Omphalea

In 1987 2,6-dideoxy-2,6-imino-D-g(ycero-L-gM/o-heptitol (14), a chain-extended derivative of 1-deoxynojirimycin, was synthesized as a potential glucosidase inhibitor [50] and soon thereafter extracted from the leaves of the Panamesian plant Omphalea diandra L [51]. Coined a-homonojirimycin by the discoverers, this novel type of inhibitor exhibited pronounced activity against gluco-... 

Deoxymannojirimycin (DMJ) (15) Lonchocarpus sericeus (Leguminosae) seeds/leaves [25] Angylocalyx spp. (Leguminosae) seeds/leaves/bark [8] Omphalea diandra (Euphorbiaceae) leaves [26] Streptomyces lavandulae GC-148 [27]... 

Kite, G.C. Fellows, L.E. Fleet, G.W.J. Liu, P.S. Scofield, A.M. Smith, N.G. a-Homono- jirimycin [2,6-Dideoxy-2,6-imino-Dglycerol-L-heptitol] from Omphalea diandra L. Isolation and Glucosidase Inhibition. Tetrahedron Lett. 1988, 29, 6483-6486. 

Alkaloid from Aglaonema treubii, Adenophera spp. Hyacinthus orientalis and Omphalea diandra. Inhibitor of several (X-glucosidases. 

This reaction has been efficiently exploited for the synthesis of eight homono-jirimycin (HNJ) stereoisomers, a notorious class of glycosidase inhibitors [42]. It is noteworthy, that both the first steps (diacetonide formation from D-mannose and formation of the heptonolactone) have been performed on a kilogram scale (Scheme 2.18). Interestingly, a-HNJ 73 is an iminoheptitol that was synthesized before it was recognized as a natural product from Omphalea diandra [43]. Many of... 

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