91(P25) Aspergillus japonicus JV-23株の生産する新規麻痺性物質asperparaline類の構造(ポスター発表の部)

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In our continuing studies on bioactive fungal metabolites using a bioassay with silkworm (Bombyx mori), we got from soil samples collected in Sakai an isolate Aspergillus japonicus JV-23 which exhibited paralysis in silkworm. As a result of bioassay-guided purification, we isolated new paralytic alkaloids, asperparalines A(1), B(2) and C(3), from A. japonicus JV-23 cultured with okara (the water insoluble residue of whole soybean). The structure of 1 was established spectroscopically, and finally by X-ray crystarography to be a spiro compound made up with a N-methylsuccimide and cyclopent[f]indolizine with a N-methylamide brige. 2 and 3 were deduced to be N_<20>-desmethyl-1 and C_3-desmethyl-1 from the HR-EIMS together with NMR data, respectively. Biological activity was examined against fourth instar larvae of silkworm. Upon oral administration, 1 exhibitied paralysis with a dose of 10μg/g of diet within one hour and lasted for 7 to 10 hours. When injected with a microsyringe, 1 exhibited the paralysis at a dose of 3μg/g of body within 20 minutes and lasted 4 to 5 hours.
天然有機化合物討論会の論文
1997-07-20