Aspidosperma quebracho

Floriani has recently examined bark from Aspidosperma quebracho bianco Schlecht f. pendulas Speg, in which he found the known alkaloids, quebrachine (yohimbine) and aspidospermine, as well as Hesse s aspidosamine, C2gH2g02N2, and a new base, aspidospermicine, Ci Hj ON, l-SHjO (1938). Hartmann and Schlittler have shown that the alkaloid vallesine from Vallesia glabra (Apocynaceae) is aspidospermine, and this has been confirmed by Deulofeu et aJ. who have also found it in V. dichotoma. Later Schlittler and Rottenberg by chromatographic analysis of the mother liquors of aspidospermine isolated a second alkaloid for which they used the old name Vallesine (1948). ... 

Rhazinilam 3 is an axially chiral phenyl-pyrrole compound which was first isolated from Melodinus australis (F. Muell.) Pierre [53]. It has also been found in other Apocynaceae such as Rhazya stricta Decaisne [54,55], Aspidosperma quebracho-bianco Schlecht. [56,57], Leuconitis eugenifolia A. DC [58,59] and Kopsia singapurensis [60]. More recently, (-)-rhazinilam was isolated from intergeneric somatic hybrid cell cultures of two Apocynaceae, Rauvolfia serpentina Benth. Ex Kurz and Rhazia stricta Decaisne [61]. 

By the use of mass spectroscopy coupled with deuterium labeling, eburnamonine, (iso (eburnamine, and ebumamenine have been shown to exist (stereochemistry not specified) in Rhazya stricta Decaisine, and ebumamenine itself in Aspidosperma quebracho bianco Schlecht (19). The obtention of ebumamenine from Pleiocarpa species is described in Section III. 

In addition to olivacine and guatambuine (Section VII, C), an unnamed alkaloid, mp 186°-188°, resembling uleine in its color reactions, has been isolated from Aspidosperma australe (147)3. A glycosidic alkaloid, quebrachacidine, C26H28N2O11, has been found in A. quebracho-bianco (195), and its aglycone has been prepared. Several alkaloids have been reported in A. oblongum and A. album (196), notably kromantine, mp 176°, [a]D+ 159° (in chloroform), from the latter species (196a). 

Alkaloid Akuammidine Aspidosperma quebracho-bianco, Picralima nitida (Apocvnaceae) (indole) [seed] 5.6a O-R ligand (p) [0.6], (8) [2], (k) [9] [opioid agonist Naloxone antagonized MVD relaxation]... 

Aspidosperma quebracho-bianco, Catharanthus roseus, Picralima nitida (Apocynaceae) [seed]... 

Botanical origin Strophanthus Kombe Strophanthus hispidus Strophanthus hispidus Apocynum cannabinum Aspidosperma Quebracho bianco... 

Aspidospermine one indole alkaloid was isolated from bark of Aspidosperma quebracho-bianco, displaying antimalaiial activity on Plasmodium falciparum (29). 

Derivation From Aspidosperma quebracho and Quebracho lorentzi, imported as logs from Argentina. 

From the bark of Aspidosperma quebracho bianco. Six alkaloids identified quebra-chine, aspidospermine, aspidospermatine, as-pidosamine, hypoquebrachine. Quebrachine is said to be poisonous with effects like those of strychnine. 

Aspidosperma bark Aspido.sperma quebracho-blanco SCHLECHT Apocynaceae... 

Aspidosperma. Quebracho. Dried bark of Aspidosperma quebracho-bianco Schlecbt., Apocynaceae. Habit. Argentina. Constit. 0.3 -1.4% alkaloids—aspidospermine, aspidospermatine, aspidosamine, quebrachinc. quebrach-amine. hypoquebrachine. quebrachol. qucbrachit tannin. 

From the bark of Aspidosperma quebracho-blancho Tunmann and Wolf (97) have isolated a new hydroxyindolenine, rhazidigenine JV-oxide (200). 

Quebracho (cortex). The bark of the quebracho tree, Aspidosperma quebracho-bianco (Apocynaceae), a large tree (up to 20 m high), indigenous to the west of South America. The bark contains ca. 1% monoter-penoid indole alkaloids such as yohimbine, aspido-spermine, quebrachamine. The Aspidosperma alkaloids are structurally related to the Catharanthus alkaloid vindoline. Quebracho bark contains over 25 different alkaloids of widely differing types. ... 

Alkaloid from bark of Aspidosperma Quebracho, Sohleoht. Needles from EtOH. M.p. 208°. SoL CHCls, CgH . Mod. sol. EtOH. Spar. sol. HgO, Colourless in oono. HgSOg. [a] - 100-2 in EtOH. 

The main alkaloid of this plant material was isolated in 1896 by Spiegel [1] and named yohimbine.The alkaloid was the same as one obtained previously from Aspidosperma quebracho-bianco (Apocynaceae) [2]. Isoyohimbine and allo-yohimbine, possessing structures similar to that of yohimbine, were also isolated from P. yohimba [3,4]. Isoyohimbine, based on the studies of Warnat [3], is known as a-yohimbine. 

Isol. from cultured cells of Aspidosperma quebracho-bianco (Apocynaceae). Amorph. powder. 

Yohimbine is derived from the bark of Aspidosperma quebracho (Apocynaceae) and Pausinystalia yohimba (Rubiaceae). These plants are reputedly aphrodisiacs. Yohimbine blocks a-adrenergic transmissions but stimulates p-adrenergic sites (Robinson 1981). Yohimbine and strychnine are sometimes combined in pharmaceutical preparations for use as aphrodisiacs and nerve tonics. 

Bark may contain up to 6 % total alkaloids, of which 10-15 % is yohimbine [120]. Concentrations of yohimbine in commercial products ranged from less than 0.1 to 489 parts per million (ppm) compared with 7,089 ppm in the authentic material. The alkaloid yohimbine also is obtained from Aspidosperma quebracho-bianco and Rauwolfia serpentina [121]. Its interest outside the African continent was first recorded in Germany, where yohimbine, the main alkaloid of the drug and also known as aphrodine, quebrachine, or corynine, was isolated for the first time by Spiegel in 1896 [130]. Recent advancements in the development of yohimbe-based... 

Quebrachitol (lL-2-O-methyl-cA/ro-inositol) is present in several woods the barks of the quebracho tree Aspidosperma quebracho), Haplophyton cimh... 

Aspidosperma quebracho bianco (Apocynaceae) is a tall tree that grows wild in Argentina, Brazil, and Chile. The bark is called quebracho bark or white quebracho , and contains tannins and alkaloids. It is used in folk medicine as an antipyretic and diuretic and as a treatment for pertussis and asthma. 

Biemann K, Friedmann-Spiteller M, Spiteller G 1961 An investigation by mass spectrometry of the alkaloids of Aspidosperma quebracho-bianco. Tetrahedron Lett 485-492... 

Schnoes H K, Burlingame A L, Biemann K 1962 Application of mass spectrometry to structure problems. The occurrence of eburnamenine and related alkaloids in Rhazya stricta and Aspidosperma quebracho bianco. Tetrahedron Lett 993 - 999... 

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