Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Volume 45, Issue 4
Displaying 1-9 of 9 articles from this issue
  • Keitaro SENGA
    1987 Volume 45 Issue 4 Pages 318-330
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    Because of the high reactive nature of hydrazino group, hydrazinopyrimidines have widely been employed for the syntheses of various fused pyrimidines. Due to the growing number of publications, the present article reviews the literatures which appeared during the last two decades. This review also covers the utility of azo-, hydrazo- as well as azidopyrimidines for the construction of fused pyrimidines.
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  • Takehisa OHASHI, Junzo HASEGAWA
    1987 Volume 45 Issue 4 Pages 331-345
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    The combination of microbial or enzymatic reactions and organic syntheses is effective for preparation of various physiologically active compounds. New preparative methods of versatile optically active compounds by microbial oxidation, microbial reduction and enzymatic hydrolysis are described and their utilization on the syntheses of several physiologically active compounds (angiotensin converting enzyme inhibitor, intermediate of β-lactam antibiotic syntheses, β-adrenergic blocking agents etc.) are described.
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  • Masahiro HIRAMA
    1987 Volume 45 Issue 4 Pages 346-356
    Published: April 01, 1987
    Released on J-STAGE: January 22, 2010
    JOURNAL FREE ACCESS
    We have found prominent 1, 2- and 1, 3-asymmetric induction in the intramolecular conjugate additions of γ- and δ-carbamoyloxy- α, β-unsaturated esters. They provide a good way to achieve diastereoselective amination of acyclic olefinic systems, since complementary diastereoface-selection is accomplished by changing the site of carbamoyloxy group between γ- and δ-positions, as summarized in Fig. 15; almost complete stereocontrol is achieved by using Z-olefins. We demonstrated the synthetic utility of this method by the stereoselective syntheses of all four possible diastereomers of racemic N- acyl 3-amino-2, 3, 6-trideoxyhexose. Furthermore, N-acyl derivatives, 5, 7 and 8, of three naturally occurring sugars were synthesized in a stereodivergent manner starting from L-lactate. The antiperiplanar effect was revealed to play a major role in the reactions of homoallyic carbamates with allylic chiral center.
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  • Akitami ICHIHARA
    1987 Volume 45 Issue 4 Pages 357-368
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    Phytotoxins are poisonous substances produced by plant pathogens that have adverse effects on plants. As a group, phytotoxins have no common structural features, and these belong to such diverse classes of compounds as acetogenin, peptide, terpenoid, steroid, alkaloid and combination of these classes.
    The general features of phytotoxins isolated from plant pathogenic bacteria and fungi are briefly described. Isolation, biological activity, structure determination, synthesis, biosynthesis and utilization are mentioned on a bacterial toxin, coronatine, and fungal toxins, betaenones, altiloxins, solanapyrones and alboatrin in rather detail.
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  • Masafumi SHIRAIWA, Kagari FUJITA, Hirotaka YOSHIWARA, Susumu KOBAYASHI ...
    1987 Volume 45 Issue 4 Pages 369-384
    Published: April 01, 1987
    Released on J-STAGE: January 22, 2010
    JOURNAL FREE ACCESS
    Since the identification of platelet activating factor (PAF) as alkylacetylglycerophosphocholine, a number of constitutional analogues have been prepared by many laboratories including ours. However those simple constitutional modification of PAF could not make any substantial advance toward the discovery of any useful compounds. At least, one of the most important synthetic goals may be the elaboration of a more selective analogue that keeps good antihypertensive activity with lower platelet aggregation. A molecular design was carried out in such a way to lock or localize the conformational isomers of PAF by introducing methyl group in the glycerine moiety. Thus, tartaric acid strategy allowed us to introduce methyl group at C1 or C3 diastereoselectively and enantioselectively to afford all isomers. Among them, 1 S -Me-PAF has been shown to be the first selective agonist, possessing much stronger antihypertensive activity than PAF itself by oral dose, and rather low platelet activation. The results will be discussed.
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  • Takayuki UWAJIMA
    1987 Volume 45 Issue 4 Pages 385-392
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    This article reviews recent developments in use of microbial enzymes for clinical analysis and new trends in production of the enzymes by use of genetic engineering techniques. The increased availability of microbial enzymes has led to many analytical applications in the areas of clinical chemistry. Especially during the last decade enzymatic assays have rapidly spred in clinical laboratories through efforts of the search of useful enzymes. The applications of cholesterol oxidase to the determination of serum cholesterol showed that the enzymatic method was more specific, precise and sensitive than the chemical method. This success stimulated developments and adoptions of other enzymatic assays for triglycerides, phospholipids and free fatty acids. The principle of enzymatic methods are mainly based on either the colorimetric assay of hydrogen peroxide formed during the reaction by oxidase or the spectrophotometric determination of the change of NAD (P) linked with dehydrogenase. Whether the enzymatic method can prove its worth or not depends on properties of microbial enzymes used in the assay. The enzymes have to be equipped with enough qualifications in specificity, affinity, optimum pH and stability. The advance in gene-splicing technology made it possible to produce microbial enzymes at high levels and the cloned N-acetylneuraminate lyase has become the first enzyme to be used in clinical laboratories. Protein engineering also gives us possibilities that properties of the enzymes are improved to be more suitable for clinical analysis.
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  • Hideki HARA
    1987 Volume 45 Issue 4 Pages 393
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • Takashi TOBITA
    1987 Volume 45 Issue 4 Pages 394-395
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • [in Japanese], [in Japanese], [in Japanese]
    1987 Volume 45 Issue 4 Pages 396
    Published: April 01, 1987
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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