• 제목/요약/키워드: ${\alpha}$-sulfonation

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Synthesis and Anti-HIV Activity of Sulfonated Amino Ribofuranans

  • Kang, Byoung-Won
    • Archives of Pharmacal Research
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    • 제26권6호
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    • pp.441-445
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    • 2003
  • New sulfonated amino ribofuranans were synthesized to elucidate the relationship between structure and specific biological activities such as anti-HIV and blood anticoagulant activities. The synthesis was performed by sulfonation of copolymers having various proportion of (1$\rightarrow5)-\alpha$-D-ribofuranosidic unit. The sulfonation with piperidine N-sulfonic acid produced the sulfonated amino ribofuranans in high yield. The anti-HIV activity of sulfonated 3-amino-3-deoxy-(1$\rightarrow5)-\alpha$-D-ribofuranan showed more potent by increasing the degree of sulfonation and the average molecular weights. This activity was almost equal to the activities of sulfonated ribofuranans and ribopyranans reported before in spite of low molecular weight. The blood anticoagulant activities was observed at 36-48 mg/units, more potent than standard dextran sulfonate, 22.7 mg/units. In addition, the blood anticoagulant activities of sulfamide-copolysaccharide consisting various proportion of (1$\rightarrow5)-\alpha$-D-ribofuranan units were potentiated by increasing sulfonated amino-ribofuranan units from 13 to 21 mg/units.

2-아미노나프탈렌술폰산류의 합성에 관한 연구 (Studies on the Synthesis of 2-Aminonaphtalene Sulfonic Acids)

  • 김주원;손주환
    • 한국응용과학기술학회지
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    • 제3권2호
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    • pp.29-34
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    • 1986
  • The sulfuric acid sulfonation of 2-aminonaphthalene was preformed at $30^{\circ}C{\sim}200^{\circ}C$ for $1{\sim}15$ hours, using $4{\sim}10$ parts of 90% sulfuric acid${\sim}$20% oleum. This reaction was influenced by many factory such as reaction temperature, reaction time, strength of sulfuric acid and amount of sulfuric acid and among these factors, the effect of the reaction temperature was considerable. The main products of this reaction were Dahl's acid (2-aminonaphthalene-5-sulfonic acid, Broenner's-acid (2-aminonaphthalene-6-sulfonic acid), amnio-F-acid(2-aminonapthalene-7-sulfonic acid), and Baden acid (2-aminonaphthalene-7-sulfonic acid) and another isomers such as Tobia's acid (2-aminonaphthalene-1-sulfonic acid) and 2-aminonaphthalene-4-sulfonic acid were not formed. Of these isomeric acids, those containing the sulfonic acid group in an ${\alpha}-position$, namely, Dahl's acid and Baden acid, are simultaneously formed by sulfonation at low-temperature ($30{\sim}100^{\circ}C$), whilst those containing the sulfonic acid group in a ${\beta}$-position, namely, Broenner's acid and amino-F-acid, are formed simultaneously by sulfonation at high temperatures($150^{\circ}{\sim}200^{\circ}$).

알파술폰화 고급지방산 메틸 에스테르의 공업적 합성 (Industrial Synthesis for α-Sulfonation of Fatty Acid Methyl Ester)

  • 김진현;최성옥;윤영균;남기대
    • 공업화학
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    • 제9권4호
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    • pp.595-602
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    • 1998
  • 소수성부의 탄소수가 12~18인 고급지방산의 알파술폰화반응은 고급지방산 메틸에스테르와 $SO_3$의 몰비가 1:1.3이고, 반응온도 $70{\sim}90^{\circ}C$ 범위에서 불활성 가스와 $SO_3$의 혼합된 기상술폰화 반응에서 97% 이상 높은 수율로 알파술폰화 생성물을 얻었다. 파이롯 제조공정에서 탈색 및 중화 공정에 있어서 공업적 합성공정의 조건을 밝히므로서 공업적 제조 이용에 참고가 되도록 하였다.

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고분자(高分子) 계면활성제(界面活性劑)에 관한 연구(硏究) (제(第) 3 보(報));알릴에스테르 ${\alpha}$-술폰 지방산(脂肪酸) 고분자(高分子) 화합물(化合物)의 합성(合成) (Studies on the Polymeric Surfactants (III);Synthesis of Sodium ${\alpha}-Sulfo$ Fatty Acid Allyl Ester Oligomers)

  • 남기대;정노희;노승호
    • 한국응용과학기술학회지
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    • 제6권2호
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    • pp.45-51
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    • 1989
  • Allyl aliphatic carboxylates were synthesized by azotropic reaction with benzene between allyl alcohol and capric acid, lauric acid, myristic acid, palmitic acid or stearic acid respectively. allyl aliphatic carboxylates oligomers were prepared from polymerization giving allyl aliphatic carvboxylates in the presence of potassium persulfate in methanol, and the ${\alpha}-sulfonation$ of these five allyl aliphatic carboxylates oligomers were carried by direct addition of dry sulfur trioxide. Especially, molecular weights of fatty acid alylester oligomers and their sodium salts of ${\alpha}-sulfo$ fatty acid allylester oligomers were measured by boiling point method.

고분자(高分子) 계면활성제(界面活性劑)에 관(關)한 연구(硏究)(제(第) 1 보(報));나트륨 알파 술폰 지방산(脂肪酸) 비닐에스테르 올리머고류(類)의 합성(合成) (Studies on the Polymeric Surface Active Agent (I);Synthesis of Sodium ${\alpha}-Sulfo$ Fatty Acid Vinyl Ester Oligomers)

  • 정노희;노승호;남기대;소부영
    • 한국응용과학기술학회지
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    • 제6권1호
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    • pp.21-26
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    • 1989
  • Four fatty acid vinyl esters were synthesized by transesterification between vinyl acetate and lauric acid, myristic acid, palmitic acid, stearic acid, respectively. Fatty acid vinyl ester oligomers were prepared from polymerization of four fatty acid vinyl esters in the presence of potassium persulfate in methanol. The ${\alpha}-sulfonation$ of these four fatty acid vinyl ester oligomer were carried by direct addition of sulfur trioxide. Especially, molecular weights of sodium ${\alpha}-sulfo$ fatty acid vinyl ester oligomers were measured by boiling point method.

스티렌 유도체를 이용한 비불소계 고분자 전해질막의 산화적 안정성 개선 (Improvement of Oxidative Stability for Non-fluorinated Membranes Prepared by Substituted Styrene Monomers)

  • 문승현;우중제;푸롱창;서석준;윤성현
    • 멤브레인
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    • 제17권4호
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    • pp.294-301
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    • 2007
  • 비불소계 스티렌 고분자 전해질 막의 산화안정성을 개선하기 위해 p-methyl styrene, t-butyl styrene, ${\alpha}-methyl$ styrene과 같은 스티렌 유도체를 단독 또는 복합으로 도입하고 모노머 흡수법을 이용하여 막을 제조하였다. 제조된 막의 특성분석으로 중합무게비, 함수율, 이온교환용량, 수소이온 전도도 및 가속조건에서의 산화안정성을 조사하였다. 사용된 스티렌 유도체의 구조 및 특성에 따라 모노머 흡수, 중합 및 술폰화 단계가 영향을 받는 것으로 나타났다. 산화적으로 안정한 고분자를 형성하는 ${\alpha}-methyl$ styrene은 중합 단계가 어렵기 때문에 스티렌 또는p-methyl styrene과 공중합하여 제조하였고 p-methyl styrene과 공중합된 ${\alpha}-methyl$ styrene 막은 스티렌과 공중합한 막보다 높은 전도도 및 안정성을 나타내었으나 낮은 분자량으로 인해 안정성의 개선을 크게 보이지 못하였다. 벤젠 고리에 큰 치환기를 갖는 t-butyl styrene은 모노머 흡수 및 술폰화과정이 용이하지 않기 때문에 제조된 막의 성능이 감소하였으며 이를 p-methyl styrene과 공중합할 때 우수한 성능과 스티렌막보다 크게 개선된 안정성을 보였다.

올리고머형 음이온성계면활성제 수용액에서 안료의 분산안정성(제4보);알파 술폰 지방산 비닐에스테르 올리고머의 분산성 (Dispersion Stability of Pigments in Aqueous Solution of Anionic Oligo-Type Surfactants(IV);Dispersiveness of ${\alpha}-sulfo$ fatty acid vinyl ester oligomers)

  • 이향우;박선영;남기대
    • 한국응용과학기술학회지
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    • 제15권3호
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    • pp.55-60
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    • 1998
  • The sodium ${\alpha}-sulfo$ fatty acid vinyl ester oligomers, which are oligomer type surfactants were prepared by polymerization with fatty acid vinyl acetate. The ${\alpha}-sulfonation$ of fatty acid vinyl ester oligomers were carried by direct addition of sulfur trioxide. The dispersing performance of oligomer type anionic surfactants and sodium dodecyl sulfate(SDS) in the aqueous suspension of iron oxide and titanium dioxide particles was evaluated by particle size distribution and zeta-potential measurement. As results, the particles of iron oxide and titanium dioxide were flocculated by addition of small amount of oligomer type anionic surfactants and sodium dodecyl sulfate(SDS), then the flocks redispersed by more addition of oligomer type anionic surfactants and SDS. The flocculation, redispersion process was observed in lower concentration range of oligomer type anionic surfactants than SDS. Especially, the dispersing action of sodium ${\alpha}-sulfo$ palmitic acid vinyl ester oligomer was better than sodium ${\alpha}-sulfo$ lauric acid vinyl ester oligomer.

카르본산계 고성능감수제의 제조 및 그들의 시멘트 흡착성(I) (Preparation of High Range Water Reducer Containing Carboxylic Acid and Their Cement Absorptivity(I))

  • 김화중;강인규;김성훈;김우성;권영도
    • 콘크리트학회지
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    • 제7권2호
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    • pp.175-182
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    • 1995
  • 스티렌과 무수말레인산의 라디칼 공중합에 의해 스티렌-무수말레인산 공중합체(SMA)를 합성하고 SMA를 m-amino phenol과 치환반응하여 m-amino phenol 이 치환된 스티렌-무수말레인산 공중합체(mSMA)도 합성하였다. 합성한 SMA와 mSMA를 황산화하여 각각 황산화 SMA(SSMA) 및 황산화 mSMA(SmSMA)를 제조하였다. 공중합체의 합성은 적외분광스펙트럼의 특성피크로부터 확인할 수 있었다. 원소분석 결과 mSMA의 m-amino phenol의 치환율은 44%이었고 이것은 황산화 과정을 거치면서 35%로 감소하였다. 공중합체의 시멘트에 대한 흡착실험 결과 공중합체의 첨가량이 적을수록 흡착율이 높게 나타났고, 첨가량에 관계없이 SSMA의 흡착율이 SmSMA의 그것보다 크게 나타났다. 본 연구에서 합성한 공중합체 (SSMA, SmSMA)는 시멘트 분산제로서의 가능성이 기대되어진다.

(${\alpha}$-술폰 지방산 알릴에스테르 올리고머의 합성 및 안료 분산성 (Synthesis of Sodium ${\alpha}$-Sulfo Fatty Acid Allyl Ester Oligomer and Didpersion Stability of Pigments in Aqueous Solution)

  • 이향우;권순일;남기대
    • 한국응용과학기술학회지
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    • 제18권1호
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    • pp.60-66
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    • 2001
  • Allylaliphatic carboxylate oligomers were prepared from polymerization giving allyl aliphatic carboxylates in the presence of potassium persulfate in methanol and the ${\alpha}-sulfonation$ of these allyl aliphatic carboxylates oligomers were carried by direct addition of dry sulfur trioxide. The dispersing performance of oligomer type anionic surfactants and SDS in the aqueous suspension of $Fe_{2}O_{3}$ and $Tio_{2}$ particles were evaluated by particle size distribution and ${\zeta}-potential$ measurement. As results, the particles of $Fe_{2}O_{3}$ and $Tio_{2}$ were flocculated by addition of small amount of oligomer type anionic surfactants and SDS, then the flocks redispersed by more addition oligomer type anionic surfactants and SDS. The dispersion and flocculation were observed in lower concentration range of oligomer type anionic surfactants than SDS.

Total Synthesis of Sodium (3R,4S)-3-[2-(2-Aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-4-methoxymethyl-2-azetidinone-1-sulfonate from L-Aspartic Acid

  • Chung Bong Young;Nah Cha Soo;Kim, Jin Yeon;Rhee Hakjune;Cha Young Chul
    • Bulletin of the Korean Chemical Society
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    • 제13권3호
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    • pp.311-314
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    • 1992
  • A new monocyclic ${\beta}-lactam$ analogue, sodium (3R,4S)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (3) was synthesized from L-aspartic acid. Starting from L-aspartic acid, (S)-1-benzyl-4-benzyloxycarbonyl-2-azetidinone (7) was synthesized in four steps by following the established procedures and converted into (3R,4S)-3-amino-1-t-butyldimethylsilyl-4-methoxym ethyl-2-azetidinone (13) in six steps. Acylation of the amino group of 13 with $2-amino-{\alpha}$ -(methoxyimino)-4-thiazoleacetic acid, desilylation, and sulfonation with sulfur trioxide-pyridine complex followed by ion exchange afforded sodium (3R,4S)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (3). Antibacterial activities of this ${\beta}$ -lactam compound 3 were, however, found to be quite low compared to cefotaxime.