• Title/Summary/Keyword: alkylation

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Synthesis of some pyridinethione derivatives and their biological activity

  • Miky, Jehane A.A.;Zahkoug, Samir A.M.
    • Natural Product Sciences
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    • v.3 no.2
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    • pp.89-99
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    • 1997
  • Aminolysis, hydrazinolysis and alkylation of 4-methoxy and 4,9-dimethoxy-6-cyano-7-thione-5-methyl-7H furo [3,2-g] [1] benzopyridine (1 a-b) yielded 7N-substituted furobenzopyridine derivatives (2 a-e or the possible isomers 3 a-e and 4 a-b), (5 a,b and 6 a,b) and the ester (8 a,b). Hydrolysis of (la) with acetic acid gave the corresponding pyridone derivatives (7). Furobenzopyridinyl-7-thioacetyl hydrazide (9 a,b) have been prepared via alkylation of furobenzopyridine thione (1 a-b) with ethyl chloroacetate followed by condensation with hydrazine hydrate. Schiff base (11) was prepared by reacting (9a) with p. N,N-dimethyl aminobenzaldehyde in boiling ethanol. Treatment of (8a) with anthranilic acid gave the corresponding 7-substituted-4H-3,1-benzoxazine-4-one (10). We found that compound (11) increased bleeding, coagulating time, the total count of white blood cells, blood glucose level (cause hyperglycemia), enzymes (GOT, GPT) activities, concentration of urea and creatinine. On the other hand it decreased red blood cells number, haemoglobin content and haematocrite value.

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Diastereoselective Synthesis of (+)-Frontalin

  • Jung, Jung-Hwa;Kim, Hee-Doo
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.345.3-346
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    • 2002
  • In connection with the asymmetric synthesis of chiral l.2-diol. we report here the total synthesis of (+)-frontalin using diastereoselective alkylation featuring tridentate chelation-controlled asymmetric alkylation of a-hydroxyketone, in which the chiral auxiliary is attached to the hydroxyl group as ether linkage. The starting D-glyceraldehyde acetonide was converted (S)- [(4R)-2.2-dimethyH,3-dioxolan-4-yl] (4-methoxyphenyl) methanol. (omitted)

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Galangin의 유전독성 억제효과

  • 허문영;정규찬
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1992.05a
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    • pp.53-53
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    • 1992
  • galangin은 1차 발암물질인 MNNG, EMS, 2차 발암물질인 B(a)P 및 DMBA에 의해 유도된 소핵생성에 대하여 억제효과를 나타내었으나 ADM에 대해서는 억제효과를 나타내지 않았다. 한편, S-9 mixture 존재하 benzo(a)pyrene에 의한 자매염색분체교환 빈도에 대해서도 억제효과를 나타내었다. 또한, radiomimetic agent인 BLM 유도 염색체 이상에 대해서도 억제효과를 나타내었다. 이같은 결과를 종합하면 galangin은 DNA alkylation이나 adduct를 형성하는 발암물질에 대하여 억제효과가 큰 것으로 보아 DNA alkylation 및 DNA adduct를 형성을 차단하거나 방향족 탄화수소의 대사 활성화를 방해하여 특정 발암물질들의 염색체 손상작용을 억제해주는 Anticlastogen으로서의 가능성을 보여주었다.

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Synthesis of Novel Mercaptophenyl Carbocyclic C-Nucleoside Analogue Using Sequential [3,3]-Sigmatropic Rearrangement and Ring-closing Metathesis

  • Li, Hua;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • v.29 no.4
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    • pp.847-850
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    • 2008
  • Novel mercaptophenyl carbocyclic C-nucleoside analogue was synthesized via a cyclopentenol intermediate 10, which was prepared using a sequential [3,3]-sigmatropic rearrangement and ring-closing metathesis (RCM). Friedel-Crafts alkylation was then used to couple the thiophenol.

Synthesis of an Intermediate for Carbaprostacyclin: Stereoselective Synthesis of 1-Alkoxy-3-benzenesulfonyl-3-cyano-4-ethenyl cyclopentane (카바프로스타싸이클린 중간체의 합성 : 1-Alkoxy-3-benzenesulfonyl-3-cyano-4-ethenyl cyclopentane의 입체선택적 합성)

  • 서영거;정재경;구본암;최영기;조윤상
    • YAKHAK HOEJI
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    • v.39 no.1
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    • pp.41-47
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    • 1995
  • An efficient and stereoselective synthetic route to the trisubstituted hydroxy cyclopentane as an useful synthetic intermediate for carbaprostacyclin is described. Pd(0)-mediated intramolecular alkylation of allylic carbonate has been employed as a key reaction.

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Alkylation and Allylation of Lithium Arylborates Factors Affecting the Di/Mono Substitution Ratio$^\dag$

  • Lee, Ho-Seong;Song, Yang-Sup;Lee, Dong-Doo
    • Bulletin of the Korean Chemical Society
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    • v.8 no.5
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    • pp.424-425
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    • 1987
  • Alkylation and allylation of arylborates give mono(ipso) and/or di(ortho and ipso) substitution products. Those factors which promote polarization or ionization of alkylating agents favor di substitution. The ${\sigma}$-type(ipso) substitution reaction of arylborates involves direct interaction of the carbon-boron bonds rather than predissociation of arylborates into aryllithiums and boranes.

Catalytic Asymmetric Allylic Alkylation with A Novel P-S Bidentate Ligand

  • Gang, Ja Hyo;Yu, Seong Hun;Kim, Ju In;Jo, Hyeong Geun
    • Bulletin of the Korean Chemical Society
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    • v.16 no.5
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    • pp.439-443
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    • 1995
  • Both enantiomers of (S)-(-)-2-(diphenylphosphino)-2'-mercapto-1,1'-binaphthyl and their derivatives were obtained by synthesis from racemic 2,2'-dihydroxy-1,1'-binaphthyl and subsequent resolution. The utilities of these ligands were investigated briefly. And among these, S-methyl derivative 15 has proved to be an effective ligand for Pd-catalyzed allylic alkylation.