Bioactive compounds from transformed root cultures and aerial parts of Bethencourtia hermosae

Fraga, Braulio M.; Díaz, Carmen E.; Amador, Leonardo J.; Reina, Matı́as; Santana, Omar; González-Coloma⊥, Azucena

doi:10.1016/j.phytochem.2014.09.010

Cited by 18 publications

(8 citation statements)

References 52 publications

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“…This is the first report on the aphid antifeedant effects of 1 , 3, and 5 . The aglycon of 3 , cornoside ( 2 ), had growth regulation effects on Rhodnius nasutus [ 45 ] and ethyljacaranone, structurally related to 5 , proved to be a potent antifeedant against S. littoralis and M. persicae while a jacaranone diol derivative only showed significant antifeedant effects on M. persicae , [ 46 ] supporting the aphid antifeedant effects of phelylethanoids. Additionally, the nematicidal activity of hallerone ( 5 ) is described here for the first time.…”

Section: Resultsmentioning

confidence: 99%

Selective Extraction of Bioactive Phenylethanoids from Digitalis obscura

Moral

Pérez

Navarro

et al. 2021

Plants

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Cardenolide-free extracts from Digitalis obscura showed significant antifeedant effects against the aphid Myzus persicae and this activity correlated with their phenylethanoid content. The content in phenylethanoids of Digitalis obscura has been studied. Maceration of the aerial parts of D. obscura was used for the selective extraction of the natural compound rengyolone (1) and the aglycone of cornoside (compound 3). Pure rengyolone (1) can be obtained from D. obscura in approximately 90% purity from fresh plant from the CHCl3 soluble fraction of the ethanolic extract (0.8% yield). The ethanol extraction of freshly collected D. obscura showed the presence of compound 3 as the only phenylethanoid. Compound 3 was proven to easily evolve to rengyolone. Due to this instability, and although its presence in plants has been previously reported, the spectroscopical data of 3 are reported herein for the first time. Selective mono-acetylation of compound of 3 led to the active natural compound hallerone (5). The aphid antifeedant (against Myzus persicae) and nematicidal (against root-knot nematode Meloidogyne javanica) activities of these compounds have been evaluated. Here we report for the first time on the aphid antifeedant effects of 1, 3, and 5. Additionally, the nematicidal activity of hallerone (5) is described here for the first time.

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Section: Resultsmentioning

confidence: 99%

Selective Extraction of Bioactive Phenylethanoids from Digitalis obscura

Moral

Pérez

Navarro

et al. 2021

Plants

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“…Since then, jacaranone derivatives ( n = 35) have been isolated from other plant species as well, most of them belonging to the family Asteraceae. Almost all of the isolated compounds have been studied for their biological activities (e.g., cytotoxic, antimicrobial, anti-inflammatory, antioxidant, sedative, antiprotozoal, and antifeedant effects), and many of them showed multiple activities [ 2 , 3 , 4 , 5 , 6 , 7 , 8 ].…”

Section: Introductionmentioning

confidence: 99%

Jacaranone Derivatives with Antiproliferative Activity from Crepis pulchra and Relevance of This Group of Plant Metabolites

Dávid

Kúsz

Pinke

et al. 2022

Plants

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Jacaranones are a small group of specific plant metabolites with promising biological activities. The occurrence of jacaranones is limited to only a few plant families, with Asteraceae being the most abundant source of these compounds. Therefore, jacaranones can also serve as chemotaxonomic markers. Our phytochemical investigation of Crepis pulchra L. (Asteraceae) resulted in three jacaranone derivatives (jacaranone, 2,3-dihydro-2-hydroxyjacaranone, 2,3-dihydro-2-methoxyjacaranone), and (6R,9S)-3-oxo-α-ionol-β-d-glucopyranoside, fulgidic acid, 12,15-octadecadienoic acid methyl ester, scopoletin and apigenin-7-O-β-d-glucoside. This is the first report on the isolation of jacaranones from a species belonging to the Cichorioideae subfamily of Asteraceae. Jacaranone derivatives were subjected to an in vitro antiproliferative assay against a panel of human cancer cell lines (MCF-7, MDA-MB-231, HeLa, and C33A), revealing high or moderate activities, with IC50 values ranging from 6.3 to 26.5 μM.

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“…Discovery of a novel linearly fused triquinane sesquiterpene, (+)‐ceratopicanol in 1988, afforded crucial key to support the biogenetic mechanism of hirsutene and associated sesquiterpenoids synthesized through protoilludane cation rearrangement from humulene . (Figure ) In addition, it was recently reported that ceratopicanol and other terpenes might be useful for prophylaxis or the treatment of pain, and also its angelate ester showed moderate antifeedant effect on S. littoralis …”

Section: Introductionmentioning

confidence: 99%