Alkaloids from Hyperbaena columbica

Ripperger, Helmut; Preiß, A.; Diaz, M. Dolores

doi:10.1016/0031-9422(83)80175-7

Cited by 10 publications

(10 citation statements)

References 2 publications

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“…MS: [M]+ 313, 270, 255 (100), 227, 226, 199, 198 (39) SOURCES: Erythrina glauca (39), E. crista-galli, E. lithosperma ( 4) 58 59 (+)-l 1-HYDROXYEPIERYTHRATINE OH Ci8H210,N: 331.1420 SOURCES: Erytbrina subumbrans (51) Minimal structural proof. MS: [M}+ 313 (62), 298 (17), 282(100) (46) SOURCES: Erythrina lithosperma (46), E. variegata (43) Synthetic (39)…”

Section: (+)-Erythrartine N-oxidementioning

confidence: 99%

The Tetracyclic Erythrina Alkaloids

Amer¹,

Shamma²,

Freyer³

1991

J. Nat. Prod.

100

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Section: (+)-Erythrartine N-oxidementioning

confidence: 99%

The Tetracyclic Erythrina Alkaloids

Amer¹,

Shamma²,

Freyer³

1991

J. Nat. Prod.

100

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“…Only one species of this genus, Hyperbaena columbica (Eichl.) Miers, has been investigated to date, and it was found to contain three alkaloids, two of which were of the erythrina type . As a result of our interest in selective ligands for nicotinic receptors in recent years, a phytochemical study focusing on the leaves of H. valida was undertaken to search for related alkaloids in order to assess their biological activities.…”

mentioning

confidence: 99%

Isolation, Structure Elucidation, and Biological Evaluation of 15-Amido-3-demethoxy-2α,3α-methylenedioxyerythroculine, a New Alkaloid from Hyperbaena valida

et al. 2006

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A phytochemical investigation of the leaves of Hyperbaena valida resulted in the isolation and characterization of two erythrina-type alkaloids, 1 and 2, which were found to be antagonists at nicotinic receptors. Compound 1 was assigned as the new 15-amido-3-demethoxy-2alpha,3alpha-methylenedioxyerythroculine and compound 2 as the known 3-demethoxy-2alpha,3alpha-methylenedioxyerythroculine. Antagonism of a 100 microM nicotine response was observed for alkaloid 1 (IC50 value of 94 +/- 8 microM) and alkaloid 2 (IC50 value of 77 +/- 19 microM).

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“…From the flowers of E. mulungu [74] there has been isolated erysotrine N-oxide [87] and the structure determined by spectroscopic analysis and confirmed by comparing the spectral data with the synthetic N-oxide prepared by treating 7 with m-chloroperbenzoic acid.…”

Section: Dienoid Alkaloidsmentioning

confidence: 82%

“…Fractional crystallisation of the salts was often originally employed to separate the mixtures of the alkaloids obtained, but in more recent years column chromatography and lately semipreparative high performance liquid chromatography (HPLC) have been the predominant methods of isolation and purification. Another alkaloid, characterised as 3-demethoxy-2a,3a-methylenedioxyerythroculine, has been isolated from Hyperbaena columbica (Menispermaceae) [74]. Systematic screening of the seeds of a wide range of species has been pioneered by Rinehart's group in Illinois [56,57] followed by Jackson's group in Cardiff [58][59][60][61][62][63][64][65] using gas chromatography-mass spectrometry (GC-MS) as the main technique to facilitate chemotaxonomic studies.…”

Section: Occurrence and Isolationmentioning

confidence: 99%

“…Alkaloid N-oxides, erythrartine N-oxide (88) fromE.mulungu [74], 11/?methoxyerythraline A/-oxide (89) from E. cristagalli [66] and E.suberosa [67], and erythristemine N-oxide (90) from E. xbidwillii [75] have been isolated and their structures confirmed by comparing the spectral data with the synthetic compounds obtained by treating the parent alkaloids with m-chloroperbenzoic acid.…”

Section: Dienoid Alkaloidsmentioning

confidence: 99%

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