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1
Plant Secondary Metabolism
Orlando. FL). The two most studied hydroxy indolizidine alkaloids are
swainsonine (35) and castanospermine (36). Swainsonine occurs in Swainsona
canescens (of Australia) and Astragalus and Oxytropis (western United States) at
levels of ...
The first of the three compounds is castanospermine, which is found in the seeds
of the Moreton Bay chestnut, Castanospermum australe. Scientists at King's
College in London isolated this substance in 1981. The other two compounds are
...
3
Handbook of Plant and Fungal Toxicants
Toxicity to humans has also been recorded.31 Castanospermine, l,6,7,8-
tetrahydroxyoctahydroindolizine (13), was isolated from the seeds of C. australe
and detected in the leaves and bark.8-32 It has also been isolated or detected in
a ...
J. P. Felix D'Mello, 1997
4
Anti-AIDS Drug Development
Members of this class included castanospermine''~7 and its derivatives64, 1-
deoxynojirimycin (DNJ)-V7, N-alkylated derivatives of DNJ9 10, and other related
iminosugars'J •'0 all of which were earlier demonstrated to be potent inhibitors of
...
Prem Mohan, Baba Masanori, 1995
5
Handbook of Natural Toxins: Toxicology of Plant and Fungal ...
The 2,8-di-epi-swainsonine [9] (analogous to D-galactose) does not inhibit
galactosidases but is a mild inhibitor of 8- glucosidase and does not affect any
gly cop rotein- processing enzymes (Elbein et al., 1987). Castanospermine, a 1,6,
7 ...
6
Organic Synthesis with Carbohydrates
K.J. Hale 9.1 Introduction (+)-Castanospermine is a polyhydroxylated alkaloid
found in the plant Castanospermum australe.l Its ability to function as a selective
inhibitor of or and B glycosidases has made it the focal point of much synthetic ...
Geert-Jan Boons, Karl J. Hale, 2008
7
New Crops for Food and Industry
Several alkaloids, particularly DNJ and castanospermine, inhibit intestinal
glucosidases which perform the final stages in the digestion of carbohydrates
and liberate free glucose: patents have been filed on both compounds as
antidiabetic ...
G.E. Wickens, N. Haq, Peter R. Day, 1989
8
Studies in Natural Products Chemistry: Bioactive Natural ...
In vitro castanospermine showed action against tumours by preventing
angiogenesis (the formation of new capillaries) [182], by the induction of changes
on the glycosylation pattern and by several other processes [183185]. The
potential ...
9
Modern Alkaloids: Structure, Isolation, Synthesis, and Biology
The toxicity of the other legume Castanospermum australe for livestock led to the
isolation of the toxic principle castanospermine (58) [51] and these two alkaloids
gave rise to a great impetus in research on N-containing sugars and their ...
Ernesto Fattorusso, Orazio Taglialatela-Scafati, 2008
10
The Biochemistry of Plants: Carbohydrates
Castanospermine Castanospermine is another plant alkaloid that inhibits the
processing of N-linked glycoproteins. The structure of this alkaloid is shown in Fig
. 16. It can be seen that this compound is a tetrahydroxyindolizidine that
resembles ...
