- 著者
- Hiroshi Enomoto Tatsuaki Ishida Akito Hamagami Ritsuo Nishida
- 出版者
- JAPANESE SOCIETY OF APPLIED ENTOMOLOGY AND ZOOLOGY
- 雑誌
- Applied Entomology and Zoology (ISSN:00036862)
- 巻号頁・発行日
- vol.45, no.4, pp.551-556, 2010-11-25 (Released:2010-11-30)
- 参考文献数
- 33
- 被引用文献数
- 9 12
A series of 3-oxygenated derivatives of α-ionone and α-ionol have been characterized as highly specific male lures for the solanaceous fruit fly Bactrocera latifrons (Hendel). In order to optimize the activity, we tested several analogous compounds derived from the three known attractants, 3-oxo-α-ionone, 3-oxo-α-ionol, and 3-hydroxy-α-ionone. 3-Oxo-7,8-dihydro-α-ionone and 3-oxo-7,8-dihydro-α-ionol were found to be potent attractants as well as feeding stimulants for the males in an indoor bioassay. While trans-3-hydroxy-α-ionone showed moderate attractant and feeding stimulant activity, the corresponding cis-isomer was weakly active, indicating the importance of the stereochemistry at the C-3 position. Synthetic trans-3-acetoxy-α-ionone exhibited lower activity than the corresponding 3-hydroxy derivative. B. latifrons males fed actively on 3-oxo-7,8-dihydro-α-ionone, transformed it to 3-oxo-7,8-dihydro-α-ionol, and sequestered this compound in a substantial quantity in the rectal glands. Males that fed on 3-oxo-7,8-dihydro-α-ionol incorporated the compound mostly unchanged in the rectal gland. In both cases, the rectal content was approximately 1 μg/gland at 6 h post-feeding on the chemicals, respectively. Selective accumulation of these 3-oxygenated α-ionone/α-ionol analogs suggests their possible role as a male sex pheromone.
2 0 0 0 OA Ideamine N-Oxides: Pyrrolizidine Alkaloids Sequestered by the Danaine Butterfly, Idea leuconoe
- 著者
- Ritsuo NISHIDA Chul-Sa KIM Hiroshi FUKAMI Ryozo IRIE
- 出版者
- Japan Society for Bioscience, Biotechnology, and Agrochemistry
- 雑誌
- Agricultural and Biological Chemistry (ISSN:00021369)
- 巻号頁・発行日
- vol.55, no.7, pp.1787-1792, 1991 (Released:2006-04-05)
- 参考文献数
- 14
- 被引用文献数
- 19
Two new pyrrolizidine alkaloids, ideamines A and B, together with other analogs (lycopsamine and parsonsine) were isolated in the N-oxide forms from adult bodies of the Apocynaceae-feeding danaine butterfly, Idea leuconoe. Ideamine A was characterized as a homolog of lycopsamine, in which the viridifloric acid moiety was replaced by a 2-ethyl-2, 3-dihydroxybutanoic moiety. Likewise, ideamine B was identified as a nor-derivative of parsonsine, in which the trachelanthic acid moiety was replaced by a 2-ethyl-2, 3-dihydroxybutanoic moiety diastereomeric to the necic acid from ideamine A.