• Bulletin of the Korean Chemical Society
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• v.23 no.11
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• pp.1548-1552
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• 2002

$(-)-\beta-Narcotine$ (6), a phthalideisoquinoline alkaloid, was synthesized conveniently by the direct condensation of cotarnine (1) and iodomeconine (2) prepared by aromatic iodination using thallium trifluoroacetate/KI and by the successive reduction of resulting $iodo-{\beta}-narcotine$ (5) with aluminum amalgam. Its structure including a stereochemistry was confirmed by instrumental analyses. This synthetic alkaloid was degraded with ethyl chloroformate at room temperature to afford the chloro-carbamate 6b as a crystalline intermediate, which was unexpectedly converted into the carbinol 8 by exchange of Cl with OH of water contained in the solvents and the ethoxy-carbamate 9, probably because of ethanol added to chloroform as a solvent stabilizer during the purification by column chromatography.

• Journal of Microbiology and Biotechnology
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• v.26 no.12
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• pp.2036-2042
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• 2016

We evaluated the potentials of 10 isothiocyanates (ITCs) from cruciferous vegetables and radish root hydrolysate for inhibiting the growth of oral pathogens, with an emphasis on assessing any structure-function relationship. Structural differences in ITCs impacted their antimicrobial activities against oral pathogens differently. The indolyl ITC (indol-3-carbinol) was the most potent inhibitor of the growth of oral pathogens, followed by aromatic ITCs (benzyl ITC (BITC) and phenylethyl ITC (PEITC)) and aliphatic ITCs (erucin, iberin, and sulforaphene). Sulforaphene, which is similar in structure, but has one double bond, showed higher antimicrobial activity than sulforaphane. Erucin, which has a thiol group, showed higher antimicrobial activity than sulforaphane, which has a sulfinyl group. BITC and iberin with a short chain exhibited higher antimicrobial potential than PEITC and sulforaphane with a longer chain, respectively. ITCs have strong antimicrobial activities and may be useful in the prevention and management of dental caries.

• Environmental Engineering Research
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• v.17 no.1
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• pp.9-15
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• 2012

The effect of a rhamnolipid biosurfactant produced by a Pseudomonas aeruginosa MA01 strain on desulfurization of iron concentrates was studied. Surface tension measurement and frothing characterization indicated better surface activity and frothability of rhamnolipid compared to methyl isobutyl carbinol (MIBC) as an operating frother. Reverse flotation tests using rhamnolipid either as a sole frother or mixed with MIBC, showed that the desulfurization process is more efficient at pH 4.5 and high concentration of rhamnolipid in the presence of MIBC. However, under these conditions water recovery decreased due to the change in rhamnolipid aggregates morphology. Results from the present study seemed promising to introduce the biosurfactant from Pseudomonas aeruginosa as a new frother.

• Proceedings of the Korean Society of Toxicology Conference
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• 2001.10b
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• pp.15-15
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• 2001

In the present study, we examined the chemopreventive effects of indole-3-carbinol (I3C), a constituent of cruciferous vegetables (the Family of Cruciferae) such as cabbages, cauliflowers and broccoli on multiple intestinal neoplasia (Min) genetic mouse model and on mouse colon carcinogenesis induced by azoxymethane (AOM) as well as on rat mammary carcinogenesis induced by 7, 12-dimethybenz［$\alpha$］anthracene (DMBA).(omitted)

• Proceedings of the Korean Society of Toxicology Conference
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• 2001.10a
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• pp.58-58
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• 2001

In the present study, we examined the chemopreventive effects of indole-3-carbinol (I3C), a constituent of cruciferous vegetables (the Family of Cruciferae) such as cabbages, cauliflowers and broccoli on multiple intestinal neoplasia (Min) genetic mouse model and on mouse colon carcinogenesis induced by azoxymethane (AOM) as well as on rat mammary carcinogenesis induced by 7, 12-dimethybenz［$\alpha$］anthracene (DMBA).(omitted)

• Proceedings of the Korea Environmental Mutagen Society Conference
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• 2001.10b
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• pp.85-86
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• 2001

• YAKHAK HOEJI
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• v.37 no.4
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• pp.317-324
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• 1993

The metabolic profile of carbinoxamine, 2-[(4-chlorophenyl)-2-pyridinyi-methoxy] N, N-dimethylethanamine, was determined in rat urine. Urinary extracts obtained with or without enzyme hydrolysis were derivatized with MSTFA/TMSCI (N-methyl-N-trimethylsilyl trifluoroacetamide/Trimethylchlorosilane) and analyzed by GC/MSD. In rat urine, which obtained after oral treatment with carbinoxamine maleate, chlorobenzolyl pyridine, (4-chlorophenyl)-2-pyridinyl methanol : carbinol, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-N-methylethanamine : norcarbinoxamine, 2-[(4-chlorophenyl)2-pyridinylmethoxy]ethanamine : bis-norcarbinoxamine and parent carbinoxamine were detected in free form. Norcarbinoxamine and bisnorcarbinoxamine were also detected in conjugated form(acetylation). These data suggest that in the rat, hydroxylation of either the benzyl or pyridinyl ring can occur during carbinoxamine elimination. O-demethylation and subsequent conjugation represents the primary pathway of carbinoxamine elimination in the rat.

• YAKHAK HOEJI
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• v.43 no.5
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• pp.584-590
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• 1999

Bioactivity-directed fractionation from the seeds of Annona cherimolia resulted in the isolation of two known cytotoxic compounds : corrosolin (1) and compound-2 (2). The structures of these compounds were characterized on the basis of chemical and spectral data. Corrosolin has a relative stereochemical relationship of threo/trans/threo for the mono-tetrahydrofuran (THF) ring with two flanking hydroxyls, from C-15 to C-20, which is the annonacin type. Compound-2 has a relative stereochemical relationship of threo/trans/threo/trans/threo for the adjacent bis-THF ring with two flanking hydroxyls, such as in the asimicin type. The absolute configurations of carbinol carbons in corrosolin in corrosolin were determined as 10R, 15R, and 20R by analysis of its Mosher ester derivatives. Corrosolin and compound-2 are known, but are first isolated in this plant.

• Food Science and Preservation
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• v.12 no.6
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• pp.656-661
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• 2005

To develop food additives from pyroligneous liquor, we first examined the physicochemical characteristics of volatile substances. The pH, gravity, acidity, solution tar, and scorched remains in the pyroligneous liquor were 2.50, 1.020, $0.8\%$ $2.31\%$ and $0.008\%$ respectively. The main compounds of pyroligneous liquor were 2,6-dimethoxyphenol (syringol), 2-hydroxy-2-cyclopenten-l-one, 1,2-benzenediol (catechol), phenol, 2 (5H)-furanone, 2-methoxyphenol (guaiacol), 5-hydroxymethyl-2 furancarboxaldehyde were found in organic phase, whereas catechol, 1,4 : 3,6-dianhydro-${\alpha}d$-glucopyranose, cyclopropyl carbinol, 5-hydroxymethyl-2 furancarboxaldehyde in aqueous phase.

• Journal of the Korean Society of Food Science and Nutrition
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• v.41 no.12
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• pp.1701-1707
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• 2012

3,3'-Diindolylmethane (DIM) is a major in vivo derivative of the putative anticancer agent indole-3-carbinol, which is present in cruciferous vegetables and has been reported to have anti-carcinogenic properties. An abnorrmally elevated level of cyclooxygenase-2 (COX-2) has been implicated in the pathogenesis of carcinogenesis. To investigate the mechanism by which DIM exhibits anti-carcinogenic effects, we investigated the effects of DIM on COX-2 expression in MCF-10A human mammary epithelial cells treated with the tumor promoter 12-O-tetradecanoylphorbol 13-acetate (TPA). DIM inhibited TPA-induced COX-2 expression and suppressed the synthesis of prostaglandin $E_2$, one of the major products of COX-2. Nuclear factor-kappa B ($NF-{\kappa}B$) is a transcription factor known to play a role in regulation of COX-2 expression. Treatment of MCF-10A cells with TPA increased nuclear translocation of phospho-p65, with the maximal levels being reached at 1 hour, while DIM inhibited the TPA-induced nuclear translocation of phospho-p65. Overall, we demonstrated that DIM suppresses phorbol ester-induced $PGE_2$ production and COX-2 expression in MCF-10A cells. The reduction in COX-2 levels by DIM maybe mediated through inhibition of $NF-{\kappa}B$ signaling.