• Title/Summary/Keyword: amine derivatives

Search Result 109, Processing Time 0.023 seconds

Preparation of Trifluoroacetyl Chitosan Derivatives with Antiviral Activity (항바이러스 활성을 갖는 Trifluoroacetyl Chitosan 유도체의 제조)

  • Kim, Chun-Ho;Shin, Cha-Gyun;Shin, Kye-Sook;Son, Tae-il
    • Applied Chemistry for Engineering
    • /
    • v.10 no.4
    • /
    • pp.599-602
    • /
    • 1999
  • Chitosan was depolymerized by using nitrous acid. In order to synthesize new fluorinated chitosan oligomer(FCO) derivative, free amine groups of resulting low molucular weight chitosan oligomers were reacted with trifluoroacetic anhydride. The structure changes in the samples were conformed by using FT-IR, $^{1}H\;NMR$, $^{13}C\;NMR$ and $^{19}F\{^{1}H\}NMR$. Antiviral activity of FCO was studied by measuring DAN amounts of the replication viruses at 36 hr after the cells were infected with the viral solution containing FCO of various concentrations. The viral replications in the cells infected with the viral solution containing FCO were proportionally decreased with the FCO does, compared to those of the control groups, indicating that FCO efficiently inhibits viral infection. In particular, viral replication was decreased to 40% in the 1% FCO-treated cells.

  • PDF

Selective production of red azaphilone pigments in a Monascus purpureus mppDEG deletion mutant

  • Balakrishnan, Bijinu;Lim, Yoon Ji;Hwang, Seok Hyun;Lee, Doh Won;Park, Si-Hyung;Kwon, Hyung-Jin
    • Journal of Applied Biological Chemistry
    • /
    • v.60 no.3
    • /
    • pp.249-256
    • /
    • 2017
  • The Monascus azaphilone (MAz) pigment is a well-known food colorant that has yellow, orange and red components. The structures of the yellow and orange MAz differ by two hydride reductions, with yellow MAz being the reduced form. Orange MAz can be non-enzymatically converted to red MAz in the presence of amine derivatives. It was previously demonstrated that mppE and mppG are involved in the biosynthesis of yellow and orange MAz, respectively. However, ${\Delta}mppE$ and ${\Delta}mppG$ knockout mutants maintained residual production of yellow and orange MAz, respectively. In this study, we deleted the region encompassing mppD, mppE and mppG in M. purpureus and compared the phenotype of the resulting mutant (${\Delta}mppDEG$) with that of an mppD knockout mutant (${\Delta}mppD$). It was previously reported that the ${\Delta}mppD$ strain retained the ability to produce MAz but at approximately 10% of the level observed in the wildtype strain. A chemical analysis demonstrated that the ${\Delta}mppDEG$ strain was still capable of producing both yellow and orange MAz, suggesting the presence of minor MAz route(s) not involving mppE or mppG. Unexpectedly, the ${\Delta}mppDEG$ strain was observed to accumulate fast-eluting pigments in a reverse phase high-performance liquid chromatography analysis. A LC-MS analysis identified these pigments as ethanolamine derivatives of red MAz, which had been previously identified in an mppE knockout mutant that produces high amounts of orange MAz. Although the underlying mechanism is largely unknown, this study has yielded an M. purpureus strain that selectively accumulates red MAz.

Synthesis of Indoline tri-isopropyl benzene sulfonamide as a potential new asymmetric catalyst (새로운 술폰아미드계의 촉매의 합성)

  • Yun, In-Gwon;Kim, Hwan-Cheol
    • The Journal of Natural Sciences
    • /
    • v.7
    • /
    • pp.47-51
    • /
    • 1995
  • In order to develope new asymmetric catalyst, we synthesized the following new sulfonamide derivatives start from S-Indoline-2-Carboxylic Acid via the following 5 steps. Hydroxy methyl derivative(1) was thus treated with methane sulfonyl chloride in the presence of triethylamine as base to give mesylated derivative(2) in 85% of isolated yield. The mesylate compound (2) was treated with excess sodium azide to give Azido derivative (4) in 95% isolated yield. Azido compound (3) was then reduced to the corresponding amino derivative in near quntitative yield by the hydrogenation under hydrogen atmospere in the presence of catalytic amount of Pd-C. The amino derivative (4) was converted to its sulfonamide derivatives by the treatment of compound(4) with triisopropyl benzene sulfonyl chloride in the presence of triethyl amine as base. Finally t-BOC group of the compound(5) was removed by the treatement of excess Trifluoro-acetic acid in near quantitative yield to give the target sulfonamide derivative (7) .in this paper we prepared compound(6) in 49% overall yield via the 5 steps of synthesis starting from t-Boc- 2-hydroxy methyl indoline(1) which cab be easily prepared from commercial available S-indoline-2-carboxylic acid by known methods. we plan to apply this new catalyst for the asymmetric reduction , diels-alder reaction, aldolcondensation reaction in due courses.

  • PDF

Synthesis and Characterization of Molybdenum (V)-1, 6-Diaminohexane-N, N, N', N'-tetraacetic Acid Derivatives Complexes (몰리브덴 (V) 와 1, 6-Diaminohexane-N, N, N', N'-tetraacetic Acid 계 착물합성과 그 성질)

  • Sang Oh Oh;Sig Young Choi
    • Journal of the Korean Chemical Society
    • /
    • v.33 no.1
    • /
    • pp.90-96
    • /
    • 1989
  • A new series of $dioxo-di-{\mu}-oxo-dimolybdate(V)(*image)$, has been prepared by the reaction of pyridinum oxoisothiocyanato-molybdate(V) with 1, 6-diaminohexane-N, N, N', N'-tetraacetic acid derivatives containing amine carboxyl groups. The properties and possible molecular structure of these complexes were discussed by elemental analysis, spectroscopic studies and magnetic susceptibility measurements. The infrared spectra of these complexes show two strong Mo=$O_t$ stretching modes in the $900-965cm^{-1}$, MoO$_2$Mo stretching bands at around 450∼500 and $740-765 cm^{-1}$ to symmetrical and asymmetrical O-bridge stretching, a coordinated $COO^-$ asymmetrical band in the $1600-1635 cm^{-1}$. The complexes synthesized were yellow or orange and diamagnetic.

  • PDF

Synthesis and Characterization of Molybdenum(V)-Iminodiaceticacid Derivatives Complexes (몰리브덴(V)와 이미노디아세틱액시드계 착물 합성과 그 성질)

  • Sang-Oh Oh;Sik-Young Choi
    • Journal of the Korean Chemical Society
    • /
    • v.31 no.6
    • /
    • pp.520-526
    • /
    • 1987
  • A new series of $dioxo-di-\mu-oxo-dimolybdate(V)$, has been prepared by reaction of pyridinum oxoisothiocyantomolybdate (V) with iminodiacetic acid derivatives containing amine carboxyl groups. The properties and possible molecular structure of these complexes were discussed by elemental analysis, spectroscopic studies and magnetic susceptibility measurements. The infrared spectra of these complexes all show two strong $Mo=O_t$ stretching bands in the 900∼$980cm^{-1}$, $MoO_2Mo$ very prominent strectching bands at around 410~425 and 735~$750cm^{-1}$ to symmetrical and asymmetrical O-bridge stretching, a coordinated $coo^-$ asymmetrical band in the 1585∼$1,640cm^{-1}$. Also, d-d transition of molybdenyl complexes corresponding to $^2B_2{\to}^2B_1$ occured in the 24,800~$28,000cm^{-1}$ region, charge transfer transition corresponding to ligand-to-molybdenum in the 32,500~33,800, 42,000~$47,500cm^{-1}$ region. The complexes synthesized were yellow or orange and diamagnetic.

  • PDF

The Determination of Methyl Isocyanate in the Workplace by Gas Chromatography with Flame Ionization Detector (GC/FID에 의한 작업환경중 메틸 이소시아네이트의 분석)

  • Lee, Eun Jung;Yoo, Chul;Han, Young Sun;Cho, Young Bong
    • Journal of Korean Society of Occupational and Environmental Hygiene
    • /
    • v.11 no.3
    • /
    • pp.249-253
    • /
    • 2001
  • The purpose of this study is the development of the simple and precise sampling and analysis method of methyl isocyanate(MIC) in the work place as their secondary aliphatic amine derivatives by gas chromatography with flame ionization detector. The urea derivatives are quantitatively and simultaneously derived from MIC with secondary aliphatic amines such as dipropylamine(DPA), dibutylamine(DBA), and dipentylamine (DAA) in methylene chloride. The method is based on sampling glass tube in XAD-2 resin which is coated with secondary aliphatic amines. The samples are desorbed by $2m{\ell}$ methylene chloride and analysed using gas chromatography with flame ionization detector(GC/FID). In the results, the detection limit of the overall procedure and reliable quantity are $0.020-0.027{\mu}g$($1.347-1.740{\mu}g/m^3$(0.529-0.684 ppb) based on a 15 L air volume) MIC per sample. The average desorption efficiencies are 97.96 - 101.23 %. The results of versus storage time are high and stable recovery rates.

  • PDF

Theoretical Study on the Selective Reduction of Chiral [2-(diphenyl hydroxy-methyl)pyrrolidine]-AlH Derivatives and Aromatic Ketone ([2-(diphenyl hydroxy-methyl)pyrrolidine]-AlH 유도체와 방향족 케톤의 선택적 환원에 대한 이론적 연구)

  • Lee, Chul Jae;Kim, Jong-Mi
    • The Journal of the Convergence on Culture Technology
    • /
    • v.7 no.2
    • /
    • pp.389-394
    • /
    • 2021
  • In this work, we study the properties of molecular structure and boundary orbital functions of the DPHMP-AlH and propiophenone and butyrophenone, which are forms of alkoxy-amine-aluminum derivatives. Furthermore, we investigate the effect on the selective reduction of the final products (R), (S)-phenylpropanol and (R), (S)-phenylbutanol by calculating the stereoscopic and thermodynamic parameters of the transition state. Considering the three-dimensional molecular structural stability, the transition status of (S) types DPHMP-AlH and alkylphenone was found to be more stable, resulting in the selective reductions of DPHM-AlH and alkylphenone from this result: (S)-(1)-phenylpropanol and (S)-(1)-phenylbutanol was confirmed that the formation was advantageous.

Effect of Mobile Phase Additive on Enantiomer Resolution for Chiral Amines on Polysaccharide-derived Chiral Stationary Phases by High Performance Liquid Chromatography (고성능 액체크로마토그래피의 다당유도체를 기초로 한 키랄 고정상에서 이동상 첨가제가 키랄 아민의 광학분리에 미치는 영향)

  • Paik, Man-Jeong;Yoon, Hye-Ran;Lee, Wonjae
    • KSBB Journal
    • /
    • v.29 no.3
    • /
    • pp.205-209
    • /
    • 2014
  • Chromatographic enantiomer resolution of chiral amines was performed on several covalently immobilized and coated chiral stationary phases (CSPs) based on polysaccharide derivatives under the mobile phase conditions containing base or acid or acid/base additive. The chromatographic parameters including separation factors and capacity factors were greatly influenced by the nature of the mobile phase containing base or acid or salt additive as well as the used CSPs. When 0.05% triethylamine/0.05% trifluoroacetic acid as an additive in the mobile phase was used on all CSPs in this study, the greatest enantiomer resolution was observed except for Chiralpak AD. Also, it was shown that the change of base additive into acid or salt in the mobile phase may directly affect chiral recognition mechanisms between the chiral selectors and analytes occurring during enantiomer separation, resulting in the change of elution orders.

Elucidation of Anti-Tumor Initiator and Promoter Derived from Seaweed-4: Desmutagenic Principles of Ecklonia stolonifera Extracts against Carcinogenic Heterocyclic Amines (해조류 중의 Anti-Tumor Initiator 및 Promoter의 해석-4: 발암성 Heterocyclic Amine에 대한 곰피 추출물 중의 돌연변이원성 억제인자)

  • 김선봉;박영범;안종관;유승재;박덕천;김인수;박영호
    • Journal of the Korean Society of Food Science and Nutrition
    • /
    • v.27 no.3
    • /
    • pp.537-542
    • /
    • 1998
  • The present study was performed to elucidate desmutagenic principles from Ecklonia stolonifera extracts against 2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine(PhIP) and 2-amino-3,8-dime-thylimidazo[4,5-f]duinoxaline(MeIQx) with Salmonella/mammalian-microsome mutagenicity test. Alginate, phenols, chlorophyll and carotenoids from Ecklonia stolonifera were extracted and their desmutagenicities were assayed. Alginate hydroysates showed desmutagenic activities against PhIP and MeIQx at high level dose. Phenol fractions and bromophenol showed desmutagenic activity of about MeIQx at high level dose. Phenol fractions and bromophenol showed desmutagenic activity of about 90% per 0.5mg against PhIP and MeIQx. Chlorophyllin among chlorophyll derivatives exhibited remarkable desmutagenic activities of 92.9% and 82.7% at 20uM against PhIP and MeIQx, respectively. Carotenoids, such as lutein and $\alpha$-cryptoxanthin isolated from Ecklonia stolonifera exerted also high desmutagenic activity. Major desmutagenic substances from Ecklonia stolonifera are considered to be chlorophyllin, phenols, lutein, $\alpha$-cryptoxanthin and low molecular alginates.

  • PDF

Studies on the Synthesis of Carboxybetaine Derivatives and Surface Activities (카르복시 베타인 유도체의 합성 및 계면활성에 관한 연구)

  • Kim, Kioen-Il;Sohn, Joo-Hwan;Nam, Ki-Dae;Kim, Yu-Ok
    • Journal of the Korean Applied Science and Technology
    • /
    • v.3 no.1
    • /
    • pp.57-64
    • /
    • 1986
  • 1-(carboxyalkyl) trimethyl ammonium chlorides such as 1-(carboxyundecyl) trimethyl ammonium chloride and 1-(carboxytridecyl) trimethyiammonium chloride were synthesized by the reaction of ${\alpha}-bromoalkanoic$ acid with trimethyl amine hydrochloride. In other hand, (carboxymethyl) alkyl dimethyl ammonium chlorides such as (carboxymethyl) dodecyl dimethyl ammonium chloride and (carboxymethyl) tetradecyl dimethyl ammonium chloride were synthesized by the reaction of alkyl dimethylamine with sodium chloroacetate. The four kinds of alky carboxy betaine such as 2-(trimethylammonio) dodecanoate, 2-(trimethyl ammonio) tetradecanoate, (dodecyl dimethylammonio) ethanoate and (tetradecyl dimethyl ammonio) ethanoate were prepared from 1-(carboxyalkyl) trimethyl ammonium chlorides or (carboxymethy1) alkyl dimethyl ammonium chlorides. The surface activities including surface tension, emulsifying power, foaming power, foam stability, deflocculating effect, effectiveness of wettability and solubilizing effect were measured and also critical micelle concentration and hydrophilic-lipophilic. balance(HLB) were evaluated. These carboxy betaines show good surface activities as O/W type emulsifing agent and detergent.