Alkaloids from Sarcocapnos enneaphylla

Tojo, Emília; Domı́nguez, Domingo; Castedo, Luís

doi:10.1016/0031-9422(91)85296-c

Cited by 41 publications

(35 citation statements)

References 25 publications

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“…Number above branches represents branch lengths S. saetabensis can be distinguished from S. enneaphylla on the basis of floral colour (pinkish), corolla, sepals, lower petal, fruit size (Table 2), and pollen size (Table 3). In addition, Blanco et al (1991), Lo´pez et al (1991) and Tojo et al (1991) found significant differences in the alkaloid contents: S. enneaphylla presented a higher percentage of protopines (23.6%) than did S. saetabensis (11.0%), and the presence of ribasines (0.9%), which were absent in the latter species. On the other hand, aporphines, benzophenanthridines and morphinandienones proved more abundant in S. saetabensis (4.8%, 21.2%, 1.8%, respectively) than in S. enneaphylla (2.6%, 14.8%, 0.4%, respectively) and benzylisoquinolines have not been found in S. enneaphylla.…”

Section: Discussionmentioning

confidence: 90%

Contribution to the taxonomy and phylogeny of Sarcocapnos DC. (Fumariaceae)

Salinas

Romero

Blanca

et al. 2003

Plant Systematics and Evolution

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Abstract. To solve problems concerning the status of the taxa described in the genus Sarcocapnos, we have conducted a study using morphological, pollen morphology (light microscopy), cytogenetic and molecular techniques. Focusing on the last technique, we have sequenced ITS-1 and ITS-2 of nuclear rDNA. The species differ basically according to 5 morphological traits (leaf shape, flower spur, corolla colour, corolla size, and crest of the stigmatic surface). The cytogenetic analyses indicated n ¼ 16 to be the standard chromosome number. The ITS analyses showed that the genus is monophyletic, defining two main well-supported clades, one containing S. saetabensis and S. enneaphylla, and one containing the rest of the species. In this second clade, S. speciosa, S. pulcherrima, and S. baetica subsp. ardalii are related, as are S. integrifolia, S. crassifolia subsp. crassifolia, and S. crassifolia subsp. atlantis; S. baetica subsp. baetica forms a trichotomy with the foregoing groups. S. speciosa is shown to be a species separate from S. crassifolia subsp. crassifolia, as in the case of S. baetica with respect to S. integrifolia. Palynologically, the parameters used enabled us to establish clear differences between the taxa, often corroborating the macromorphological and genetic data. The flower spur has been reduced several times in different groups of the genus, for which the classifications established on the basis of this trait are paraphyletic.

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Section: Discussionmentioning

confidence: 90%

Contribution to the taxonomy and phylogeny of Sarcocapnos DC. (Fumariaceae)

Salinas

Romero

Blanca

et al. 2003

Plant Systematics and Evolution

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“…The genus Sarcocapnos has proved to be a rich source of isoquinoline alkaloids, most of them with a cularine skeleton [ 8 – 10 ]. However, to our best knowledge, the phenolic composition of Sarcocapnos species has not been reported to date.…”

Section: Introductionmentioning

confidence: 99%

Study on Three Sarcocapnos Species as Potential Sources of Bioactive Compounds: Relation between Phenolic Content and Bioactivity by Multivariate Analysis

Fernández-Poyatos

Zengin

Salazar-Mendías

et al. 2020

Journal of Analytical Methods in Chemistry

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In this work, we report the phenolic composition and bioactivity of the aerial parts of three species of Sarcocapnos (S. enneaphylla, S. pulcherrima, and S. saetabensis) to study their potential as sources of bioactive compounds to revalorize them and contribute to the conservation of these plant species. Samples were collected in different locations in the province of Jaén (southeast of Spain), and qualitative and quantitative analyses of phenolic compounds were performed by high-performance liquid chromatography with diode array and mass spectrometry detection. S. enneaphylla presented the highest concentration of phenolic compounds (58 mg/g DE). The most abundant compound in S. enneaphylla and S. saetabensis was rutin (35 mg/g DE and 11.7 mg/g DE, respectively), whereas isorhamnetin-O-rutinoside was dominant in S. pulcherrima (11.5 mg/g DE). Several assays were performed to evaluate the potential bioactivity of the three species of Sarcocapnos. These assays included antioxidant and radical scavenging (ABTS and DPPH), reducing power (CUPRAC and FRAP), phosphomolybdenum and metal chelating, and enzyme inhibitory activity (acetylcholinesterase, amylase, butyrylcholinesterase, glucosidase, and tyrosinase). In general, all methanolic extracts presented the highest phenolic and flavonoid contents, as well as the highest radical scavenging, antioxidant, and enzyme inhibitory properties. This relationship between phenolics and bioactivity was confirmed by multivariate analysis.

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“…7) [114–116]. In comparison to the related aporphine alkaloids, the cularine skeleton contains a benzoxepine ring system.…”

Section: Reviewmentioning

confidence: 99%

The chemistry of isoindole natural products

Speck¹,

Magauer²

2013

Beilstein J. Org. Chem.

313

163

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SummaryThis review highlights the chemical and biological aspects of natural products containing an oxidized or reduced isoindole skeleton. This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we have limited this review to the most inspiring examples. Within different congeners, we have selected a few members and discussed the synthetic routes in more detail. The putative biosynthetic pathways of the presented isoindole alkaloids are described as well.

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Alkaloids from Sarcocapnos enneaphylla

Cited by 41 publications

References 25 publications

Contribution to the taxonomy and phylogeny of Sarcocapnos DC. (Fumariaceae)

Contribution to the taxonomy and phylogeny of Sarcocapnos DC. (Fumariaceae)

Study on Three Sarcocapnos Species as Potential Sources of Bioactive Compounds: Relation between Phenolic Content and Bioactivity by Multivariate Analysis

The chemistry of isoindole natural products

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