Papaver bracteatum

Magnoflorine Coptis japonica Corydalis incisa Eschscholzia califomica Fumaria capreolata Papaver bracteatum Papaver somniferum Thalictrum minus... [Pg.200]

N.A. Papaver bracteatum Lindl. Thebaine, oripavine, morphine, codeine.99-100 Mild sedative to induce sleep in babies, ease cough, relieve pain, narcotic analgesic, antitussive. [Pg.284]

Berberis nummularia (Berberidaceae) cnc 33,70 97 Berberis turcomannica (Berberidaceae) cnc 29,63 93 Berberis valdiviana (Berberidaceae) fit 64,378 93 Corydalis ophiocarpa (Papaveraceae) yz 98,1658 78 Corydalis speciosa (Papaveraceae) yz 95,838 75 Corydalis stricta (Papaveraceae) kps 19,461 83 Doryphora sassafras (Monimiaceae) 11yd 37,493 74 Islaya minor (Cactaceae) jc 189,79 80 Menispermum dauricum (Menispermaceae) tcyyk 5, 30 93 Papaver bracteatum (Papaveraceae) phy 22,247 83 Stephania cepharantha (Menispermaceae) nm 52,541 98 Thalictrum dasycarpum (Ranunculaceae) joc 34,1062 69 Thalictrum rugosum (Ranunculaceae) jnp 43,143 80 Thalictrum uchiyamai (Ranunculaceae) kjp 13,132 82 Xylopia vieillardii (Annonaceae) jnp 54,466 91... [Pg.121]

Papaver atlanticum (Papaveraceae) cccc 51,2232 86 Papaver bracteatum (Papaveraceae) pm 32, 60 77 Papaver nudicaule (Papaveraceae) zpf 114,361 84 Papaver orientale (Papaveraceae) jps 66,1050 77 Papaver pseudo-orientale (Papaveraceae) paz 13,50 77 Papaver setigerum (Papaveraceae) zpf 114,361 84 Papaver somniferum (Papaveraceae) zpf 114,361 84... [Pg.128]

Glaucium flavum (Papaveraceae) phy 27,1021 88 Glaucium spp. (Papaveraceae) jnp 61,1564 98 Papaver bracteatum (Papaveraceae) cccc 50,1215 85 Papaver fugax (Papaveraceae) jsiri 7,263 96 Papaver orientale (Papaveraceae) book 4 Papaver pseudo-orientale (Papaveraceae) cccc 51,1752 86 Papaver somniferum (Papaveraceae) book 4 Papaver triniifolium (Papaveraceae) pm 49,43 83 Papaver spp. (Papaveraceae) dsa 7,93 83 Sarcocapnos crassifolia (Papaveraceae) phy 30,1175 91 Sarcocapnos saetabensis (Papaveraceae) phy 30,1175 91... [Pg.151]

Neodihydrothebaine (7), which was known as a synthetic derivative of the-baine (45), has been found in Papaver bracteatum, from which it was extracted as an inseparable mixture with bractazonine (8). The composition of the mixture was determined by GC-MS analysis and 1H-NMR studies and was further confirmed by comparison with an artificial mixture of synthetic neodihydrothebaine (7) and bractazonine (8) (24). Both alkaloids are considered to be biogenetically derived from thebaine (45) or its immediate precursor salutaridinol (103). [Pg.183]

A parallel biogenetic scheme has been suggested by Theuns et al. (24) for the formation of neodihydrothebaine (7) in Papaver bracteatum. In this case the route proceeds through the isomeric salutaridinol (103), which is derived by para-ortho coupling of reticuline (Scheme 29). It has been suggested that salutaridinol (103) (or thebaine) is the precursor of bractazonine (8), but in this case via a proerythrinadienone formed by aryl migration in the dienol-benzene rearrangement (24) (Scheme 30). [Pg.206]

The tetrahydroisoquinolone (1), iV-methylcorydaldine, has been isolated from Papaver bracteatum,6 and it is apparently a true constituent, not an artefact. The (+)-(i )- and (-)-(5)-forms of salsolidine (2) have been prepared by the reduction with sodium borohydride of the dihydroisoquinolines [3 R = (+)-(i )-PhCHMe, (-MS)-PhCHMe, (—)-(S)-PhCHEt, or (-)-(S)-C10H7CHMe] (which were prepared in three steps from 3,4-dimethoxyphenylacetaldehyde and RNH2) followed by hydrogenolysis over 10% Pd(OH)2 on carbon.7... [Pg.87]

Alpinigenine (118) has been isolated from Papaver bracteatum,6 and has been shown by feeding experiments to be synthesized in the plant via tetrahydro-... [Pg.110]

Protopine has been isolated from Bocconia frutescens,110 Fumaria judaica,111 F. schleicheri,112 and Papaver bracteatum,146 cryptopine from F. schleicheri,112 and allocryptopine from B. frutescens110 and Zanthoxylum nitidum.141 The protopine ring-system has been prepared from tetrahydrobenzindenoazepines (75) by photo-oxidation to the amides (76) followed by reduction with lithium aluminium hydride and re-oxidation with manganese dioxide.148-150 The tetrahydrobenzindenoazepines have been prepared from A-chloroacetyl-/ -phenylethylamines (73) by cyclization to the lactam (74) followed by reaction with a benzyl bromide and phosphorus oxychloride. -Protopine (77 R R2 — CH2)148 and fagarine II (77 R1 = R2 = Me)149 have been synthesized in this way. [Pg.113]

Rhoeadine has been isolated from Bocconia frutescens,110 alpinigenine from Papaver bracteatum,146 and rhoeadine, rhoeagenine, glaucamine, glaudine, epi-glaudine, oreodine, and oreogenine from P. tauricola.108... [Pg.117]

Codeine, 14-hydroxycodeine, neopine, and O-methylflavinantine have been isolated from Papaver bracteatum,146 flavinantine and amurine from Meconopsis cambrica,113 isosinoacutine from Stephania elegans,174 and a new alkaloid, tridictyophylline, for which the structure (96) was determined by X-ray crystallography, from Triclisia dictyophylla.175 Bound morphine, codeine, and thebaine have been found in P. bracteatum and P. somniferum,176 and the effect of the period of maturation of the plants on the yield of these three alkaloids from P. somniferum has been studied.177,178 Codeine has been isolated from cell suspension cultures of P. somniferum under conditions where no morphine, norcodeine, or thebaine could be detected.179... [Pg.119]

Conversion of (S)-reticuline to its ( )-epimer is the first committed step in morphinan alkaloid biosynthesis in certain species. 1,2-Dehydroreticuline reductase catalyzes the stereospecific reduction of 1,2-dehydroreticuline to (7 )-reticuline.39 Intramolecular carbon-carbon phenol coupling of (if)-reticuline by the P450-dependent enzyme salutaridine synthase (STS) results in the formation of salutaridine.40 The cytosolic enzyme, salutaridine NADPH 7-oxidoreductase (SOR), found in Papaver bracteatum and P. somniferum, reduces salutaridine to (7S)-salutaridinol.41 Conversion of (7S)-salutaridinol into thebaine requires closure of an oxide bridge between C-4 and C-5 by acetyl coenzyme A salutaridinol-7-0-acetyltransferase (SAT). The enzyme was purified from opium poppy cultures and the corresponding gene recently isolated (Fig.7.2).42,43 In the last steps of morphine... [Pg.147]

KUTCHAN, T.M., RUSH, M COSC1A, C.J., Subcellular localization of alkaloids and dopamine in different vacuolar compartments of Papaver bracteatum. Plant Physiol., 1986, 81,161-166. [Pg.178]

JPymphaea caerulea (Egyptian blue lotus), N. ampla (Mayan water lily), Nelumbo nucifera (water lotus) (Nymphaeaceae) [flower], Papaver bracteatum (Papaveraceae) Egyptian blue lotus sacred, source of creation in wine gives tranquil euphoria ... [Pg.110]

Rauwolfia serpentina (Apocynaceae), Papaver bracteatum, P somnferum (opium poppy) (Papaveraceae) [opium flower exudate]... [Pg.148]

Stephania glabra (Menispermaceae) Corydalis spp., Papaver bracteatum (Papaveraceae) [rhizome] Semi-synthetic... [Pg.180]

Argemone mexicana, Eschscholzja californicum, Papaver bracteatum,... [Pg.204]

Thebaine Papaver bracteatum, P. serpentina, antinociceptive (i.v. = Enkephalins) pO-R ligand, SO-R ligand [1]... [Pg.205]

Alkaloids derived from phenylalanine Sanguinarine Papaver bracteatum Fungal elicitor CC 466.467... [Pg.91]

The role of alkaloids as taxonomic markers, particularly in the case of thebaine-containing species of Papaver bracteatum, has been critically reviewed.Another survey deals with new plant sources of opiates and the morphological and chemical... [Pg.116]

THC 250 a-amylase. thebacon [ban, inn] (acetyldlhydrocodeinone demethyidihydrothebaine acetate) is one of the phenanthrene series, and is an OPIOID RECEPTOR AGONIST active as an opioid analgesic and antitussive. thebaine (codeinone methyl enol ether paramorphine) is one of the phenanthrene series of alkaloid from Papaver spp in particular Papaver bracteatum (Papaveraceae). It has OPIOID RECEPTOR AGONIST and OPIOID ANALGESIC activity, but... [Pg.271]

Thebaine (59), which is present in large amounts from the species of poppy Papaver bracteatum (292), serves as the precursor for the 6,14-erecfoetheno opiates. Although the natural levorotatory isomer of thebaine is inactive as an analgesic, it was recently reported that the (- -) isomer exhibits significant antinociceptive activity (369) both isomers exhibit some affinity for opioid receptors [the (- -) isomer for receptors and the (-) isomer for 8 receptors], but the affinities were very low (fiM). [Pg.370]

Column uPorasil (300x4 mm ID), mobile phase n-hexane - dichlorometiiane - ethanol - Hi ethyl amine (300 30 40 0.5), flow rate 2.4 ml/min, detection UV 285 nm. Peaks 1, noscapine 2, papaverine 3, thebaine 4, codeine 5, morphine. Chromatogram A Papaver bracteatum extract,... [Pg.316]

In 1935 an alkaloid named oripavine having the composition Ci8H2i03N was isolated from Papaver orientale [124] and subsequently from Papaver bracteatum [125], It was shown to contain one —OMe, one —NMo, and one phenolic —OH group [124], and was eventually converted to thebaine [v] by methylation with diazomethane [126] and is in fact 3-0-desmethylthebaine [xxxvn] it bears the same relationship to morphine as thebaine does to codeine. On boiling with... [Pg.192]

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