• 제목/요약/키워드: Amide compounds

검색결과 100건 처리시간 0.031초

Characterization of intrinsic molecular structure spectral profiles of feedstocks and co-products from canola bio-oil processing: impacted by source origin

  • Alessandra M.R.C.B., de Oliveira;Peiqiang, Yu
    • Animal Bioscience
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    • 제36권2호
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    • pp.256-263
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    • 2023
  • Objective: Feed molecular structures can affect its availability to gastrointestinal enzymes which impact its digestibility and absorption. The molecular spectroscopy-attenuated total reflectance Fourier transform infrared vibrational spectroscopy (ATR-FTIR) is an advanced technique that measures the absorbance of chemical functional groups on the infrared region so that we can identify and quantify molecules and functional groups in a feed. The program aimed to reveal the association of intrinsic molecular structure with nutrient supply to animals from canola feedstocks and co-products from bio-oil processing. The objective of this study was to characterize special intrinsic carbohydrate and protein-related molecular structure spectral profiles of feedstock and co-products (meal and pellets) from bio-oil processing from two source origins: Canada (CA) and China (CH). Methods: The samples of feedstock and co-products were obtained from five different companies in each country arranged by the Canola Council of Canada (CCC). The molecular structure spectral features were analyzed using advanced vibrational molecular spectroscopy-ATR-FTIR. The spectral features that accessed included: i) protein-related spectral features (Amide I, Amide II, α-helix, β-sheet, and their spectral intensity ratios), ii) carbohydrate-related spectral features (TC1, TC2, TC3, TC4, CEC, STC1, STC2, STC3, STC4, TC, and their spectral intensity ratios). Results: The results showed that significant differences were observed on all vibrationally spectral features related to total carbohydrates, structural carbohydrates, and cellulosic compounds (p<0.05), except spectral features of TC2 and STC1 (p>0.05) of co-products, where CH meals presented higher peaks of these structures than CA. Similarly, it was for the carbohydrate-related molecular structure of canola seeds where the difference between CA and CH occurred except for STC3 height, CEC and STC areas (p>0.05). The protein-related molecular structures were similar for the canola seeds from both countries. However, CH meals presented higher peaks of amide I, α-helix, and β-sheet heights, α-helix:β-sheet ratio, total amide and amide I areas (p<0.05). Conclusion: The principal component analysis was able to explain over 90% of the variabilities in the carbohydrate and protein structures although it was not able to separate the samples from the two countries, indicating feedstock and coproducts interrelationship between CH and CA.

지용성 Benz[cd]indole 엽산길항제의 합성 및 In Vitro 항암활성 (Synthesis of Lipophilic Benz[cd]indole Antifolates and Their Antitumor Activity In Vitro)

  • 백두종
    • 약학회지
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    • 제49권1호
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    • pp.60-67
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    • 2005
  • Nonclassical aminobenz[cd]indole antifolates 4, 5 and 6, in which the glutamic acid moiety of the classical antifolates is substituted by 2-phenylglycinamide or 3-aminobenzamide, were synthesized and their in vitro antitumor activity was evaluated. The purpose of this substitution is that the lipophilicity is enhanced due to the aromatic ring of the target compounds for the passive transport through lipid membrane of cells while the hydrogen bonding of the amide is retained in the active site of the enzyme, thymidylate synthase, where the glutamate is originally present. The target compounds were highly cytotoxic against tumor cell lines of murine and human origin with micromolar to nanomolar $IC_{50}$ values. Most effective was compound 4 ($N^6-methyl-N^6$-[4-[(${\alpha}$(S)-aminocarbonylbenzyl) aminocarbonyl]benzyl]-2,6-diaminobenz[cd]indole)with $IC_{50}$ of 2 nM against SW480, human colon adenocarcinoma cell line, which is 650-fold more potent than the reference compound 3.

D-Glucose-Glycine 계의 Maillard 반응생성물 및 그 생성기구 (Maillard Reaction Products Formed from D-Glucose-Glycine, System and Their Formation Mechanism)

  • 김선봉;박영호
    • 한국수산과학회지
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    • 제19권1호
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    • pp.45-51
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    • 1986
  • D-glucose-glycine 계를 사용하여 Maillard 반응에 의하여 생성되는 저분자 휘발성성분을 비롯하여 amide 화합물의 생성 및 그 기구를 검토하였다. 그 결과, 동정된 저분자 휘발성성분 중에서, headspace gas 중의 휘발성성분은 furan, acetone, 2-methylfuran, 2,5-dimethylfuran 2-butanone 2,3-pentanedione, diacetyl 등이었다, 이 중에서 diacetyl의 생성량이 가장 많아, 전 peak 면적의 약 $70\%$를 차지하였다. 또한, 에테르 추출물중의 주요반응생성물은 초산, furfuryl alcohol 2,5-dimethylpyrrole 2-acetylpyrrole 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one 등이었고, ethyl acetate 로 추출한 산성획분중에는 N-acetyl-glycine와 N-methylacetamide 등 2종류의 amide 화합물의 생성이 밝혀졌다. 이들 amide 화합물적 생성기구를 밝히기 위하여, Mailiard 반응초기생성물인 diacetyl 및 glyoxal을 각각 butylamine과 반응시킨 결과, Schiff 염기의 산화적 분해로 N-butylacetamide 및 N-butylformamide의 생성이 인정되었다. 따라서 N-acetylglycine 및 N-methylacetamide는 glucosylamine의 2,3-enol 화 및 ${\beta}-elimination$에 의한 탈수의 진행으로 생성된 dicarbonyl 화합물이 glycine과 반응하여 Schiff 염기를 형성하고, 이 Schiff 염기가 산화적분해를 받아서 N-acetylglycine이 생성되고, N-methylacetamide는 N-acetylglycine의 탈탄산에 의해서 생성된다고 생각한다.

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Synthesis of (5R,8R)-2-(3,8-Dimethyl-2-oxo-1,2,4,5,6,7,8,8α-octahydroazulen-5-yl) Acrylic Acid (Rupestonic Acid) Amide Derivatives and in vitro Inhibitive Activities against Influenza A3,B and Herpes Simplex Type 1 and 2 Virus

  • Yong, Jian-Ping;Lv, Qiao-Ying;Aisa, Haji Akber
    • Bulletin of the Korean Chemical Society
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    • 제30권2호
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    • pp.435-440
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    • 2009
  • 19 Aromatic ring and L-amino acid ester contained rupestonic acid amide derivatives 2a~2l, 3a~3g were synthesized and preliminarily evaluated in vitro against influenza virus $A_3$,B and herpes simplex virus type 1 (HSV-1), 2(HSV-2) by the national center for drug screening of China. The rusults showed that 2i possessed the highest inhibition against both influenza virus $A_3\;(TC_{50}\;=\;120.6\;{\mu}mol/L,\;IC_{50}=\;19.2\;{\mu}$mol/L, SI = 6.3) and B (T$C_{50}\;=\;120.6\;{\mu}mol/L,\;IC_{50}=\;29.9\;{\mu}$mol/L, SI = 4.0); 2g was more active against influenza $A_3$ virus at very low cytotoxicity ($TC_{50}\;>\;2092.1\;{\mu}mol/L,\;IC_{50}=\;143.7\;{\mu}mol/L,$ SI > 14.6) than the parent compound; Compounds 2b, 2c, 2f showed higher activities both against HSV-1 and HSV-2 than that of the parent compound, and 2f was the most potent inhibitor of HSV-1 ($TC_{50}\;=\;200.0\;{\mu}mol/L,\;IC_{50}\;=\;11.3\;{\mu}mol$/L, SI = 17.7 ) and HSV-2 ($TC_{50}\;=\;200.0\;{\mu}mol/L,\;IC_{50}\;=\;20.7\;{\mu}mol$/L , SI = 9.7).

콩나물의 Asparagine 생합성(生合成)에 관(關)한 연구(硏究) (Asparagine Biosynthesis in Soybean Sprouts)

  • 변시명;허남응;이춘영
    • Applied Biological Chemistry
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    • 제20권1호
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    • pp.33-42
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    • 1977
  • 콩나물에 많이 존재하는 Asn의 생합성(生合成)에 관하여 연구하고자 콩나물 생육기간중(生育其間中) 수분함량(水分含量) 및 Asn 함량을 조사한 결과 10일째 수분(水分)은 $85{\sim}90%$에 달했으며 Asn은 6일째부터 급격히 증가하여 10일째는 건물량(乾物量)의 22.7%에 달하였다. 콩나물 100 g에서 Asn을 추출(抽出)한 결과 2.29g을 얻었고 재결정하여 1.62 g을 얻었다. 콩나물 생육시(生育時) $NH_4Cl,\;(NH_4)_2SO_4$ 및 urea를 살포하여 질소화합물에 대한 영향을 고찰하였던 바 $NH_4Cl$$(NH_4)_2SO_4$구(區)는 Asn이 control보다 약간 증가하였으나 urea구(區)는 10일째 29.5%로 증가하였다. 콩나물에서 asparagine synthetase를 $(NH_4)_2SO_4$ fractionion 및 Sephadex G-150에 의해 정제하여 8.6배 정제하였다. 이 효소는 매우 불안정(不安定)하였으나 glycerol, mercaptoethanol 및 기질(基質)인 ATP, $Mg^{++}$이온에 의해 보호를 받았으며 이 산소(酸素)에 의해 최고(最高)의 Asn이 생성(生成)되는 ATP, Gln(또는 ${NH_4}^+$)의 농도는 표준반응 용액에서 각각의 구성농도를 변화시키면서 측정하였을 때 ATP 10 mM, ${NH_4}^+$는 50 mM, Gln은 10 mM이었다. $Mg^{++}$이온 대신 $Mn^{++}$, $Zn^{++}$, 및 $Fe^{++}$로 대치할수 없었으며 Asp에 대한 Km값은 3.1 mM이었고 효소작용의 최적(最適) pH는 7.5이었다. Amide donor로서 $NH_2OH$로 대치한 결과 ${\beta}-aspartyl$ hydroxamate가 생성(生成)되어, 효소의 열불안성(熱不安性), amide donor로서 Gln 이용 및 SH기(基)에 의한 효소안정성을 비추어 보아, 같은 두과식물(荳科植物)인 완두와 비슷하게 asparagine synthetase는 ${\beta}-aspartyl$ adenylate의 중간반응(中間反應)을 거치는 기작(機作)에 의해 Asn을 생합성(生合成)하는 것을 알았다.

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Triglycine 수용액에 미치는 감마선의 영향 3. 감마선에 의한 분해산물에 관하여 (The Effect of Gamma-Irradiation on Aqueous Solutions of Triglycine 3. Mechanism for Gamma-ray Induced Degradation Products)

  • 강만식
    • 한국동물학회지
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    • 제7권2호
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    • pp.1-5
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    • 1964
  • 산소 용존하의 triglycine 수용액을 ${\gamma}-선으로$ 조사하여 carbonly 화합물, glycine, ammonia, ECO_2$ 및 수소를 검출하였다. 이 수용액계에서 일어나는 방사선화학반응을 초과정과 분해산물을 가지고 논의하였다. Triglycine 분자는 먼저 중간생성물을 이루게 되고 이것이 carbonyl 화합물과 acid amide 로 분해하게 된다. 이들은 일차적 또는 이차적으로 free radical 의 작용에 의하여 acetamide, glycie, glyoxylic acid, formic acid, oxalic acid, ammonia 및 ECO_2$ 로 분해하게 된다. 또한 radical-radical 결합에 의하여 생성물이 생길 미확인반응의 가능성도 있으며 타당한 물질평행은 앞으로의 연구에 기대한다.

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고려인삼(高麗人蔘) 유기질비료의 질소성장(窒素性狀)에 대하여 (Nitrogen fractionation of organic materials applied to Korean ginseng)

  • 홍정국;박훈;이종화
    • 한국토양비료학회지
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    • 제12권2호
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    • pp.91-97
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    • 1979
  • 1. 인삼(人蔘)의 유기질비료(有機質肥料)(약토류, 낙엽류(落葉類), 골분(骨粉)) 질소성분(成分)을 그 용해성(溶解性), 형태(形態) 및 함량(含量)에 따라 분석(分析)함으로서 질소성분(成分)의 성상과 유효성에 대해 밝히고자 하였다. 2. 용해성(溶解性)(수용성(水溶性), 플빅산(酸)과 부식산(腐植酸)의 산가수분해성(酸加水分解性), 가성(苛性)소다액(液) 추출성(抽出性))에 따른 질소성분(成分)의 분별결과(分別結果)는 다음과 같다. 약토류는 휴민태(態)>산가수분해(酸加水分解)>비가수분해성(非加水分解性)>수용성(水溶性), 낙엽류(落葉類)는 산가수분해성(酸加水分解性)>휴민태(態)>수용성(水溶性)${\geq}$산비가수분해성(酸非加水分解性), 골분(骨粉)은 산가수분해성(酸加水分解性)${\gg}$수용성(水溶性)>산비가수분해성(酸非加水分解性)의 순(順)이었다. 3. 수용성(水溶性)질소의 형태분석(形態分析)은 약토류와 낙엽(落葉)경우 부식태(腐植態)>아미노태(態)>초산태(硝酸態)(약토류만)>암모니아태(態)>Hexosamine태(態)>아마이드태(態). 골분(骨粉)은 아미노태(態) 부식태(腐植態)>암모니아태(態)${\geq}$아마이드태(態)의 순(順)이었다. 산가수분해성(酸加水分解性)질소 경우, 아미노태(態)>부식태(腐植態)${\simeq}$암모니아태(態)>Hexosamine태(態)의 순(順)이었다. 4. 질소의 용해성별(溶解性別) 및 주요형태(主要形態)(아미노태(態), 부식태(腐植態) 무기태(無機態))의 유효성에 대해 고찰(考察)하였다.

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Alkyl-3,4-dihydroxybenzoate와 N-Alkyl-3,4-dihydroxybenzamide 유도체의 피부 감작성에 관한 홀로그래피적인 정량적 구조와 독성과의 관계(HQSTR) (Holographic Quantitative Structure-Toxicity Relationships on the Skin Sensitization of Alkyl-3,4- dihydroxybenzoate and N-Alkyl -3,4- dihydroxybenzamide Derivatives)

  • 김상진;성낙도;정훈성
    • 대한화장품학회지
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    • 제31권1호
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    • pp.91-96
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    • 2005
  • 일련의 alkyl-3,4-dihydroxybenzoate (A)와 N-alkyl-3,4-dihydroxybenzamide (B) 유도체들의 치환기(R1 및 R2) 변화에 따른 피부 감작성과의 관계를 HQSTR 방법으로 분석하였다. 유도된 피부 감작성에 관한 HQSTR 모델은 매우 양호한 예측성(cross-validated $r^2_{cv}.,\;q^2=0.744$)과 적합성(non-cross-validated, $r^2_{ncv}$. =0.978)을 나타내었다. 이들 두 화합물은 멜라닌 생성 저해 활성이 클수록 피부 감작성이 낮은 반비례적인 경향을 보였으며 R1-치환기 사슬 중 C1 ${\~}$ C3 원자 부분은 피부 감작성에 기여하지 않는 경향을 나타내었다. 따라서 ester (A)는 amide (B)보다 피부 감작성이 낮으나(AB) 특징을 나타내므로 미백제의 활성 성분으로서 매우 이상적인 화합물임을 알았다.

Evaluation of the antimalarial activity of SAM13-2HCl with morpholine amide (SKM13 derivative) against antimalarial drug-resistant Plasmodium falciparum and Plasmodium berghei infected ICR mice

  • Hyelee Hong;Kwonmo Moon;Thuy-Tien Thi Trinh;Tae-Hui Eom;Hyun Park;Hak Sung Kim;Seon-Ju Yeo
    • Parasites, Hosts and Diseases
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    • 제62권1호
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    • pp.42-52
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    • 2024
  • Antimalarial drugs are an urgently need and crucial tool in the campaign against malaria, which can threaten public health. In this study, we examined the cytotoxicity of the 9 antimalarial compounds chemically synthesized using SKM13-2HCl. Except for SKM13-2HCl, the 5 newly synthesized compounds had a 50% cytotoxic concentration (CC50) >100 μM, indicating that they would be less cytotoxic than SKM13-2HCl. Among the 5 compounds, only SAM13-2HCl outperformed SKM13-2HCl for antimalarial activity, showing a 3- and 1.3-fold greater selective index (SI) (CC50/IC50) than SKM13-2HCl in vitro against both chloroquine-sensitive (3D7) and chloroquine -resistant (K1) Plasmodium falciparum strains, respectively. Thus, the presence of morpholine amide may help to effectively suppress human-infectious P. falciparum parasites. However, the antimalarial activity of SAM13-2HCl was inferior to that of the SKM13-2HCl template compound in the P. berghei NK65-infected mouse model, possibly because SAM13-2HCl had a lower polarity and less efficient pharmacokinetics than SKM13-2HCl. SAM13-2HCl was more toxic in the rodent model. Consequently, SAM13-2HCl containing morpholine was selected from screening a combination of pharmacologically significant structures as being the most effective in vitro against human-infectious P. falciparum but was less efficient in vivo in a P. berghei-infected animal model when compared with SKM13-2HCl. Therefore, SAM13-2HCl containing morpholine could be considered a promising compound to treat chloroquine-resistant P. falciparum infections, although further optimization is crucial to maintain antimalarial activity while reducing toxicity in animals.