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Cytisine, methyl

Cytisine. This base belongs to the same pharmacological group as nicotine.It is a powerful poison causing nausea, convulsions and death by failure of respiration. The nicotine-like action is shared by A -methyl-cytisine but the latter, according to Scott and Chen, who have made a detailed study of its action, is weaker and has about one-fortieth the toxicity of nicotine. [Pg.153]

This alkaloid (CII), C15H22O2N2 (mp 169° [o ]d + 13.3°) was obtained from Argyrolobium megarhizum Bolus along with (— ) aphyllidine, cytisine, and iV-methyl cytisine. On reduction it gives (— )-sparteine and therefore it is CII (82). [Pg.201]

In addition to matrine and its A-oxide, Sophoraflavescens Ait. contains methyl cytisine, anagyrine, baptifoline, and a newly described base, sophoranol (CXXXV), C15H24ON2 (mp 171° [a]i) +66°), which is a hydroxymatrine 103, 104). The configuration of matrine has been... [Pg.208]

The anthelmintic activity of the quinolizidine alkaloids has been reviewed [394]. It is well recognised that quinolizidine alkaloids deter or repel insects and non-insect herbivores [394], These compounds can interfere with protein biosynthesis and some bind to acetylcholine receptors with high affinity. (-)-N-methylcytisine (233) and (-)-anagyrine (234) were isolated from the roots of Sophora flavescens, a plant used in traditional Chinese medicine as an anthelmintic. N-methyl cytisine was twice as active as anagyrine but only half as active as (-)cytisine and nicotine [395,396] The alkaloids (3-6 pg) inhibited reproduction of B. xylophilus in the cotton balls assay. [Pg.487]

Hydroxy- sparteine Sparteine Lupanine Thermo- psine Cytisine Methyl- cytisine Bapti- foline Not identified... [Pg.221]

In 1931 Ing pointed out that formula (II) and (III) do not contain methyl or potential methyl groups in j ositions 6 and 8 which they occupy in cytisoline. Further, a partially reduced quinoline ought to oxidise easily to a benzenecarboxylic acid and so far the only simple oxidation, products recorded from cytisine were ammonia, oxalic acid and isovaleric acid. Distillation of cytisine with zinc dust or soda-lime yields pyrrole and pyridine, but no quinoline. On these grounds Ing suggested that cytisine should be formulated without a quinoline nucleus, and that the reactions which indicate the presence of an aromatic nucleus in the alkaloid can be accounted for by an a-pyridone ring. This a-pyridone nucleus can... [Pg.143]

Lupanine-Sparteine Group.—A new alkaloid isolated from Echinosophora koreensis was shown to be N-(3-oxobutyl)cytisine (14) by means of spectroscopic studies and by its synthesis from the reaction of cytisine (13) and methyl vinyl... [Pg.68]

Labeled cadaverine and lysine when administered to Cytisus laburnum L. gave rise, in good yield, to cytisine and its JV-methyl derivative. The formation of iV-methylcytisine from cytisine is a secondary process and may be a detoxication mode. The elimination of C-2 as benzoic acid provided one fifth of the total activity. The formation of cytisine (VIII) from sparteine by degradation is a possibility. Nowacki and Byerrum 27-30) were unable to observe activity at C-2 of cytisine and arrived at other conclusions. In view of the ready conversion of angustifoline into epihydroxylupanine (31-33) the former was postulated as the precursor of the tetracyclic lupine bases (34). [Pg.183]

CaulOphylline. l,2,3.4,S,6-Hexahydro-3-methyl-1,5-methaao-8H-pyrido[I,2-a][l,SJdiazocin-8-one l2-meth-ylcytisine V-methy]cytisine. Cl2H,jNjO mol wt 204.26. C 70.56%, H 7.89%. N 13.72%. O 7.83%. From Caulophylium thalictroides Michx., Berberidaceae Power, Salway, J. [Pg.292]

Spath (178) believed that the quinoline ring system was present in cytisine, although he observed that no migration of the V-methyl group took place when model compounds, l,8-dimethyl-2-quinolone and... [Pg.148]

The modified Hofmann exhaustive methylation of another reduction product of cytisine was useful in confirming the tertiary and bridge-head... [Pg.150]


See other pages where Cytisine, methyl is mentioned: [Pg.56]    [Pg.56]    [Pg.94]    [Pg.95]    [Pg.1579]    [Pg.27]    [Pg.892]    [Pg.892]    [Pg.56]    [Pg.56]    [Pg.94]    [Pg.95]    [Pg.1579]    [Pg.27]    [Pg.892]    [Pg.892]    [Pg.141]    [Pg.141]    [Pg.145]    [Pg.145]    [Pg.149]    [Pg.315]    [Pg.325]    [Pg.345]    [Pg.353]    [Pg.283]    [Pg.53]    [Pg.801]    [Pg.804]    [Pg.490]    [Pg.89]    [Pg.51]    [Pg.283]    [Pg.56]    [Pg.144]    [Pg.144]    [Pg.145]    [Pg.148]    [Pg.149]    [Pg.151]    [Pg.151]    [Pg.152]    [Pg.152]    [Pg.171]   
See also in sourсe #XX -- [ Pg.55 , Pg.56 ]




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Cytisine methylation

Cytisine methylation

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