Ormosia

Ormosia dasycarpa Jacks. Ormosine, CjoHaaNg, m.p. 85-7°, long needles methiodide (abnormal) picrate, m.p. 178° (dec.). Ormosinine, CjaHaaNj, m.p. 208-5° methiodide, needles, m.p. 245°. Morphine-like in physiological action (Hess and Merck, Ber., 1919, 52,1976). 

Treatment of (144) with Na2C03 in aqueous MeOH gave the ketoaldehyde (145)48), which possessed the Ormosia alkaloid skeleton. 

Lamberton, J. A., Morton, T. C. and Suares, H. 1982. Alkaloids of Hovea linearis R.Br. The isolation of Ormosia group alkaloids. Australian Journal of Chemistry, 35 2577. 

The Lupinine-Lupanine-Sparteine-Matrine Group and the Ormosia Alkaloids... 

Ormosia Group.—An alkaloid obtained from Podopetalum ormondii was shown to have structure (18) by X-ray analysis and is thus epimeric with podopetaline at C-6 12 the same structure was assigned to amazonine, isolated from Ormosia amazonia, but it has not yet been possible to establish the identity of the two alkaloids. 

Caulophyllum thalictroides (Berberidaceae), Baptisia pefoliata, Cytisus laburnum, Lupinus albus, Ormosia stipitata, Spartiumjunceum, Thermopsis rhombfolia (Fabaceae)... 

Jamine is most unusual in that it occurs as a racemate in Ormosia jamaicensis. Recently, jamine isolated from Ormosia costulata was found crystallized in a noncentrosymmetric space group, Pll2l2l, where it necessarily must be optically active. The structure determination (19) yielded a molecule identical to that found in the earlier publication (18). 

For one group of alkaloids, the quinolizidine alkaloids, these experiments have already been performed (2,184,484,503,527). As mentioned before, QAs constitute the main secondary products of many members of the Leguminosae, especially in the genera Lapinas, Genista, Cytisus, Bapti-sia, Thermopsis, Sophora, Ormosia, and others (503). 

Specific experiments to demonstrate the biogenesis of the Ormosia alkaloids have not been reported although the involvement of 4 moles of lysine (below) would seem probable (37). Of interest is the copresence of... 

These alkaloids have been exhaustively examined only recently although their existence has been known for some 50 years 118). They occur along with other lupine alkaloids in Ormosia species. Their structures are known for the greater part although none has been synthesized. 

Ormosia Group.—Alkaloids of this type have been isolated for the first time from Hovea species. H. linearis contains ( )-piptanthine and ( )-16-epiormosanine,... 

P. notoginseng, P. zingerberensis Panax quinquefolius Eleuthrococcus senticosus Amorhophallus konjac Hydrastis canadensis Coptis chinensis Citrus paradisi Cyamopsis tetra-gonoloba Paullinia cupana Commiphora mukul Crategus monobyna Podophyllum emodi Datura metel Aesculus hippocastanum Ormosia coccinea Callilepsis laureola Juniperus spp. 

Guerra, A. 2005. Nephrotoxicity of Peruvian herbal remedy containing. Ormosia cocinea. (personal communication). 

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