• Archives of Pharmacal Research
• /
• v.17 no.3
• /
• pp.204-206
• /
• 1994

A regioselective perparation of 10-methoxy-11-hydroxyaporphine ("Apocodeine, 1b") form (R, S)-10, 11-dihydroxyaporphine(apomorphine, 1a) is described. The isopropylidene ketal ring of 10, 11-(isopropylidenyldioxy) aporphine (2) obtained by the isopropylidenation of apomorphine, was regioselectively opened by the ten equivalent of timethylaluminum to give 100-hydroxy-11-t-butyloxyaporphine (3). The free 10-hydroxyl position of 3 was methylated with methyl p-toluenesulfonate/NaH, and afforded 10-methoxy-11-t-butyloxyaporphine (4) in high yield. Selective debutylation gave the desired 10-methoxy-11-hydroxyaporphine("apocodeine", 1b) in good yield.

• The Korean Journal of Malacology
• /
• v.30 no.4
• /
• pp.343-351
• /
• 2014

We determined the effects of neuroactive compounds known as synthetic larval settlement inducers on the settlement of the Pacific oyster C. gigas pediveliger on the larval collector. Six types of the inducers, serotonin (5-HT), ${\gamma}$-amino butyric acid (GABA), L-3,4-dihydroxyphenylalanine (L-DOPA), norepinephrine, epinephrine and methyl bromide (MB) were tested. All the chemicals induced larval settlement, MB being the most effective with settlement rate of $42.7{\pm}2.7%$, followed by GABA ($35.4{\pm}2.0%$), 5-HT ($29.1{\pm}2.2%$), L-DOPA ($19.2{\pm}2.1%$), epinephrine ($15.2{\pm}0.9%$), and norepinephrine ($11.0{\pm}1.2%$). The chemicals ${\gamma}$-amino butyric acid and methyl bromide were also better in terms of settled density on the collector with their respective density of $1.97{\pm}1.42$ and $2.37{\pm}1.86ind/cm^2$, reminiscent of being most effective candidates for a larval settlement inducer in the oyster hatchery.

• The Korean Journal of Malacology
• /
• v.29 no.2
• /
• pp.139-146
• /
• 2013

We determined the effects of neuroactive compounds known as synthetic larval settlement inducers on the settlement of the Pacific oyster C. gigas pediveliger on the larval collector. Six types of the inducers, serotonin (5-HT), ${\gamma}$-amino butyric acid (GABA), L-3,4-dihydroxyphenylalanine (L-DOPA), norepinephrine, epinephrine and methyl bromide (MB) were tested. All the chemicals induced larval settlement, MB being the most effective with settlement rate of $42.7{\pm}2.7%$, followed by GABA ($35.4{\pm}2.0%$), 5-HT ($29.1{\pm}2.2%$), L-DOPA ($19.2{\pm}2.1%$), epinephrine ($15.2{\pm}0.9%$), and norepinephrine ($11.0{\pm}1.2%$). The chemicals ${\gamma}$-amino butyric acid and methyl bromide were also better in terms of settled density on the collector with their respective density of $1.97{\pm}1.42$ and $2.37{\pm}1.86\;ind/cm^2$, reminiscent of being most effective candidates for a larval settlement inducer in the oyster hatchery.

• Bulletin of the Korean Chemical Society
• /
• v.31 no.5
• /
• pp.1209-1214
• /
• 2010

Reactions of 2-methyl-2-chloroadamantane (1) in a variety of pure and binary solvents have been studied at various temperatures and pressures up to 80 MPa. The sensitivity (m) to changes in solvent ionizing power of the Grunwald-Winstein equation, and the activation volume (${\Delta}V^{\ddag}$) are calculated from the specific rates. An excellent linear relationship (R = 0.997) for 1, log (k/$k_0$) = $0.80Y_{Cl}$ + 0.11, and the activation volume, ${\Delta}V^{\ddag}$ = -15.2 ~ -10.2 $mL{\cdot}mol^{-1}$ were observed. These values are similar to those for solvolyses of 1-adamantyl halides over the full range of solvents, suggesting that the unimolecular mechanism involving ion pairs is rate-determining. These observations are also compared with those previously reported for the corresponding 1-adamantyl derivatives and chloroformate esters.

• Journal of Korean society of Dental Hygiene
• /
• v.11 no.2
• /
• pp.263-275
• /
• 2011

Objectives : This study was performed analysis of Halitosis components following by subjective cognition of halitosis and Oral State in order to provide basic data for halitosis prevention and establish a device to efficiently eliminate halitosis and analyze the factors that affect the halitosis. Methods : 80 adults were participated who visited at the Dental Clinic in Kyoung-gi do, on the period of the March to September in 2010. The obtained results, through the oral examination, halitosis check and interview, Individually, were as followings. Results : According to the ammonia level was a high relationship between sex, CPI, Tongue plaque, DMFT index which were statistically significant (p<0.05). Total oral gas level was a relationship between VAS, tongue plaque, DMFT index(p<0.05). The Correlation coefficient between the Hydrogen sulfide level and Methyl mercaptan was estimated as r=0.534(p<0.01). As for the multiple regression analysis result, there have been selected dimethyl sulfide and Tongue plaque, Gingival index as factors affecting Bridge, Methyl mercaptan level is as factors affecting Hydrogen sulfide level. Conclusions : There was relationship between the periodontal disease and Ammonia gas component, hydrogen sulfide, dimethyl sulfide, methyl mercaptan. Which were statistically significant total oral gas level and oral variables. Such dental caries as the prevention or early treatment of periodontal disease.

• Bulletin of the Korean Chemical Society
• /
• v.23 no.1
• /
• pp.81-85
• /
• 2002

A new di-N-cyanoethylated 14-membered tetraaza macrocycle 1,8-bis(2-cyanoethyl)-3,5,7,7,10,12,14,14-octamethyl-1,4,8,11-tetraazacyclotetradecane $(L^2)$ and its nickel(II) complex $[NiL^2(OAc)]^+$ have been prepared. The square-planar complex $[NiL^2](C IO_4)_2$ can be prepared by addition of $HClO_4$ to a hot aqueous solution of $[NiL^2(OAc)]^+$ The Ni-N (tertiary amino group) bond distances $(2.008{\AA})$ of $[NiL^2](C IO_4)_2$ are relatively long, and the complex exhibits a d-d transition band at unusually long wavelength (ca. 515 nm). The complex $[NiL^2](C IO_4)_2$ rapidly reacts with acetate ion or ethylenediamine (en) to produce $[NiL^2(OAc)]^+$ or [Ni(en)_3]^{2+}$, respectively, and is readily decomposed in NaOH (0.01 M) solution. The chemical properties of $[NiL^2]^{2+}$ as well as its synthetic procedure are quite different from those for other related 14-membered tetraaza macrocyclic complexes. Effects of the N-cyanoethyl and C-methyl groups on the properties of $L^2$.

• Bulletin of the Korean Chemical Society
• /
• v.33 no.9
• /
• pp.2985-2990
• /
• 2012

New thiazoline derivatives 7a-c, and thiophenes 9a-c linked to indole moiety were easily prepared via the reaction of the acrylamide derivative 3 with phenacyl bromides 4a-c, depending on the reaction conditions. In addition, the reaction of compound 3 with hydrazonoyl chlorides 11a-f afforded a series of 1,3,4-thiadiazole derivatives 13a-f. Moreover, coupling of 3-(3-methyl-1H-indol-2-yl)-3-oxopropanenitrile (2) with the diazonium salts of 3-phenyl-5-aminopyrazole 16 or 3-amino-1,2,4-triazole 17 gave the corresponding hydrazones 18 and 19, respectively. Cyclization of the latter hydrazones yielded the corresponding pyrazolo[5,1-c]-1,2,4-triazine and 1,2,4-triazolo[5,1-c]-1,2,4-triazine derivatives 20 and 21, respectively. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, $^1H$ NMR and mass spectral data. All the synthesized compounds were tested for in vitro activities against certain strains of fungi such as Aspergillus niger, Aspergillus nodulans, Alternaria alternate. Compounds showed marked inhibition of fungal growth nearly equal to the standards.

• Natural Product Sciences
• /
• v.15 no.4
• /
• pp.234-240
• /
• 2009

Phytochemical investigation of the MeOH extract of the aerial parts of Bistorta manshuriensis resulted in the isolation of two cerebrosides, two lactams, six phenolic compounds and seven flavonoids. Their chemical structures were characterized by spectroscopic methods to be pinelloside (1), soyacerebroside I (2), pterolactam (3), 5-hydroxypyrrolidine-2-one (4), vanillic acid (5), caffeic acid methyl ester (6), protocatechuic acid (7), caffeic acid (8), 3,5-di-O-caffeoyl quinic acid methyl ester (9), chlorogenic acid methyl ester (10), avicularin (11), afzelin (12), quercetin (13), isoorientin (14), quercetin 3-O-${\beta}$-D-glucoside (15), quercitrin (16), and luteolin (17). The isolated compounds (1 - 4, 7, 12, 14) were isolated for the first time from this plant source and the compounds 1 - 4, 9 and 10 were first reported from the genus Bistorta. Compound 17 exhibited moderate cytotoxicity and compound 6 exhibited weak cytotoxicity against four human cancer cell lines in vitro using an SRB bioassay.

• Proceedings of the PSK Conference
• /
• 2002.10a
• /
• pp.383.3-384
• /
• 2002

Rosmarinic acid (1) and methyl rosmarinic acid (2), isolated from the ethyl acetate soluble fraction of the methanolic extract of Salvia miltiorrhiza Bunge (Lamiaceae) were found to be the tyrosinase inhibitors and scavengers of 1, 1-diphenyl-2-picrylhydrzyl (DPPH) radical. Compounds 1 and 2 inhibited the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with $IC_{50}$/ of 16.8 $\mu\textrm{M}$ and 21.5 $\mu\textrm{M}$. respectively. It compared well with kojic acid. a well-known tyrosinase inhibitor. with an $IC_{50}$ of 22.4 $\mu\textrm{M}$. The inhibitory kinetics, analyzed by a Lineweaver-Burk plot, found rosmarinic acid and its methyl ester to be competitive inhibitors with $K_{i}$ of $2.35{\times}10^{-5}M$ and $1.52{\times}10^{-5}M$ respectively. In addition, compounds 1 and 2 showed the scavenging activities on DPPH radical, with $IC_{50}$ of 4.27 $\mu\textrm{M}$ and 3.05 $\mu\textrm{M}$. respectively. These scavenging effects were more potent than that of L-ascorbic acid ($IC_{50}$ = 11.75$\mu\textrm{M}$).

• Korean Journal of Agricultural Science
• /
• v.11 no.2
• /
• pp.315-321
• /
• 1984

The electrochemical reduction of 0,0-dimethyl-0-(3-methyl-4 -nitrophenyl)-phosphorothioate ($Sumithion^{(R)}$) in acetonitrile solution has been studied by direct current (DC), differential pulse (DP) polarography and cyclic voltammetry methods. The irreversible electron-transfer chemical reaction (EC) mechanism of Sumithion proceeds by six electron-transfer to form radical and reduction of three-step which undergoes single bond of the phosphorus atom & phenoxy group by electron-transfer and protonation cleaved to give p-hydroxyamino-m-cresol and dimethylthiophosphonate as major product.