69(P-26) 高等植物由来の新規環状ペプチド化合物に関する研究(ポスター発表の部)

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On the basis of the existence of many naturally occurring cyclic peptides with unique structures and biological activities, we focused our attention on various cyclic peptides, such as RA, Astin, Pseudostellarin and Segetalin series having biological activities from higher plants. In spite of their importance, few studies on cyclic peptides from higher plants exist in the literature. As a part of our continuous investigation of new bioactive cyclic peptides from higher plants, we have isolated 10 new cyclic peptides, named cyclolinopeptides B-K (2-11), including a known cyclopeptide from the seeds of Linum usitatissimum L. (Linaceae). These structures were elucidated by extensive 2D NMR such as COSY, HOHAHA, HMQC, HMBC, phase sensitive NOESY and ROESY spectra, and chemical degradation methods. Since some of them showed immunosuppressive activities against murine splenocytes, conformational analysis was studied by spectroscopic (NMR and X-ray analysis) and computational methods (molecular dynamics and molecular mechanics calculation). These results indicated that the conformation in the solution state was homologous to that observed in the solid state. On the other hand, Citrus species (Rutaceae) have been considered to be a rich resource of cyclic peptides consisting of seven amino acids and have been interested in chemotaxonomy because their origins have not been found out. We have also isolated 6 new, 2 unknown and 3 known cyclic peptides, named citrusins I-XII except IV from the peels of 11 Citrus plants. Structure elucidation of these compounds was carried out the above methods. The discussion for chemotaxonomy based on the isolated cyclic peptides could not obtain good information. Citrus species are clear to be a rich resource of cyclic peptides, however, we will study to obtain more information such as biological activities from Citrus species.
天然有機化合物討論会の論文
2001-09-01

69(P-26) 高等植物由来の新規環状ペプチド化合物に関する研究(ポスター発表の部)

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