as a degradation product of cyclohexanol by Rhodococcus sp. TK6 was determined with gas chromatography.

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Design, Synthesis, and Antimicrobial Activity, of New 1,4-disubstituted Octahydroquinoxaline-2,3-dione Derivatives

  • Hussein, Mostafa A.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1511-1518
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    • 2011
  • A series of 1,4-disubstituted octahydroquinoxaline-2,3-dione derivatives was prepared through two steps reaction. The latter involves the formation of N,N-disubstituted cyclohexane-1,2-diamine derivatives (la-j) through reductive alkylation of 1,2-cyclohexanediamine with different aldehydes in presence of sodium cyanoborohydride. Fusion of compounds (1a-j) with diethyl oxalate affording the target compounds (2a-j). Elucidation of structures of compounds (2a-j) was based upon different spectral data as well as the elemental methods of analyses. In addition, mass spectrometry and X-ray diffraction analyses were carried out. Moreover, the lipophilicity of the target compounds as expressed from the Clog P. Most of the test compounds (2a-j) showed weak to moderate antibacterial and antifungal activities against most of the used bacterial and fungal strains in comparison to chloramphenicol and clotrimazole as reference drugs respectively.

Synthesis of High Refractive Spiroheterocyclic Derivatives Through Thioacetalization of Multi-Carbonyl Compounds

  • Ye, Ji-Myoung;Maheswara, Muchchintala;Do, Jung-Yun
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2494-2498
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    • 2012
  • Preparation of several new spirocyclic mercapto derivatives is described. Thiol protection on multi-carbonyl compounds allows of high sulfur content necessary to induce high refractive index. Condensation of 1,3-dimercapto-2-propanol and cyclohexanone followed by successive oxidation and thioacetalization affords a dispirocycle with four sulfurs. Selective S,S-protection of cyclohexane-1,4-dione is achieved with 1,3-dimercapto-2-propanol and 2,3-dimercapto-1-propanol to provide dispirocycles with four sulfurs. Olefine-oxidation of norbornene gives a useful dialdehyde intermediate which is transformed to 1,3-dithiolane for a linearly-bound-cyclic molecule. Refractive index of linearly-bound-cycles was below 1.60 and dispirocycles exhibited high refractive index of 1.57-1.69.

Synthesis of ADD and AD by Mycobacteria sp. in Microemulsions (Microemulsion에서 Mycobacteria를 이용한 ADD와 AD의 합성)

  • 이강민;김영득김희정박충웅
    • KSBB Journal
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    • v.7 no.3
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    • pp.161-165
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    • 1992
  • Water-insoluble sitosterol was biotransformed to AD(4-androstene-3, 17-dione) and ADD(1, 4-androstadiene-3, 17-dione) with crosslinked Mycobacteria sp. NRRL B-3683 in microemulsions. The Mycobacteria activity depended on the kinds of surfactants and water content. The activity was very high in cationic microemulsion (CTAB-buthanol-cyclohexane-water) and five times higher than that of buffer, but it showed a very low activity in anionic microemulsion. The Mycobacteria activity was increased as increasing as increasing water contents and in the microemulsion containing 20% water was doubled in the same microumulsion containing 5% water. We suggest that microemulsion is effective reaction medium for Mycobacteria bioconversion.

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