Alcaloides de Tabernanthe pubescens

Abstract

The following 12 known alkaloids were isolated from the fruits (f), leaves (lv), trunk-barks (t) and root-bark (r-b) of Tabernanthe pubescens: coronaridine (f), voaphylline (lv), tetrahydroalstonine (lv), voaphylline hydroxy-indolenine (lv), 11-hydroxy tabersonine (lv), ibogamine (t), ibogaine (t, r-b), ibogaline (t), iboxygaine (t), voacangine (r-b), voacangine hydroxy-indolenine (r-b), and voacristine (r-b).Four new alkaloids were also isolated. These were 3,6-oxido iboxygaine (t),

Cytochrome P450 and O-methyltransferase catalyze the final steps in the biosynthesis of the anti-addictive alkaloid ibogaine from Tabernanthe iboga

“…Selected alkaloids were profiled using HPLC–MS and displayed a tissue-specific distribution comparable with previous reports ( 7 – 10 ). In general, iboga-type alkaloids were highest in root, stem, and cotyledon, with the exception of coronaridine, which was low in cotyledon, and noribogaine, which was low in all of these tissues.…”

“…T. iboga produces large quantities of ibogan-type MIAs, such as ibogaine and tabernanthine, in roots and stems. In contrast, the principle alkaloids of leaves are isoplumeran types, including iboxyphylline and ibophyllidine ( 7 – 10 ) ( Fig. 1 A ).…”

Isolation of 10-Hydroxycoronaridine from Tabernaemontana penduliflora and its Estrogen-Like Activity

“…Fractions 9 ± 13 were collected and dried to give 60 mg of 1 as a pale yellow solid. [a] D ± 398 (c 0.9, CHCl 3 ): Lit [a] D ± 338 (c 0.5, CHCl 3 )(16). The spectroscopic data (UV, IR and 1 H-NMR spectrum) were in good agreement with those reported in the literature(8).…”

Contribution À L'Étude Des Tabernaemontanées Américaines. IV. Alcaloïdes de Peschiera echinata

“…L'alcaloide (22)4 présente dans son spectre de masse un pie moléculaire á m/e 370 ainsi que des fragments á m/e\ 352, 230, 224, 170, 159, 152, 146, 140 et 122 comparables á ceux de l'heynéanine (24) (18). L'existence du pie á m/e 352 ( +• -18) ainsi que la bande large observée sur son spectre ir entre 3100 et 3600 cm"1 indiquent la présence probable d'une fonction alcool.…”

“…Son spectre uv est du type indolique substitué et subit un déplacement bathochrome en milieu basique indiquant la présence d'un hydroxyle phénolique. Son spectre de rmn, enregistré á haut champ, présente entre 0 et 5 ppm de grandes analogies avec celui de l'heynéanine (24). On y remarque en particulier: un doublet de trois protons á 1,10 ppm (7 = 6 Hz) et un quadruplet d'un proton á 4,16 ppm (7 = 6 Hz) dont l'irradiation transforme le doublet en singulet ce qui permet d'envisager la présence de l'enchaínement C-19 (Me) (H) (OH) avec la configuration C-19 (S) comme pour l'heynéanine (24).…”