Pyrrolidinoindoline alkaloids from Margaritopsis cymuligera (Muell. Arg.) C.M. Taylor (Rubiaceae)

Brand, George; Henriques, Amélia T.; Passos, Carolina dos Santos; Baldoqui, Débora Cristina; Santin, Silvana Maria de Oliveira; Costa, Willian Ferreira da; Sarragiotto, María Helena

doi:10.1016/j.bse.2012.07.009

Cited by 4 publications

(1 citation statement)

References 8 publications

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“…Anthraquinone: 1,2-dimethoxy-6-methyl-9,10-anthraquinone; 1-hydroxy-2-methoxy-6-methyl-9,10-anthraquinone; nordamnacanthal; 2-formyl-3-hydroxy-9,10-anthraquinone; damnacanthal; lucidin-ω-methyl ether; 3-hydroxy-2-methyl-9,10-anthraquinone; rubiadin; 3-hydroxy-2-methoxy-6-methyl-9,10-anthraquinone; rubiadin-1-methyl ether; 3-hydroxy-2-hydroxymethyl-9,10-anthraquinone Margaritopsis cymuligera Pyrrolidinoindoline alkaloids: hodgkinsine; quadrigemine C [354] Palicourea acuminata Indole alkaloid: strictosidinic acid; methylester strictosidine; palicoside; bahienoside B; 5α-carboxystrictosidine; desoxycordifoline; lagamboside; vallesiachotamine [355] Palicourea adusta Monoterpenoid glucoindole alkaloids: …”

Section: Rennellia Ellipticamentioning

confidence: 99%

Secondary Metabolites from Rubiaceae Species

2015

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This study describes some characteristics of the Rubiaceae family pertaining to the occurrence and distribution of secondary metabolites in the main genera of this family. It reports the review of phytochemical studies addressing all species of Rubiaceae, published between 1990 and 2014. Iridoids, anthraquinones, triterpenes, indole alkaloids as well as other varying alkaloid subclasses, have shown to be the most common. These compounds have been mostly isolated from the genera Uncaria, Psychotria, Hedyotis, Ophiorrhiza and Morinda. The occurrence and distribution of iridoids, alkaloids and anthraquinones point out their chemotaxonomic correlation among tribes and subfamilies. From an evolutionary point of view, Rubioideae is the most ancient subfamily, followed by Ixoroideae and finally Cinchonoideae. The chemical biosynthetic pathway, which is not so specific in Rubioideae, can explain this and large amounts of both iridoids and indole alkaloids are produced. In Ixoroideae, the most active biosysthetic pathway is the one that produces iridoids; while in Cinchonoideae, it produces indole alkaloids together with other alkaloids. The chemical biosynthetic pathway now supports this botanical conclusion.

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Section: Rennellia Ellipticamentioning

confidence: 99%

Secondary Metabolites from Rubiaceae Species

2015

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A revised classification of the sister tribes Palicoureeae and Psychotrieae (Rubiaceae) indicates genus-specific alkaloid accumulation

et al. 2021

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Tribes Palicoureeae and Psychotrieae (Rubiaceae, Gentianales) are complex and speciose sister groups with a pantropical distribution. Since the initial studies on ipecacuanha more than two centuries ago, species of the group have been subject to numerous phytochemical studies yielding diverse specialized ("secondary") metabolites, most of them alkaloids. However, the generic limits within the tribes have long been unclear and only recently, monophyletic genera have been delimited and segregated from a once broadly circumscribed Psychotria. Thus, a phylogeny-based and taxonomically updated review of phytochemical literature was performed which allowed assigning the bulk of phytochemical data previously reported for Psychotria to various segregate genera such as Carapichea, Eumachia and Palicourea. This review not only challenges the common perception of Psychotria as a monoterpene-indole alkaloid-rich genus. It also highlights that each of its relatives differs by accumulating specific groups of alkaloids, which is of major importance for understanding animal-plant interactions such as herbivory, as well as for drug discovery. The alkaloid complement of each of these genera is here enumerated and discussed, which should provide a framework for future studies addressing the biosynthesis, evolution, ecological and pharmacological significance of specialized metabolite differentiation in this abundant, ecologically and ethnopharmacologically important group.

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Definition, typology, and occurrence of alkaloids

Aniszewski¹

2015

Alkaloids

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Pyrrolidinoindoline alkaloids from Margaritopsis cymuligera (Muell. Arg.) C.M. Taylor (Rubiaceae)

Cited by 4 publications

References 8 publications

Secondary Metabolites from Rubiaceae Species

Secondary Metabolites from Rubiaceae Species

A revised classification of the sister tribes Palicoureeae and Psychotrieae (Rubiaceae) indicates genus-specific alkaloid accumulation

Definition, typology, and occurrence of alkaloids

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