47 Ptilomycalin A : スポンジが生産する多環性グアニジン化合物(口頭発表の部)  [in Japanese] 47 PTILOMYCALIN A : A NOVEL POLYCYCLIC GUANIDINE FROM SPONGES  [in Japanese]

Marine organisms are excellent sources for biologically active compounds. In our screening for biologically active metabolites from marine sponges, the crude extracts (CHCl_3-MeOH, 9:1) of the Caribbean sponge Ptilocaulis spiculifer and the Red Sea sponge Hemimycale sp. were found to show a remarkable activity. These extracts were separated by chromatography to afford the same antitumor, antiviral, and antifungal active compound, ptilomycalin A (1). The structure of 1 was elucidated by spectroscopic analyses and chemical reactions of its derivatives (2 and 4). Ptilomycalin A (1) has a new carbon skeleton possessing a polycyclic guanidine moiety, which is quite different from those of known guanidino compounds such as tetrodotoxins and saxitoxins. It should be also noted that spermidine is connected with the polycyclic skeleton through an ω-hydroxylated fatty acid.