Austrodoral and austrodoric acid: nor-sesquiterpenes with a new carbon skeleton from the Antarctic nudibranch Austrodoris kerguelenensis

作者: Margherita Gavagnin , Marianna Carbone , Ernesto Mollo , Guido Cimino

DOI: 10.1016/S0040-4039(02)02849-6

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摘要: Two unprecedented nor-sesquiterpenes, austrodoral (4) and its oxidised derivative austrodoric acid (5), have been isolated from the skin of marine dorid Austrodoris kerguelenensis, collected in Antarctica. The structures relative stereochemistry were elucidated on basis spectroscopic data. A role stress-metabolites could be suggested for these compounds.

参考文章(18)
Margherita Gavagnin, Nicon Ungur, Francesco Castelluccio, Claudia Muniain, Guido Cimino, New Minor Diterpenoid Diacylglycerols from the Skin of the Nudibranch Anisodoris fontaini Journal of Natural Products. ,vol. 62, pp. 269- 274 ,(1999) , 10.1021/NP980344R
E. Zubía, M. Gavagnin, A. Crispino, E. Martinez, J. Ortea, G. Cimino, Diasteroisomeric ichthyotoxic acylglycerols from the dorsum of two geographically distinct populations of Archidoris nudibranchs Cellular and Molecular Life Sciences. ,vol. 49, pp. 268- 271 ,(1993) , 10.1007/BF01923538
Kirk Gustafson, Raymond J. Andersen, Marie H.M. Chen, Jon Clardy, Jill E. Hochlowski, Terpenoic acid glycerides from the dorid nudibranch Tetrahedron Letters. ,vol. 25, pp. 11- 14 ,(1984) , 10.1016/S0040-4039(01)91135-9
Edmund I. Graziani, Raymond J. Andersen, INVESTIGATIONS OF SESQUITERPENOID BIOSYNTHESIS BY THE DORID NUDIBRANCH ACANTHODORIS NANAIMOENSIS Journal of the American Chemical Society. ,vol. 118, pp. 4701- 4702 ,(1996) , 10.1021/JA9539305
Kirk Gustafson, Raymond J. Andersen, Chemical studies of british columbia nudibranchs Tetrahedron. ,vol. 41, pp. 1101- 1108 ,(1985) , 10.1016/S0040-4020(01)96478-6
Raymond J. Andersen, Fuk Wah Sum, Farnesic acid glycerides from the nudibranch Archidoris odhneri Tetrahedron Letters. ,vol. 21, pp. 797- 800 ,(1980) , 10.1016/S0040-4039(00)71508-5
G. Cimino, M. Gavagnin, G. Sodano, R. Puliti, C.A. Mattia, L. Mazzarella, Verrucosin-a and -b, ichthyotoxic diterpenoic acid glycerides with a new carbon skeleton from the dorid nudibranch doris verrucosa Tetrahedron. ,vol. 44, pp. 2301- 2310 ,(1988) , 10.1016/S0040-4020(01)81739-7
Michael T. Davies-Coleman, D.John Faulkner, New diterpenoic acid glycerides from the antarctic nudibranch Austrodoris kerguelensis Tetrahedron. ,vol. 47, pp. 9743- 9750 ,(1991) , 10.1016/S0040-4020(01)80714-6
Stephen W. Ayer, Raymond J. Andersen, Cun Heng He, Jon Clardy, Acanthodoral and isoacanthodoral, two sesquiterpenoids with new carbon skeletons from the dorid nudibranch Acanthodoris nanaimoensis Journal of Organic Chemistry. ,vol. 49, pp. 2653- 2654 ,(1984) , 10.1021/JO00188A036