Lupinus sericeus

In this example, individual plants of Lupinus sericeus Pursh were collected over a distance measuring approximately 1500 km, including most of the range of the species. hi practice, this amounted to a north-south transect running from the Alberta-British Columbia border to northern Arizona. Lupinus sericeus occurs from southeastern British Columbia and southwestern Alberta to the Kaibab Plateau in northern Arizona,... 

Fig. 2.65 Map showing the collection sites for Lupinus sericeus study...

Fleak, L. S. 1971. Biosystematics of the Lupinus sericeus complex. Ph.D. dissertation, University of Missouri. 

Lupinus sericeus contains (—)-7-hydroxy-/3-isosparteine and 10, 17-dioxo-/3-isosparteine, which are also sparteines tetracychc quinohzidine alkaloids with a quinohzidine nucleus. Moreover, other alkaloids from this group include epi-aphylline and aphylline, alkaloids from L. latifolius, and (—)-lindenianine, an alkaloid from Lupinus lindenianus and Lupinus verbasciformis . Nuttalline... 

Hydroxy-P-isosparteine (106) was isolated from Lupinus sericeus (142). The reduction of the iodo derivative of the alkaloid with LAH resulted in the formation of -isosparteine (14) (Scheme 12). The hydroxyl groups were supposed to be at C-7 because of their low reactivity. This was confirmed by the formation of the monolactam 7-hydroxy-10-oxo-3-isosparteine (107) via oxidation of 106 with potassium ferricyanide. 

Dioxo-3-isoparteine was isolated from Lupinus sericeus (143). The mass spectrum, with M+ at miz 262 and signals at miz 234 (M" — 28) and 206 (M+ - 56), is characteristic for 10- and 17-oxosparteines and successive splitting of two carbonyl groups. Oxidation of p-isosparteine (14) by potassium ferricyanide resulted in 10-oxosparteine (108) as well as 10,17-dioxo-p-isospar-teine (109) (Scheme 13). This confirmed the alkaloid structure. Although 109 was found as a natural compound it had already been synthesized by Bohlmann et al. (144). The problems of configuration and conformation of sparteine (6), a-isosparteine (7), and (3-isosparteine (14) were discussed (145). 

Isotupanine. cis-cis-lsomer of lupanine Marion, Leonard. Can. J. Chem. 29, 355 (1951). Isoln of d-form from Lupinus sericeus Pursh., L. perennis L. and L. augustifolius. Leguminosae Marion et al. ibid. 31, 181 (1953) Rink,... 

Lee ST, Cook D, Panter KE, Gardner DR, Ralps MH, Motteram ES, Pfister JA, Gay CC (2007) Lupine induced crooked calf disease in Washington and Oregon identification of the alkaloid profiles in Lupinus sulphureus, Lupinus leucophyllus, and Lupinus sericeus. J Agric Food Chem 55 10649-10655... 

Weir, T.L. et al. (2006) Oxalate contributes to the resistance of Gaillardia grandiflora and Lupinus sericeus to a phytotoxin produced by Centaurea maculosa. Planta 223, 785-795... 

Anagyrine has a molecular weight of 244 and a melting point of 264 °C. It only takes a ( )-form This alkaloid occurs in L latifolius, Lupinus arboreus, Lupinus caudatus, L. densiflorus, L. sericeus, Lupinus argen-teus, Lupinus leucophyllus ". Anagyrine was found in neither bitter nor sweet L polyphyllus Lindl., which grows in Finland . ... 

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