Erythrinoid and indol alkaloids isolated from the seeds of Erythrina rubrinervia Kunth: Chemotaxonomic significance

Simón Urrea Florian; Beatriz Sepulveda; Alfredo Torres-Benítez; Mario J. Simirgiotis; Marcial Fuentes-Estrada; Carlos Areche; Olimpo García-Beltrán

doi:10.1016/j.bse.2021.104295

Erythrinoid and indol alkaloids isolated from the seeds of Erythrina rubrinervia Kunth: Chemotaxonomic significance

Simón Urrea Florian, Beatriz Sepulveda, Alfredo Torres-Benítez, Mario J. Simirgiotis, Marcial Fuentes-Estrada, Carlos Areche, Olimpo García-Beltrán

Research output: Contribution to journal › Article › peer-review

Abstract

In the present work, we report the isolation of five alkaloids from the seeds of Erythrina rubrinervia. Four of the isolated alkaloids are erythrinoid type alkaloids which were identified as erysodine (1), erysovine (2), erythraline (3) and erysotrine (4), plus an indolic alkaloid which was identified as hypaphorine (5). The analysis of spectroscopic data for the alkaloid l-hypaphorine shows that the published structure (5a) must be revised, and the correct structure is that depicted as the structure 5c. The chemical structures were elucidated by full spectroscopic analysis. The chemotaxonomic significance of those findings in the genus Erythrina is also discussed.

Original language	English
Article number	104295
Journal	Biochemical Systematics and Ecology
Volume	97
DOIs	https://doi.org/10.1016/j.bse.2021.104295
Publication status	Published - Aug 2021

Keywords

Chemotaxonomy
Erythrina rubrinervia
Erythrinoid alkaloids
Indole alkaloids
RMN

ASJC Scopus subject areas

Ecology, Evolution, Behavior and Systematics
Biochemistry

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10.1016/j.bse.2021.104295

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title = "Erythrinoid and indol alkaloids isolated from the seeds of Erythrina rubrinervia Kunth: Chemotaxonomic significance",

abstract = "In the present work, we report the isolation of five alkaloids from the seeds of Erythrina rubrinervia. Four of the isolated alkaloids are erythrinoid type alkaloids which were identified as erysodine (1), erysovine (2), erythraline (3) and erysotrine (4), plus an indolic alkaloid which was identified as hypaphorine (5). The analysis of spectroscopic data for the alkaloid l-hypaphorine shows that the published structure (5a) must be revised, and the correct structure is that depicted as the structure 5c. The chemical structures were elucidated by full spectroscopic analysis. The chemotaxonomic significance of those findings in the genus Erythrina is also discussed.",

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year = "2021",

month = aug,

doi = "10.1016/j.bse.2021.104295",

language = "English",

volume = "97",

journal = "Biochemical Systematics and Ecology",

issn = "0305-1978",

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Erythrinoid and indol alkaloids isolated from the seeds of Erythrina rubrinervia Kunth : Chemotaxonomic significance. / Florian, Simón Urrea; Sepulveda, Beatriz; Torres-Benítez, Alfredo; Simirgiotis, Mario J.; Fuentes-Estrada, Marcial; Areche, Carlos; García-Beltrán, Olimpo.

In: Biochemical Systematics and Ecology, Vol. 97, 104295, 08.2021.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

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T2 - Chemotaxonomic significance

AU - Florian, Simón Urrea

AU - Sepulveda, Beatriz

AU - Torres-Benítez, Alfredo

AU - Simirgiotis, Mario J.

AU - Fuentes-Estrada, Marcial

AU - Areche, Carlos

AU - García-Beltrán, Olimpo

PY - 2021/8

Y1 - 2021/8

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AB - In the present work, we report the isolation of five alkaloids from the seeds of Erythrina rubrinervia. Four of the isolated alkaloids are erythrinoid type alkaloids which were identified as erysodine (1), erysovine (2), erythraline (3) and erysotrine (4), plus an indolic alkaloid which was identified as hypaphorine (5). The analysis of spectroscopic data for the alkaloid l-hypaphorine shows that the published structure (5a) must be revised, and the correct structure is that depicted as the structure 5c. The chemical structures were elucidated by full spectroscopic analysis. The chemotaxonomic significance of those findings in the genus Erythrina is also discussed.

KW - Chemotaxonomy

KW - Erythrina rubrinervia

KW - Erythrinoid alkaloids

KW - Indole alkaloids

KW - RMN

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Erythrinoid and indol alkaloids isolated from the seeds of Erythrina rubrinervia Kunth: Chemotaxonomic significance

Abstract

Keywords

ASJC Scopus subject areas

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