Alkaloids fromPapaver nudicauleL.

Abstract

A new promorphinane alkaloid (-)-8,14-dihydroflavinantine was isolated from the aerial parts of Papaver nudicaule L. (Papaveraceae) growing in Mongolia. Six known isoquinoline alkaloids (+)-amuronine, pseudoprotopine, allocryptopine, (-)-dihydroamuronine, (-)-amurensinine N-oxide A and (-)-amurensinine N-oxide B were isolated, too. Pseudoprotopine has been found for the first time in a plant of the family Papaveraceae. (-)-dihydroamuronine, (-)-amurensinine N-oxide A and (-)-amurensinine N-oxide B are new for the genus Papaver. All structures were established using spectral and physical data.

Callus induction and high-efficiency plant regeneration via somatic embryogenesis in Papaver nudicaule L., an ornamental medicinal plant

“…P. nudicaule is generally used as an ornamental plant because of its wide range of pastel flower colors. The whole plants and capsules of native species have also been widely used as antitussive, analgesic and anti-diarrheal drugs in traditional Chinese medicine; the plants accumulate several alkaloids, and the main active constituent is known as nudicauline (Istatkova et al 2008;Lan et al 2006;Philipov et al 2007;Zhang et al 1997). Recently, its demand has been increasing for use in the pharmaceutical industry; for example, P. nudicaule extracts are used as raw materials for production of the cough medicine ''Kechuanning capsules''.…”

Molecular cloning and characterization of a novel freezing-inducible DREB1/CBF transcription factor gene in boreal plant Iceland poppy (Papaver nudicaule)

“…Previous studies mainly focused on extraction and analyses of its alkaloid (Philipov et al. , 2007; Istatkova et al. , 2008; Tatsis et al.…”

Phytochemical and biological research of Papaver pharmaceutical resources

“…The data were compared with the results from the low-morphine cultivar "Marianne." ( À)-6a,7-Dehydrofloripavidine A 2 c Aerial parts Sari et al (2004) 5 Magnoflorine A 2 d Aerial parts Liu et al (2014a,b) 6 (+)-Amuronine A 3 e Aerial parts Istatkova et al (2008) 7 ( À)-Dihydroamuronine A 3 e Aerial parts Istatkova et al (2008) 8 ( À)-8,14-Dihydroflavinantine A 4 b,e Aerial parts Istatkova et al (2008Istatkova et al ( ,2012, Philipov et al (2007) 9 Racem. In the root system, the major alkaloids are sanguinarine/10hydroxysanguinarine and dihydrosanguinarine/10-hydroxydihydrosanguinarine.…”

“…In the elite cultivar, 91.2% of the latex alkaloids consist of the three pharmaceutically most valuable alkaloids: morphine, codeine, and thebaine. 8,14-dihydroamurine A 4 b,e Aerial parts Istatkova et al (2012), Philipov et al (À)-Flavinantine A 4 b,e,f Aerial parts Istatkova et al (2012), Philipov et al (2007, Cheng et al (2011) 12 O-Methylflavinantine A 4 d Aerial parts Liu et al (2014a,b) 13 6-Methoxy-17-methyl-2,3-[methylenebis (oxy)]-morphinan-5-en-7-one A 4 d Aerial parts Liu et al (2014a,b) 14 Bismorphine B A 5 g Capsules Morimoto et al (2003) 15 (À)-Mecambridine A 6 b Aerial parts Istatkova et al (2012) 16 Alborine A 6 b,d Aerial parts Istatkova et al (2012), Liu et al (2014a,b) 17 (À)-Mecambridine methohydroxide A 6 b Aerial parts Istatkova et al (2012) Continued Phytochemical and biological research of Papaver pharmaceutical resources Guo et al (2014b) 36 (À)-Amurensinine A 9 b,e Aerial parts Istatkova et al (2012), Philipov et al (2007) 37 Amurensinine N-oxide A A 9 d,e Aerial parts Liu et al (2014a,b), Istatkova et al (2008) 38 Amurensinine N-oxide B A 9 d,e Aerial parts Liu et al (2014a,b), Istatkova et al (2008) Quercetin Kaempferol In contrast to the narcotic cultivar, in which the benzo[c]phenanthridines in roots dominated over the morphinan and tetrahydrobenzylisoquinoline alkaloids, the concentration of benzo[c]phenanthridines in "Marianne" was similar to that of morphinan and tetrahydrobenzylisoquinoline alkaloids. In the stems, a gradient in relative total alkaloid content from the top downward toward the roots was observed.…”