Alkaloids of Pterotaberna inconspicua

Morfaux, Anne-Marie; Mulamba, T.; Richard, Bernard; Delaude, Clément; Massiot, Georges; Men‐Olivier, L. Le

doi:10.1016/s0031-9422(82)85057-7

Cited by 17 publications

(7 citation statements)

References 6 publications

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“…These yields correspond well with those, which were recently found for some of these alkaloids present in the root-bark of the same plant e.g. methuenine (34% AM), 16-epimethuenine (28% AM) and vobasine (1.1 % AM) (4).…”

Section: Resultssupporting

confidence: 90%

“…The chemical shifts of the carbon atoms of alkaloids 2-5 are gathered in Table I. The striking analogy between the spectra of alkaloids 2 and 4 prompted us to attribute the methuenine structure to compound 2, since compound 4 was authenticated as 16-epimethuenine by direct comparison with a sample kindly provided by Dr. Morfaux (4). The shifts of the carbons C-5, C-6, C-iS, C-16, C-20 and C-21 clearly confirmed the stereochemically different C/D ring junctions of these two compounds.…”

Section: Resultsmentioning

confidence: 99%

“…Al-though aqueous extracts of the leaves are frequently employed, their chemical constituents have never been determined to the best of our knowledge. During the course of this work, however, the alkaloidal content of the seeds and the root-bark of the same plant was reported (4).…”

Section: Introductionmentioning

confidence: 95%

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2-Acylindole Alkaloids from Leaves ofPterotaberna inconspicua

Bakana¹,

Dommisse²,

Esmans³

et al. 1984

Planta Med

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331temp. 2000 C, column temp. 170° C, carrier gas He at 35 mI/mm, separator temp. 2500 C, ionization voltage 70 eV, accelerating voltage 1.5Ky.Cleavage of ester-glycoside linkage of 4 A solution of 4 (130 mg), anhydrous Lii (130 mg) and 2,6-lutidine (2 ml) in anhydrous MeOH (2 ml) was refluxed for 16 '. The solution was deionized by passing through a column of Amberlite MB-3 and concentrated to dryness. A suspension of the residue in H20 was chromatographed on Diaion HP-20; elution with H20 gave 9(45 mg) and subsequent elution with MeOH afforded 1 (75 mg).Abstract: Five 2-acylindole alkaloids were isolated and identified from the leaves of Pterotaberna inconspicua Stapf., collected in Zaire. The major alkaloids were methuenine and 16-epimethuenine. Vobasine, 6oxomethuenine and methuenine N-oxide occurred in minor amounts. Only the latter alkaloid is apparently a new compound. The triterpenes a-and 1-amyrine were also found to be heavily present in the leaves of this plant.

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Section: Resultssupporting

confidence: 90%

Section: Resultsmentioning

confidence: 99%

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2-Acylindole Alkaloids from Leaves ofPterotaberna inconspicua

Bakana¹,

Dommisse²,

Esmans³

et al. 1984

Planta Med

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“…Since the previous report [24] did not provide detailed NMR data, the NMR data of 4 are also given in Tables 1 and 2 in Exper. Part.…”

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confidence: 99%

Biologically Active Ibogan and Vallesamine Derivatives from Tabernaemontana divaricata

Kam

Pang

Choo

et al. 2004

Chemistry & Biodiversity

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Six new indole alkaloids, viz., (3S)-3-cyanocoronaridine (2), (3S)-3-cyanoisovoacangine (3), conolobine A (5), conolobine B (6), conolidine (7), and (3R/3S)-3-ethoxyvoacangine (8), in addition to 36 known ones, were obtained from the stem-bark extract of the Malayan Tabernaemontana divaricata. The structures were determined by NMR and MS analysis. The CN-substituted alkaloids showed appreciable cytotoxicity towards the KB human oral epidermoid carcinoma cell-line.

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“…The alkaloids 45-49 23 were isolated from Tabernaemontana corymbosa and 50-54 24 Tabernaemontana divaricata, respectively. Though the compound 54 was isolated in 1982, 25 no experimental data was reported in that paper. The compounds 55-56 26 belong to a new structural scaffold which was not discussed earlier.…”

Section: Newly Isolated Iboga-alkaloidsmentioning

confidence: 99%