• Bulletin of the Korean Chemical Society
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• v.29 no.3
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• pp.604-608
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• 2008

A series of N-alkenyl pyrrolidine-2-thiones were synthesized by the reaction between pyrrolidine-2-thione and various aldehydes such as n-propanal, isopropanal, n-butanal, n-hexanal, n-octanal and phenylacetaldehyde in 32-86% yields using microwave irradiation technique. Only one structural E isomers were predominantly formed within 15 minutes in chlorobenezene?/p-toluenesulfonic acid monohydrate.

• Korean Journal of Fisheries and Aquatic Sciences
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• v.29 no.4
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• pp.431-437
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• 1996

The efforts of removing the specific fresh water fishy odor were studied by inducing tilapia, Oreochromis niloticus, to sea water in the use of the flavoring chemicals such as pyrrolidine and piperidine as experimental flavors. The amines added to the grinded muscle of tilapia were recovered by $88\%$ for pyrrolidine and $90\%$ for piperidine. When live tilapia were retained in a tank containing 100 ppm solution of the flavor for 30 min and then begun to start the acclimation into sea water with daily increase of $5\%_{\circ}$ salinity within 7days, no amines in the skin and the muscle of tilapia were detected after 4 days of acclimation to sea water. For the purge effects of amino in the skin and the muscle of tilapia, the concentration of pyrrolidine and piperidine lost $73.4\%,\;83.7\%$ in the muscle and $93.6\%,\;90.6\%$ in the skin of tilapia after purging in fresh water for 72 hrs, while $66.2\%,\;73.6\%$ of amines were removed in the muscle and $90.1\%,\;87.7\%$ in the skin of tilapia acclimated to sea water after purging in on sea water for 72hr. Loss rates of pyrrolidine and piperidine were found to be $0.0231h-^{1}\;and\;0.0333\;h^{-1}$ from the muscle and $0.0652h-^{1}\;0.0413\;h^{-1}$from the skin of tilapia in the fresh water, while $0.0131h-^{1}\;and\;0.0354\;h^{-1}$ from the muscle, $0.0674h-^{1}\;and\;0.0549\;h^{-1}$ from the skin of tilapia in the sea water after 24hrs of exposure, respectively.

• Applied Chemistry for Engineering
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• v.9 no.6
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• pp.914-919
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• 1998

Optically pure $C_2-Symmetric$ pyrrolidine amides (8) were synthesized from readily available 1,2:5,6-di-O-isopropylidene-D-mannitol (1). Cyclization of dimesylated hexitol (4) with benzyl amine gave an inseparable mixture of $C_2-Symmetric$ pyrrolidine amine derivative (5) as a major product, concurring with its cis isomer (6) as a minor product. The pyrrolidine amines (5,6) were converted to separable pyrrolidine amides (8,9) via free amine (7). Optical purity of desired $C_2-Symmetric$ pyrrolidine amide (8a) was determined with its Mosher derivatives (13,14) by their $^1H$ and $^{19}F$ NMR spectra.

• YAKHAK HOEJI
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• v.47 no.6
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• pp.450-455
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• 2003

Synthesis of (lR,5S,6S)-6-[(lR)-1-hydroxyethyl] -2-[(3S,5S)-5-(2-ethoxycarbonyl-1-moxy(hydroxy)iminoethyl)pyrrolidine-3-ylthio]-1-methylcarbapen-2-em-3-carboxylic acids (10a,l0b) were described. Methyl(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxyla late (I) was prepared from trans-4-hydroxy-L-proline with (2S,4R)-abs olute configuration as starting material. (2S,4S)-1-allyloxycarbonyl-2-(2-ethoxycarbonyl-hydroxy(methoxy )iminoethyl)-4-mercapto- pyrrolidines (6,7) were obtained from the tritylthio compound (I). (lR,5S,6S)-6-[(lR)-1-hydroxyethyl]-2-[(3S,5S)-5-(2-ethoxycarbonyl-1-methoxy(hydroxy)imino-ethyl)pyrrolidine-3-ylthio]-1-methylcarbapem-2-em-3-carboxylic acids (10a,10b) were obtained by the coupling reaction with carbapenem diphenylphosphates (8) and pyrrolidine-thiol moiety (6,7). Their in vitro antibacterial activities against both Gram-positive and Gram-negative were tested. Compounds ( 10a,10b) showed potent antibacterial activity except pseudomonas aerusinosa.

• Bulletin of the Korean Chemical Society
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• v.34 no.11
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• pp.3179-3180
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• 2013

• Bulletin of the Korean Chemical Society
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• v.24 no.11
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• pp.1567-1568
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• 2003

• Proceedings of the PSK Conference
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• 2003.04a
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• pp.237.2-237.2
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• 2003

A pathway for synthesis of N-methylspiro [1,2,3,4-tetrahydro-naphthalene-1,2'- pyrrolidine] was developed. Formation of the imine compound from ${\alpha}$-tetralone and methylamine using titanium tetrachloride followed by ddition of allylmagnesium bromide gave (1-allyl-1,2,3,4-tetrahydro-naphthalen-1-yl)methylamine. (omitted)

• Biomedical Science Letters
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• v.19 no.2
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• pp.168-172
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• 2013

Toll-like receptors (TLRs) play an important role for host defense against invading pathogens. TLR4 has been identified as the receptor for lipopolysaccharide (LPS), which is a cell wall component of gram-negative bacteria. The activation of TLR4 signaling by LPS leads to the activation of NF-${\kappa}B$ and the expression of pro-inflammatory gene products such as cytokines, inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2). To evaluate the therapeutic potential of (E)-1-(2-(2-nitrovinyl)phenyl)pyrrolidine (NVPP), previously synthesized in our laboratory, NF-${\kappa}B$ activation and iNOS and COX-2 expression induced by LPS were examined. NVPP inhibited the activation of NF-${\kappa}B$ induced by LPS. NVPP also suppressed the iNOS expression induced by LPS but it did not suppress COX-2 expression induced by LPS. These results suggest that NVPP has the specific mechanism for anti-inflammatory responses.

• Journal of the Korean Chemical Society
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• v.34 no.6
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• pp.641-645
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• 1990

Ethanolic tetracarbonylhydridoferrate, HFe(CO)$_4^-$, combined with aqueous succinaldehyde is very efficient for the selective transformation of an amino group into a pyrrolidine ring. Phenylendiamines react with aqueous succinaldehyde in the presence of HFe(CO)$_4^-$, at room temperature under atmospheric pressure of carbon monoxide to give the corresponding pyrrolidines in moderate yields. In these reactions, the molar ratio of 1.0:1.0:1.0 of the ferrate-succinaldehydephenylenediamine system gave one pyrrolidine ring, and the case of 1.0:2.0:1.0 gave two pyrrolidine rings, selectively.

• Bulletin of the Korean Chemical Society
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• v.18 no.8
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• pp.899-902
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• 1997