Effect of the Azetidine and Azocine Rings of Okaramine B on Insecticidal Activity
- 1 January 2000
- journal article
- Published by Taylor & Francis in Bioscience, Biotechnology, and Biochemistry
- Vol. 64 (7) , 1519-1521
- https://doi.org/10.1271/bbb.64.1519
Abstract
Four degraded okaramine B (2) products, 4',5'-dihydrookaramine B (3), two azetidine ring-opened compounds (4 and 5) and 1',2',4',5'-tetrahydrookaramine B (6), were prepared and their insecticidal activity was examined. Neither compounds 4 nor 5 showed such activity against silkworms, indicating that the azetidine ring moiety played an important role in the insecticidal activity. Moreover, both compounds 3 and 6 exhibited lower activity than 2, which means that the azocine ring moiety was indispensable to form the active conformation.Keywords
This publication has 7 references indexed in Scilit:
- Okaramines N, O, P, Q and R, New Okaramine Congeners, fromPenicillium simplicissimumATCC 90288Bioscience, Biotechnology, and Biochemistry, 2000
- New Okaramine Congeners, Okamines J, K, L, M and Related Compounds, fromPenicillium simplicissimumATCC 90288Bioscience, Biotechnology, and Biochemistry, 1999
- Okaramines H and I, New Okaramine Congeners, from Aspergillus aculeatusJournal of Natural Products, 1998
- Okaramine G, a New Okaramine Congener fromPenicillium simplicissimumATCC 90288Bioscience, Biotechnology, and Biochemistry, 1998
- New Okaramine Congeners, Okaramines D, E, and F, fromPenicillium simplicissimumATCC 90288Bioscience, Biotechnology, and Biochemistry, 1995
- Okaramine C, a New Insecticidal Indole Alkaloid from Penicillium simplicissimum.Agricultural and Biological Chemistry, 1991
- Structure and insecticidal activity of new indole alkaloids, okaramines A and B, from Penicillium simplicissimum AK-40.Agricultural and Biological Chemistry, 1989