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Titolo:
STRUCTURE ELUCIDATION OF LOLITREM-F, A NATURALLY-OCCURRING STEREOISOMER OF THE TREMORGENIC MYCOTOXIN LOLITREM-B, ISOLATED FROM LOLIUM-PERENNE INFECTED WITH ACREMONIUM-LOLII
Autore:
MUNDAYFINCH SC; WILKINS AL; MILES CO; EDE RM; THOMSON RA;
Indirizzi:
NEW ZEALAND PASTORAL AGR RES INST LTD,RUAKURA AGR RES CTR,PRIVATE BAG3123 HAMILTON NEW ZEALAND NEW ZEALAND PASTORAL AGR RES INST LTD,RUAKURA AGR RES CTR HAMILTON NEW ZEALAND UNIV WAIKATO,DEPT CHEM HAMILTON NEW ZEALAND
Titolo Testata:
Journal of agricultural and food chemistry
fascicolo: 9, volume: 44, anno: 1996,
pagine: 2782 - 2788
SICI:
0021-8561(1996)44:9<2782:SEOLAN>2.0.ZU;2-V
Fonte:
ISI
Lingua:
ENG
Soggetto:
RYEGRASS STAGGERS; NEUROTOXINS; PAXILLINE;
Keywords:
ACREMONIUM LOLII; LOLIUM PERENNE; ENDOPHYTE; LOLITREM; TREMOR; RYEGRASS STAGGERS; NEUROTOXIN; MYCOTOXIN;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
17
Recensione:
Indirizzi per estratti:
Citazione:
S.C. Mundayfinch et al., "STRUCTURE ELUCIDATION OF LOLITREM-F, A NATURALLY-OCCURRING STEREOISOMER OF THE TREMORGENIC MYCOTOXIN LOLITREM-B, ISOLATED FROM LOLIUM-PERENNE INFECTED WITH ACREMONIUM-LOLII", Journal of agricultural and food chemistry, 44(9), 1996, pp. 2782-2788

Abstract

A new lolitrem, lolitrem F (2), was isolated from endophyte-infected perennial ryegrass. Its structure was shown by mass spectrometry and one- and two-dimensional NMR spectroscopy to be a 31,35-cis-fused isomer of lolitrem B. Base-catalyzed epimerization of 2 and lolitrem B (1) afforded their 31-epimers (4 and 3, respectively). Comparison with spectral data for 1 and 31-epi-lolitrem B (3) established lolitrem F to be 35-epi-lolitrem B. Compounds 1, 2, and 4 were equally tremorgenic ina mouse bioassay, but 3 was nontremorgenic. Base-catalyzed exchange of II-Si was found to permit efficient incorporation of deuterium (and potentially, therefore, of tritium) into 1 and 3.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 12/07/20 alle ore 02:59:05