Ophiobolin M and analogues, noncompetitive inhibitors of ivermectin binding with nematocidal activity

作者: Athanasios Tsipouras , Akinlolu A. Adefarati , Jan S. Tkacz , Easter G. Frazier , Susan P. Rohrer

DOI: 10.1016/0968-0896(96)00036-3

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摘要: Abstract A series of ophiobolins were isolated from a fungal extract based on their nematocidal activity. These compounds are non-competitive inhibitors ivermectin binding to membranes prepared the free-living nematode, Caenorhabditis elegans, with an inhibition constant 15 μM. The which most potent in biological assays, ophiobolin C and M, also when evaluated C. elegans motility assay. data suggest that activity is mediated via interaction site. isolation, structure have been described.

参考文章(14)
A. A. Higton, B. W. Bycroft, A. D. Roberts, Dictionary of antibiotics and related substances Chapman and Hall. ,(1988)
James M. Schaeffer, Herbert W. Haines, Avermectin binding in Caenorhabditis elegans. A two-state model for the avermectin binding site. Biochemical Pharmacology. ,vol. 38, pp. 2329- 2338 ,(1989) , 10.1016/0006-2952(89)90473-5
S Brenner, THE GENETICS OF CAENORHABDITIS ELEGANS Genetics. ,vol. 77, pp. 71- 94 ,(1974) , 10.1093/GENETICS/77.1.71
Shigeo Nozoe, Koichi Hirai, Kyosuke Tsuda, The structure of zizannin-A and -B, C25-terpenoids isolated from Tetrahedron Letters. ,vol. 7, pp. 2211- 2216 ,(1966) , 10.1016/S0040-4039(00)72403-8
Joseph P. Arena, Ken K. Liu, Philip S. Paress, James M. Schaeffer, Doris F. Cully, Expression of a glutamate-activated chloride current in Xenopus oocytes injected with Caenorhabditis elegans RNA: evidence for modulation by avermectin. Molecular Brain Research. ,vol. 15, pp. 339- 348 ,(1992) , 10.1016/0169-328X(92)90127-W
Geoffrey A. Cordell, The occurrence, structure elucidation and biosynthesis of the sesterterpenes Phytochemistry. ,vol. 13, pp. 2343- 2364 ,(1974) , 10.1016/S0031-9422(00)86907-1
Sheo B. Singh, Jack L. Smith, Glory S. Sabnis, Anne W. Dombrowski, James M. Schaeffer, Michael A. Goetz, Gerald F. Bills, Structure and conformation of ophiobolin K and 6- epiophiobolin K from Aspergillus ustus as a nematocidal agent. Tetrahedron. ,vol. 47, pp. 6931- 6938 ,(1991) , 10.1016/S0040-4020(01)96148-4
Doris F. Cully, Demetrios K. Vassilatis, Ken K. Liu, Philip S. Paress, Lex H. T. Van der Ploeg, James M. Schaeffer, Joseph P. Arena, Cloning of an avermectin-sensitive glutamate-gated chloride channel from Caenorhabditis elegans Nature. ,vol. 371, pp. 707- 711 ,(1994) , 10.1038/371707A0
L. Canonica, A. Fiecchi, M.Galli Kienle, A. Scala, The constitution of cochliobolin Tetrahedron Letters. ,vol. 7, pp. 1211- 1218 ,(1966) , 10.1016/S0040-4039(00)72395-1