P-60 子嚢菌Gelasinospora multiforis及びG. kobiからの新免疫抑制活性成分(ポスター発表の部)
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概要
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In our screening project to find immunologically active components of fungi, several immunosuppressive components have so far been isolated from some Basidiomycetes, Lactarius flavidulus, Pisolithus tinctorius, Microporus flabelliformis, and Lenzites betulina. Now it has been found that the ethyl acetate extract of cultivated mycelia of Ascomycetes, Gelasinospora multiforis and G. kobi, appreciably suppressed proliferation of mouse spleen lymphocytes stimulated with mitogens, concanavalin A (Con A) and lipopoly-saccharide (LPS). Solvent partition followed by fractionation with repeated chromatography of the extract of G. multiforis afforded an α -pyrone (2H-pyran-2-one) named multiforisin A (1) and five α -pyrones named multiforisins B (2)-F (6). The chemical and spectral data including ^1H- and ^<13>C-NMR data of 1 indicated that 1 may be composed of seven partial structures a-g. The HMBC-NMR and differential NOE data of 1 and the NMR data of the acetyl derivative of 1 (2) united the partial structures to form the structure of multiforisin A as 5-formyl-3-hydroxymethyl-4-methoxy-6-(1E-propenyl)- α -pyrone (1). Comparison of the chemical and spectral data of 2 -6 with those of 1 indicated that the structures of multiforisins B-F were deduced to be 2-6. The IC_<50> values of 1-6 were determined against both Con A- and LPS-induced proliferations of mouse spleen lymphocytes and the structure-activity relationship of multiforisins was also investigated (Table 1). Similar partition followed by fractionation to those for the extract of G. multiforis was also employed for the extract of G. kobi to give four components tentatively named GK-1 (12)-5 (16) as the immunosuppressive principles. The chemical and spectral data of 12-16 indicated that the structures of GK-1-5 were deduced to be p-hydroxy-benzaldehyde (12), a dihydro-2(3H)-furanone (13), a 2-furanone (14), a macrocyclic alcohol (15), and a 2-furanone (16), respectively. Biogenetic pathway for 13,14, and 16 was investigated. The IC_<50> values of 12-16 were also determined (Table 2).
- 天然有機化合物討論会の論文
- 1995-09-01
著者
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山崎 幹夫
千葉大薬
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藤本 治宏
千葉大院薬
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山崎 幹夫
千葉大学薬学部医薬品素材学講座
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佐藤 裕二
千葉大薬
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藤本 治宏
千葉大薬
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中山 恵美
千葉大薬
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高山 朋栄
千葉大薬
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TAKAYAMA Tomoe
Faculty of Pharmaceutical Sciences, Chiba University
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Takayama T
Faculty Of Pharmaceutical Sciences Chiba University
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Nakayama M
Department Of Medicinal Chemistry Meiji Pharmaceutical University
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中山 恵美
Faculty Of Pharmaceutical Sciences Chiba University
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