1996
DOI: 10.1021/jf960175l
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Isolation and Characterization of Two Guanidines from Galega orientalis Lam. Cv. Gale (Fodder Galega)

Abstract: The vegetative parts of Galega orientalis Lam. cv. Gale, being tested in Canada as a new cold-hardy fodder crop, were found to contain two hemiterpenoid guanidines:  the know alkaloid smirnovine, and its previously unknown (Z)-4-hydroxy derivative. The synthesis of smirnovine picrate is also described for the first time. A sample of G. orientalis from Estonia yielded smirnovine in similar concentrations (0.2%). Although these levels are low, more research is required to confirm that the alkaloids in fodder gal… Show more

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Cited by 19 publications
(15 citation statements)
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“…According to Varis (1986) and Nômmsalu (1993), G. orientalis does not contain sufficient alkaloids to be toxic to ruminant livestock. Benn et al (1996) detected two hemiterpenoid guanidines (smirnovine and its (Z)-4-hydroxy derivative) in the vegetative matter of fodder galega grown in Canada but the concentration of smirnovine was no greater than that isolated from plants grown in Estonia, i.e. 0.2%; smirnovine is the conjugated form of galegine and appears to be much less toxic than galegine itself.…”
mentioning
confidence: 94%
“…According to Varis (1986) and Nômmsalu (1993), G. orientalis does not contain sufficient alkaloids to be toxic to ruminant livestock. Benn et al (1996) detected two hemiterpenoid guanidines (smirnovine and its (Z)-4-hydroxy derivative) in the vegetative matter of fodder galega grown in Canada but the concentration of smirnovine was no greater than that isolated from plants grown in Estonia, i.e. 0.2%; smirnovine is the conjugated form of galegine and appears to be much less toxic than galegine itself.…”
mentioning
confidence: 94%
“…The power of the cell-based description lies in its ability to simplify the representation of CS, and thus to enhance the speed at which a number of the tasks, such as compound acquisition [162], diversity analysis [163], comparison of compound collections [77], and LBVS [164] can be performed. But the enhanced speed comes at a cost, which may or may not, significantly impact the results obtained.…”
Section: Representations Of Cell-based Cssmentioning
confidence: 99%
“…Ligand-protein docking • Similarity searching based on 2-D molecular descriptors (2-D LBVS) • Similarity searching based on 3-D molecular descriptors (3-D LBVS)A number of edited volumes[164,[203][204][205] and reviews[104,[206][207][208][209][210][211][212][213][214][215] have addressed many aspects of virtual screening; and Parker and Bajorath have discussed an important but rarely touched upon issue concerning the effect of errors on both HTS and LBVS[216].…”
mentioning
confidence: 99%
“…Isoprene is emitted from the leaves of many plants, and experimental data have been partly reviewed in some articles (11)(12)(13)(14)(15). Hemiterpenes accumulate in plant tissues and can be found in association with other compounds such as alkaloids, coumarins, phenols, and/or flavonoids (16,17).…”
Section: Hemiterpenoid Glycosides and Related Compoundsmentioning
confidence: 99%