Structure and configuration of peimisine

Nuriddinov, R. N.; Shakirov, R.; Yunusov, S. Yu.

doi:10.1007/bf00573056

Cited by 2 publications

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“…The seeds, freed from their coating and ground, were defatted [1]. The resulting acetonic powder (100 g) was mixed with 0.01 M phosphate buffer, pH 7.4 (1 : 10) containing 0.005 M EDTA and 0.005 f3-mercaptoethanol.…”

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Alkaloids of pedicularis

Abdusamatov

Yunusov

1969

Chem Nat Compd

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From the epigeal part of P. rhinanthoides Schrenk., collected on Iuly 2i, 1966, in the flowering period in the gorge of the R. Nura, KirgSSR, by chloroform extraction we have obtained 0.3% of total alkaloids. The ethereal fraction of the total alkaloids was treated with acetone, giving G. 04% of plantagonine [1]. By separating the mother liquor on a column of alumina [eluant: ether-chlorofor m (9 : 1)] we obtained a liquid base with Rf 0. 67 [in the butan-l-ol-water-aeetic acid (26 : 25: 1)system], [c~]~+5.9 (c 0.508; ethanol), C10H13NO, mol. wt. 163 (mass spectroscopy). The picrate has mp 151-152" C (water). IR spectrum: Xma x 263, 270 mp (log $ 2.74, 2.%). The IR spectrum of uhe base has absorption bands at 3450-3250 cm-I (OH), 2960 cm-I (C-CHs), 1595 em-1 (pyridine ring), and 895, 850, and 815 cm-1. Oxidation of the base with potassium permanganate in an alkaline medium added two oxygen atoms with the formation of an acid with mp 218-225" C (decomp.). A mixture of this acid with plantagonine, showed no depression of the melting point. Thus, the base that we have isolated is the dextrorotatory form of the knowr~ alkaloid 1-tecostidine [2J. From ~:he epigeal part of P~ olgae Rgl., collected on lune 15, 1968, in the flowering period in the village of Saed, TadzhSSR, we have obtained 0.65% of total alkaloids from which we have isolated 0.11% of plantagonine.

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