P-42 Eucalyptus属植物に含まれるeuglobal類の構造研究(ポスター発表の部)

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Several novel compounds, euglobals, having acylphloroglucinol-monoterpene (or-sesquiterpene) structures had been isolated from Eucalyptus globulus. These compounds have not been isolated from other genera except Eucalyptus genus so far. Eucalyptus genus, having 7 subgenera and more than 600 species, is one of the biggest genera. For searching novel beneficial natural products and studies on the chemotaxonomy of Eucalyptus genus, the distribution of euglobals was investgated. To confirm the existence of euglobals and to search for new euglobals, the analysis by LC/Atmospheric Pressure Chemical Ionization (APCI)-MS technique was efficient and convenient. And, from the juvenile leaves of five Eucalyptus plants (E. grandis, E. tereticornis, E. blakelyi, E. amplifolia and E. incrassata), twelve new euglobals were isolated along with seven known euglobals. The structures including relative stereochemistries of new euglobals [-G1 (1)〜-G5 (5), -T1 (6), -B1-1 (7), -Am-1 (8), -Am-2 (9) and -In-1 (10)〜-In-3 (12)] were elucidated on the basis of their 2D-NMR (^1H-^1H COSY, ^1H-^<13>C COSY and ^1H-^<13>C long-range COSY) spectra and NOE experiments. These euglobals consist of an acylphloroglucinol and α-pinene (1, 2 and 5), β-pinene (3, 4, 8 and 9), α-phellandrene (6), sabinene (7) and bicyclo-germacrene (10〜12), respectively. A primary screening test of these euglobals (new and known) for searching antitumor-promoters was carried out using an in vitro synergistic assay method [indicated by the inhibitory effects of the activation of Epstein-Barr virus early antigen (EBV-EA)]. Of these compounds, 1〜5, 9 and euglobal-III exhibited significant inhibitory effects on EBV-EA activation. Furthermore, euglobal-G1 (1) and -III exhibited remarkable antitumor-promoting effects on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test.
天然有機化合物討論会の論文
1995-09-01

P-42 Eucalyptus属植物に含まれるeuglobal類の構造研究(ポスター発表の部)

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