Berberis alkaloids. XXIV. Structure of bernumine

Phytopharmacology and Clinical Updates of Berberis Species Against Diabetes and Other Metabolic Diseases

“…Root, fruit Oxycanthine, berbamine, jatrorrhizine, palmatine, berberine Bernumine bernumidine and bernumicine, nummularine (Karimov et al, 1993d;Faskhutdinov et al, 1997)…”

“…BBR treatment attenuated a palmitate-induced reduction in glucose uptake and consumption through a Berberine, palmatine, magnoflorine, jatrorrhizine, tetrahydropalmatine, tetrahydroberberine, thalifendine/berberrubine, demethyleneberberine, reticuline, 8-oxoberberine, Nmethyltetrahydroberberine, (Singh et al, 2015) Root Berbamine, berberine chloride, palimitine (Miana and Ikram, 1970) B. sibirica Pall. Aerial part (-)-Tetrahydropseudocoptisine, pseudoprotopine, (+)-chelidonine, (+)-glaziovine, berberine, palmatine, columbamine, berberubine, oxyacanthine, berbamine, 8oxoberberine, 8oxoberberubine, pakistanine, pronuciferine, Nacetylhomoveratrylamine (Karimov et al, 1993e;Istatkova et al, 2007) B. tabiensis…”

“…Turconidine (Karimov et al, 1993f) -Turcberine (Karimov et al, 1993c) Young shoot Berberine, isocorydine, glaucine, thalicmidine, aromoline, oxyacanthine, turcomanine, berberine, papaverine, cyclotriveratrilene (Khamidov et al, 1996d;Khamidov et al, 1996a)…”

Berberis alkaloids XXXV. The structure of nummularine

“…Continuing an investigation of alkaloids of plants of the Berberis genus, we have studied the alkaloid composition of the leaves of B. nurmnu/an'a gathered in the Naukatskii region of the Oshskaya oblast in the phase of incipient fruit formation. We have previously isolated a number of new alkaloids in an investigation of the epigeal organs of this plant [3,4].By chloroform extraction of the leaves we obtained 0.24% of total alkaloids. The chromatography of this material on a column of silica gel led to the isolation of noroxyhydrastinine, glaucine, isoboldine, corypalline, oxyacanthine, isocorydine, obaberine, aromoline, and berbamnnine, and the new base nummularine (1).…”

“…The mass spectrum revealed peaks of ions with m/z 329 (M+), 314 (M -15), 192, 178, 137 (100%). The mass-spectral fragmentation of nummularine under electron impact was characteristic for alkaloids of the 1-methyl-N-benzylisoquinoline series [3,4]. The appearance of an ion with m/z 314 (M -15) showed the presence of a methyl substituent at C-l, and that of an ion with m/z 192 and of the maximum ion with m/z 137 showed that there are methoxy and hydroxy substiments in rings A and C.…”