• Bulletin of the Korean Chemical Society
• /
• 제3권3호
• /
• pp.119-122
• /
• 1982

Rigid ${\alpha}$-oximino ketones containing two functional groups such as 2-oximino-1-acenaphthenone and 2-oximino-1-indanone were synthesized and the simultaneous reduction of the two functional groups of ${\alpha}$-oximino ketones by $LiAlH_4$ gave the corresponding amino alcohols, 2-amino-1-acenaphthenol and 2-amino-1-indanol. The yields of the reduction products of the ${\alpha}$ -oximino ketones remarkably increased, as the increase of molar ratio of hydride used to the reactant. The use of 24 moles of $LiAlH_4$ was found to afford the best result in the reduction of the rigid ${\alpha}$-oximino ketones to the corresponding amino alcohols. The yields was not affected by the variation of solvents such as ether, THF and diglyme.

• Bulletin of the Korean Chemical Society
• /
• 제34권7호
• /
• pp.1955-1956
• /
• 2013

• 약학회지
• /
• 제40권3호
• /
• pp.300-305
• /
• 1996

The base-induced elimination of N-protected 2-(bromomethyl)pyrrolidines 12a-c with KHMDS in THF at -78$^{\circ}C$ for 1h gave exocyclic enamines 13a-c. The acidic catalyzed pr otonation on ${\beta}$-carbon atom of 2-(methylene)pyrrolidines 13a-c with $H_3PO_4$ formed endocyclic N-iminium intermediates 14(or 15). Nucleophilic attack of alpha-carbon atom and hydrolysis of N-iminium ion gave carbocationic adduct (aminoalcohol) 16 from which 5-amino-2-pentanones 17a-c were formed after deprotonation.

• 한국산업융합학회 논문집
• /
• 제12권3호
• /
• pp.143-147
• /
• 2009

The enantioselective reduction of representative prochiral alkyl-aryl ketones with a new chiral alkoxy-amine-aluminum derivatives from aluminum hydride and ${\alpha},{\alpha}$-diphenyl-${\beta}$-amino alcohols, such as (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol(AMDPB) and (S)-(-)-2-(diphenylhydroxy-methyl)pyrrolidine(DPHMP), in THF at $0^{\circ}C$ was studied. In the reduction of alkoxy-amine-aluminum derivatives, acetophenone, propiophenone, isopropiophenone, and butyrophenone are reduced to corresponding aromatic secoundary alcohols with 34~60 % enantiomeric excess of (S)-isomers. For such ketones, the optical induction was enhanced by increasing a size of alkyl groups.

• Bulletin of the Korean Chemical Society
• /
• 제35권12호
• /
• pp.3671-3674
• /
• 2014

• Bulletin of the Korean Chemical Society
• /
• 제32권10호
• /
• pp.3738-3742
• /
• 2011

Bismuth tribromide ($BiBr_3$) catalyzed Mannich-type reactions of N-acyliminium ions which generated in situ from N-benzyloxycarbonylamino p-tolylsulfones have been developed. In the presence of catalytic amount of $BiBr_3$, N-benzyloxycarbonylamino p-tolylsulfones prepared from aromatic and aliphatic aldehydes reacted with silyl enol ether and silyl enol ester under mild reaction conditions to afford N-Cbz-protected ${\beta}$-amino ketones and N-Cbz-protected ${\beta}$-amino esters in moderate to good yield, respectively.

• Archives of Pharmacal Research
• /
• 제27권12호
• /
• pp.1194-1201
• /
• 2004

Michael addition of certain nucleophiles on ${\alpha}$ , ${\beta}$-unsaturated ketones 1 led to the formation of adducts 2-7 as well as the reaction of arylidene derivatives with secondary amines afforded the amino compounds 9 and 11. Also, dialkylmalonates were treated with ${\alpha}$-cyano cinnamide to afford 13. On the other hand, double Michael cycloaddition of ethylcyanoacetate or tetrachlorophthalic anhydride to the suitable divinylketone were synthesized to produce 15-17. Selected compounds (13 and 6) were screened for muscle relaxant, anticonvulsant, and sedative activities using established pharmacological models. Their activities were compared with that of phenobarbital sodium taken as standard. Compound 6 was the most potent muscle relaxant while compounds 13a and 13c offered the highest anticonvulsant activity. Meanwhile compound 13c showed the highest potentiation of phenobarbital induced sleep in mice.

• Archives of Pharmacal Research
• /
• 제13권2호
• /
• pp.142-146
• /
• 1990

Reaction of ethyl 4-chloro-2-phenylpyrimidine-4-carboxylate (4) with 5-chloro-2-methylthiophenol or 3-aryl-4-phenyl-1, 2, 4-triazole-5 thiol yielded the corresponding thioethers (5) and (8a, b), respectively. Careful alkaline hydrolysis of (5) yielded the corresponding carboxylic acid (6). Reaction of (4) with p-aminoacetophenone yielded compound (10) which was reacted with certain aromatic aldehyde to afford the$\alpha,\beta$-unsaturated ketones (11a-d). Condensation of (11a-d) with malononitrile or phenylhydrazine yielded the 2-amino-3-cyanopyridines (12a-f) or the 2-pyrazolines (13a, b) respectively. Seven representative compounds were tested for their in vitro antimicrobial activity against some pathogenic micro-organisms, some of them were proved to be active.

• 한국식품저장유통학회지
• /
• 제23권1호
• /
• pp.117-126
• /
• 2016

균주를 달리하여 제조한 귤피 속성장의 수분함량은 발효기간 동안 큰 차이를 보이지 않았으며, 조단백 함량은 발효가 진행됨에 따라 감소하였고, pH는 RS 및 RTS는 발효기간 동안 변화가 없었던 반면, AS 및 ATS는 발효 10일째 크게 감소하였다. 이와 관련하여, 적정산도는 모든 속성장에서 발효기간 동안 증가하였다. 균주를 달리하여 제조한 귤피속성장의 주요 유리당 및 유기산은 각각 glucose와 acetic acid로 확인되었다. 아미노태 질소 함량은 AS 및 ATS가 RS 및 RTS보다 높은 반면, 환원당은 RS 및 RTS가 AS 및 ATS보다 높았다. 미생물 수는 RS 및 RTS에서 꾸준히 증가하다 감소한 반면, AS 및 ATS는 10일 이후 감소하였다. 효소활성의 경우, RS 및 RTS는 ${\alpha}$-amylase 활성이, AS 및 ATS는 protease 활성이 각각 높았다. 주요 유리아미노산으로는 glutamic acid, lysine, leucine 및 arginine 등이 동정되었다. 향기성분 분석결과 총 60여개의 성분이 확인되었는데, 1-octen-3-ol 등을 포함한 alcohol류가 21개, hydrocarbon류가 14개, ester류 5개, 그 외 acids류, ketone류, aldehyde 등이 확인되었고, 3-methyl-1-butanol 등을 포함한 된장의 냄새물질이 귤피의 첨가로 감소된 것을 확인하였다. 이상의 결과를 통해 R. oligosporus는 당류 분해능에, A. oryzae는 단백질 분해능에 적합함을 확인하였고, 귤피의 첨가는 된장의 향미나 식미 등의 관능적 요인에 도움이 될 것으로 생각된다.

• 한국식품영양과학회지
• /
• 제43권5호
• /
• pp.756-762
• /
• 2014

전통 장류 유래 효소 활성 및 항균 활성 우수 Bacillus sp.를 스타터로 한 콩 발효물의 품질 특성을 분석하였다. 총균수는 HJ5-2를 접종한 시료가 $3.00{\times}10^9CFU/mL$로 가장 높았으며, 유산균은 스타터 첨가 콩 발효물에서 $2.50{\times}10^2{\sim}7.30{\times}10^4CFU/mL$를 나타나는 것으로 보아 접종된 균주가 우점종이 된 것을 확인하였다. ${\alpha}$-Amylase 활성은 RD7-7(20.82 unit/mL)과 HJ18-4(18.45 unit/mL), protease 활성은 RD7-7(647.92 unit/mL)을 접종한 콩 발효물이 높은 활성을 나타내었다. 환원당 함량은 HJ18-4(2.35%), 아미노태 질소 함량은 RD7-7(227.96 mg%) 접종 콩 발효물에서 높은 함량을 나타내었다. 아미노산 함량은 glutamic acid, aspartic acid, leucine, lysine, arginine 순으로 검출되었다. 유기산은 oxalic acid(36.51~63.57 mg/100 g)가 모든 실험군에서 검출되었으며, succinic acid(600.15~429.49 mg/100 g)는 control과 RD7-7 접종 콩 발효물에서 검출되었다. 향기 성분을 분석한 결과 총 28종(esters 3종, ketones 6종, aldehydes 2종, alcohols 4종, hydrocarbons 2종, pyrazines 2종, acids 4종, 기타 4종)이 검출되었으며, RD7-7과 HJ18-4를 접종한 콩 발효물에서 23종의 향기 성분이 검출되었다. 본 연구는 고품질 장류용 스타터 개발을 위한 단일균 접종 콩 적용 시험으로 향후 혼합배양 스타터 개발 및 기능성 콩 발효소재 개발을 위한 기초자료로 제시하고자 한다.