Spirocyclic Defensive Alkaloid from a Coccinellid Beetle

作者: Xiongwei Shi , Athula B. Attygalle , Jerrold Meinwald , Marilyn A. Houck , Thomas Eisner

DOI: 10.1016/0040-4020(95)00484-P

关键词:

摘要: Abstract A new alkaloid, chilocorine B, was characterized from a coccinellid beetle, Chilocorus cacti. This compound represents the first spirocyclic example of “dimeric” alkaloid family whose structures are derived two thirteen-carbon tricyclic subunits, 2-methylperhydro-9b-azaphenalene and 3,4-dimethyloctahydro-8bazaacenaphthylene.

参考文章(15)
B. Tursch, D. Daloze, J.C. Braekman, C. Hootele, J.M. Pasteels, Chemical ecology of arthropods. X. The structure of myrrhine and the biosynthesis of coccinelline. Tetrahedron. ,vol. 31, pp. 1541- 1543 ,(1975) , 10.1016/0040-4020(75)87008-6
T. Eisner, M. Goetz, D. Aneshansley, G. Ferstandig-Arnold, J. Meinwald, Defensive alkaloid in blood of Mexican bean beetle (Epilachna varivestis) Experientia. ,vol. 42, pp. 204- 207 ,(1986) , 10.1007/BF01952471
M. F. Braconnier, J. C. Braekman, D. Daloze, J. M. Pasteels, (Z)-1,17-diaminooctadec-9-ene, a novel aliphatic diamine from Coccinellidae Cellular and Molecular Life Sciences. ,vol. 41, pp. 519- 520 ,(1985) , 10.1007/BF01966179
Athula B. Attygalle, Shang-Cheng Xu, Kevin D. McCormick, Jerrold Meinwald, Curtis L. Blankespoor, Thomas Eisner, Alkaloids of the Mexican bean beetle, Epilachna varivestis (Coccinellidae) Tetrahedron. ,vol. 49, pp. 9333- 9342 ,(1993) , 10.1016/0040-4020(93)80019-P
Michel Timmermans, Jean-Claude Braekman, Désiré Daloze, Jacques M. Pasteels, Joël Merlin, Jean-Paul Declercq, Exochomine, a dimeric ladybird alkaloid, isolated from Exochomus quadripustulatus (coleoptera: coccinellidae). Tetrahedron Letters. ,vol. 33, pp. 1281- 1284 ,(1992) , 10.1016/S0040-4039(00)91601-0
William A. Ayer, Michael J. Bennett, Lois M. Browne, James T. Purdham, Defensive substances of Coccinella transversoguttata and Hippodamia caseyi, ladybugs indigenous to western Canada Canadian Journal of Chemistry. ,vol. 54, pp. 1807- 1813 ,(1976) , 10.1139/V76-256
G. M. Happ, T. Eisner, Hemorrhage in a Coccinellid Beetle and Its Repellent Effect on Ants. Science. ,vol. 134, pp. 329- 331 ,(1961) , 10.1126/SCIENCE.134.3475.329
Kevin D. McCormick, Athula B. Attygalle, Shang-Cheng Xu, Aleš Svatoš, Jerrold Meinwald, Marilyn A. Houck, Curtis L. Blankespoor, Thomas Eisner, Chilocorine: heptacyclic alkaloid from a coccinellid beetle Tetrahedron. ,vol. 50, pp. 2365- 2372 ,(1994) , 10.1016/S0040-4020(01)86955-6
J.M. Pasteels, C. Deroe, B. Tursch, J.C. Braekman, D. Daloze, C. Hootele, Distribution et activités des alcaloïdes défensifs des Coccinellidae Journal of Insect Physiology. ,vol. 19, pp. 1771- 1784 ,(1973) , 10.1016/0022-1910(73)90046-2
B. Tursch, D. Daloze, Marianne Dupont, J. M. Pasteels, Marie-Claire Tricot, A defense alkaloid in a carnivorous beetle Cellular and Molecular Life Sciences. ,vol. 27, pp. 1380- 1381 ,(1971) , 10.1007/BF02154239