Isolation of the pyrrolizidine alkaloid 1-epialexine from Castanospermum australe

Phytochemistry Letters

Volumn 3, Issue 3, 2010, Pages 133-135

  Jones, Laurence ^a   Hollinshead, Jacqueline ^a   Fleet, George W J ^b   Thompson, Amber L ^b   Watkin, David J ^b   Gal, Zoltan A ^b   Jenkinson, Sarah F ^b   Kato, Atsushi ^c   Nash, Robert J ^a  

^a ABERYSTWYTH UNIVERSITY   (United Kingdom)

^b UNIVERSITY OF OXFORD   (United Kingdom)

^c UNIVERSITY OF TOYAMA   (Japan)

Author keywords

1 Epialexine; Castanospermum australe; Fabaceae; Isolation; Pyrrolizidine

Indexed keywords

1 EPIALEXINE; BETA MANNOSIDASE; ENZYME INHIBITOR; PLANT EXTRACT; PYRROLIZIDINE ALKALOID; UNCLASSIFIED DRUG;

ARTICLE; CASTANOSPERMUM; CASTANOSPERMUM AUSTRALE; DRUG DETERMINATION; DRUG ISOLATION; DRUG STRUCTURE; ENZYME INHIBITION; MEDICINAL PLANT; NONHUMAN; PLANT LEAF; PLANT STEM; PRIORITY JOURNAL; X RAY CRYSTALLOGRAPHY;

CASTANOSPERMUM AUSTRALE; FABACEAE;

EID: 77957885633     PISSN: 18743900     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytol.2010.04.003     Document Type: Article

References (10)

1. 13C NMR spectral data and biological activities Tetrahedron Asymmetr. 14 2003 325 331
2. R.J. Molyneux, M. Benson, R.Y. Wong, J.E. Tropea, and A.D. Elbein Australine, a novel pyrrolizidine alkaloid glucosidase inhibitor from Castanospermum australe J. Nat. Prod. 51 1988 1198 1206
3. R.J. Nash, L.E. Fellows, J.V. Dring, G.W.J. Fleet, A.E. Derome, T.A. Hamor, A.M. Scofield, and D.J. Watkin Isolation from Alexa leiopetala and X-ray crystal structure of alexine (1R,2R,3R,7S,8S)-3-hydroxymethyl-1,2,7- trihydroxypyrrolizidine [(2R,3R,4R,5S,6S)-2-hydroxymethyl-1-azabicyclo [3.3.0] octan-3,4,6-triol], a unique pyrrolizidine alkaloid Tetrahedron Lett. 29 1988 2487 2490
4. R.J. Nash, L.E. Fellows, J.V. Dring, C.H. Stirton, D. Carter, M.P. Hegarty, and E.A. Bell Castanospermine in Alexa species Phytochemistry 27 1988 1403 1404
5. A.L. Thompson, D.J. Watkin, Z.A. Gal, L. Jones, J. Hollinshead, S.F. Jenkinson, G.W.J. Fleet, and R.J. Nash 1-Epialexine hydrate [(1S,2R,3R,7S,7aS)- 3-(hydroxymethyl)-1,2,7-trihydroxypyrrolizidine hydrate] Acta Crystallogr. C64 2008 0649 0652
6. J.E. Tropea, R.J. Molyneux, G.P. Kaushal, Y.T. Pan, M. Mitchell, and A.D. Elbein Australine, a pyrrolizidine alkaloid that inhibits amyloglucosidase and glycoprotein processing Biochemistry 28 1989 2027 2034
7. A.A. Watson, R.J. Nash, M.R. Wormald, D.J. Harvey, S. Dealler, E. Lees, N. Asano, H. Kizu, A. Kato, R.C. Griffiths, A.J. Cairns, and G.W.J. Fleet Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non-scripta Phytochemistry 46 1997 255 259
8. A.A. Watson, G.W.J. Fleet, N. Asano, R.J. Molyneux, and R.J. Nash Polyhydroxylated alkaloids - natural occurrence and therapeutic applications Phytochemistry 56 2001 265 295
9. Watson, A.A., Nash, R.J., Evinson, E.L., 2004. Immunomodulatory compositions. Patent application PCT/GB2004/000198 (WO 04/064715).
10. M.R. Wormald, R.J. Nash, P. Hornicar, J.D. White, R.J. Molyneux, and G.W.J. Fleet Configurational and conformational analysis of pyrrolizidines: resolution of the uncertainties concerning the structural identification of certain naturally occurring 7a-epi-alexines Tetrahedron Asymmetr. 9 1998 2549 2558