• The Korean Journal of Physiology and Pharmacology
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• v.15 no.6
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• pp.423-429
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• 2011

B13 analogues are being considered as therapeutic agents for cancer cells, since B13 is a ceramide analogue and inhibits ceramidase to promote apoptosis in cancer cells. B13 sulfonamides are assumed to have biological activity similar to B13, since they are made by bioisosterically substituting the carboxyl moiety of B13 with sulfone group. Twenty B13 sulfonamides were evaluated for their in vitro cytotoxicities against human colon cancer HT-29 and lung cancer A549 cell lines using MTT assays. Replacement of the amide group with a sulfonamide group increased cytotoxicity in both cancer cell lines. The sulfonamides with long alkyl chains exhibited activities two to three times more potent than that of B13 and compound (15) had the most potent activity with $IC_{50}$ values of 27 and $28.7{\mu}M$ for HT-29 and A549, respectively. The comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) were used to carry out QSAR molecular modeling of these compounds. The predictive CoMSIA models for HT-29 and A549 gave cross-validated q2 values of 0.703 and 0.830, respectively. From graphical analysis of these models, we suppose that the stereochemistry of 1,3-propandiol is not important for activity and that introduction of a sulfonamide group and long alkyl chains into B13 can increase cytotoxicity.

• Journal of Plant Biology
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• v.5 no.2
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• pp.6-12
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• 1962

For the comparison with the previous paper (4) the present report deals with the absorption and metabolism of urea and other nitrogen ions in barley seedling absorbed through root. 1. The amount of nitrate in barley treated with urea reach it peak on the 8th day. NO3 on the 4th, NH4 on the 6th or 8th, respectively. 2. The ammonia content in urea group reaches its peak on the 6th day but other groups on the 4th day. The present data in the urea group show to shorten 4 days compared with that of the previous paper(4). 3. the content of total amide from the present data aare gradully increased on all of the groups during this experiment. These are agreement with the result of the previous paper (4). 4. the alcohol solution nitrogen in the urea gorup shows the similar tendency to the NaNO3 group but reaches it peak 2 days later than in the (NH4)2SO4 group. 5. The content of total nitrogen in the urea series has the lowest amount at the beginning while the richest from the 4th day after. These would be explained on that the absorption of urea is delayed and the PH in the urea solution does not change, so called "physiological neutrality". The author should like express his sincere thanks to Prof. M.J.Lee of Seoul National University for his valuable advices.e advices.

• Korean Journal of Microbiology
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• v.35 no.1
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• pp.65-71
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• 1999

This study was carried out utilzing ability of sole carbon sources in soil microbial communities used by Biolog GN microplate. Cluster analysis showed that soil microbial cornmuties were categorized into three groups as forest, non-forest soil and naked soil of microbial group. Soil microbial commutites in a forest soil of Qirercus mongoIica was divided into another group microbial communites in Qirercus dendata vegetation soil and Pinus dnzsqlora vegetation soil by Multidimensional scaling(MDS). Generally, sole carbon utilzing abilties were higher in order of polymer, amino acids and carboxylic acids, but it was lower in amides substrates carbon group. From the result: it was supposed that metabolic diversity of microbial communities was corresponded to vegetation succession.

• Bulletin of the Korean Chemical Society
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• v.25 no.9
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• pp.1366-1370
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• 2004

Controlled pore glass bead was modified with bovine serum albumin (BSA), and glutathione (GSH) was immobilized through three kinds of linkers on top of BSA. Bis(3-sulfo-N-hydroxysuccinimide suberate) sodium salt $(BS^3)$, N-hydroxysuccinimide 3-(2-pyridyldithio)propionate (SPDP), or N-hydroxysuccinimide 4-maleimidobutyrate (GMBS) was introduced into the BSA-bound matrix. Subsequently, GSH was immobilized by addition of thiol side chain into the maleimido moiety, replacing a disulfide group, or formation of an amide group upon releasing 3-sulfo-N-hydroxysuccimide group. It was observed that conjugation methodology played a critical role for activity of the immobilized GSH. SDS-PAGE chromatogram showed that the matrix of glutathione immobilized on BSA through GMBS manifested high selectivity towards glutathione-S-transferase (GST) in cell lysate.

• Journal of Pharmaceutical Investigation
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• v.18 no.4
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• pp.209-215
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• 1988

The three-dimensional structures of piroxicam crystallized from two different solvents, toluene and toluene/hexane mixture respectively, are proved identical: $C_{15}H_{13}N_3O_4S,\;M\;=\;331.35$, monoclinic, a = 7.128(1), b = 15.146(2), c = 13.956(2) ${\AA},\;{\beta}=\;97.33(1)^{\circ},\;V\;=\;1494.37{\AA}^{3},\;Dx\;=\;1.472\;g/cm^{3},\;Z\;=\;4,\;space\;group\;P2_{1}/c,\;Mo\;K{\alpha}(\lambda=\;0.71073\;{\AA})$, F(000) = 688, T = 295 K, R = 0.0611 for 1993 unique observed reflections. The thiazine ring exhibits a half chair conformation. An amide group is involved in an intramolecular hydrogen bond to the hydroxy group, O(17)-H(17)${\cdots}O(15){\AA}$. The molecule is planar within 2 ${\AA}$ with the interplanar angle $127.9(4)^{\circ}$ between pyridine and benzene rings. A molecular chain parallel to [011] is formed by two intermolecular hydrogen bonds N(16)-H(6)${\cdots}O(11)$ and C(6)-H(6)${\cdots}O(11)$, and the molecular chains are held together by van der Waals forces.

• Proceedings of the PSK Conference
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• 2003.10b
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• pp.173.2-173.2
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• 2003

Vanilloid receptor I (VR1) is a nonselective cation ion channel placed in the plasma membrane of peripheral sensory neurons that is potential target for analgesia A series of N-4-substituted-benzyl-N'-tert-butylbenzyl thioureas were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor in rat DRG. Their structure-activity relationship in reveals that not only the two oxygens and amide hydrogen of sulfonamido group but also the optimal size of methyl in methanesulfonamido group play an integral role for the antagonistic activity on vanilloid receptor.

• Applied Chemistry for Engineering
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• v.8 no.3
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• pp.510-516
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• 1997

O/W emulsions were prepared by adding water to the solution containing amphiphilic resin and the mixed emulsifier of cetyl alcohol polyoxyethylene(20) sorbitan monooleate. Phase behavoir of these emulsions was studied at various HLB(Hydrophilic Lipophilic Balance) values and temperatures. The polar oil emulsion containing the amphiphilic resin showed improved phase stability at various temperatures. Model compounds which contain one of the functional groups in the amphiphilic resin were used in the polar oil phase in order to study the effect of interaction between the functional group and the emulsifier on the phase stability of emulsion. These model compound emulsions showed the phase stability order of poly(acrylic acid)

• Journal of the Korean Chemical Society
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• v.17 no.4
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• pp.275-285
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• 1973

The addition of one mole of aluminum chloride to three moles of sodium borohydride in tetrahydrofuran gives a turbid solution with enormously more powerful reducing properties than those of sodium borohydride itself. The reducing properties of this reagent were tested with 49 organic compounds which have representative functional groups. Alcohols liberated hydrogen immediately but showed no sign of hydrogenolysis of alkoxy group. Aldehydes and ketones were reduced rapidly within one hr. Acyl derivatives were reduced moderately, however, carboxylic acids were reduced much more slowly. Esters, lactones and epoxides were reduced readily than sodium borohydride or borane. Tertiary amide was reduced slowly, however, primary amide consumed one hydride for hydrogen evolution but reduction was sluggish. Aromatic nitrile was reduced much more readily than aliphatic nitrile. Nitro compounds were inert to this reagent but azo and azoxy groups were slowly attacked. Oxime was reduced slowly but isocyanate was only partially reduced. Disulfide and sulfoxide were attacked slowly but sulfide and sulfone were inert. Olefin was hydroborated rapidly.

• Journal of the Korean Applied Science and Technology
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• v.8 no.2
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• pp.115-122
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• 1991

Four novel amphoteric surfactants of N-(2-alkylamidoethyl)-N, N-dimethyl ammonioacetates were synthesized. The each reaction between four saturated fatty acids containing 10, 12, 14 and 16 carbon atoms and N, N-dimethylethylene diamine permitted to give the intermediate products, N-(2-alkylamidoethyl)-N, N-dimethylamines. Quaterinzation of these intermediates was permitted to form N-(2-alkylamidoethyl)-N, N-dimethyl, ammonioacetates, whose sturctures were identified by CC, TLC, elemental analysis, IR pectrophotometry and $^1$HNMR spectrometry. The products yielded from 48% to 58%. The isoelectric points were shown in the range of $4.30{\sim}6.64$. It showed a tendency to learn to the acidic site and its range was broadened as increase of the hydrophobic group length. Surface tensions of the aqueous solution in the $10^{-6}{\sim}10^{-1}$mol/l of amidobetaines were measured. and the critical micell concentration(cmc) were shown in the range of $8.37{\times}10^{-6}{\sim}8.96{\times}10^{-2}$mol/l, and ${\Gamma}_{cmc}$ were reduced to 32.3~38.2 dyne/cm. A linear relationship between log cmc and the number of carbon in the hydrophobic alkyl chain was presented by the formula of log cmc=2.38-0.5n, and the contribution-rate of n on the standard free energy change in micellization ${\partial}({\Delta}G^0$$_m)/{\partial}n$, was calulated as -0.5RT.

• Bulletin of the Korean Chemical Society
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• v.14 no.6
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• pp.713-717
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• 1993

The crystal structure of the potassium salt of penicillin V has been studied by the X-ray crystallographic methods. Crystal data are as follows; potassium 3,3-dimethyl-7-oxo-6-phenoxyacetoamido-4-thia-1- azabicyclo[3.2.0]-heptane-2${\alpha}$-carboxylate, $K^+{\cdot}C_{16}H_{18}N_2O_5S^-$, $M_r$= 388.5, triclinic, Pl, a= 9.371 (1), b= 12.497 (2), c= 15.313 (2) ${\AA},\;{\alpha}= 93.74\;(2),\;{\beta}=99.32\;(1),\;{\gamma}=90.17\;(1)^{\circ},\;V=1765.7\;(2)\;{\AA}^3$, Z=4, $D_m=1.461\;gcm^{-1},\;{\lambda}(Cu\;K{\alpha})=1.5418\;{\AA},\;{\mu}=40.1\;cm^{-1}$, F(000)=808, T=296 K. The structure was solved by the heavy atom and difference Fourier methods with intensity data measured on an automated four-circle diffractometer. The structure was refined by the full-matrix least-squares method to a final R= 0.081 for 3563 observed $[I_0{\geq}2{\sigam}(I_0)]$ reflections. The four independent molecules assume different overall conformations with systematically different orientations of the phenyl groups although the penam moieties have the same closed conformations. There are intramolecular hydrogen bonds between the exocyclic amide nitrogen and phenoxy oxygen atoms. The penam moiety is conformationally very restricted although the carboxyl and exocyclic amide groups apparently have certain rotational degrees of freedom but the phenyl group is flexible about the ether bond despite the presence of the intramolecular N-H${\cdots}$O hydrogen bond. There are complicated pseudo symmetric relationships in the crystal lattice. The penam moieties are related by pseudo 20.5 screw axes and the phenyl groups by pseudo centers of symmetry. The potassium ions, related by both pseudo symmetries, form an infinite zigzag planar chain parallel to the b axis. Each potassium ion is coordinated to seven oxygen atoms in a severely distorted pentagonal bipyramid configuration, forming the infinite hydrophilic channels which in turn form the molecular stacks. Between these stacks, there are only lipophilic interactions involving the phenyl groups.