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1.
Chem Biodivers ; 19(9): e202200630, 2022 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-35916106

RESUMEN

Cyclopeptide alkaloids with different biological activities are present in plants of the family Rhamnaceae. Plants of this family grow in a symbiotic relationship with aerobic Gram-positive actinomycetes belonging to the genus Frankia. This goal of this research was a study of the comparative profile of alkaloids present in Discaria chacaye and to establish a connection between the presence or absence of Frankia sp. and the alkaloids. In addition, insecticidal activities of the alkaloidal extract were examined. A total of 24 alkaloids were identified, of which 12 have a benzylisoquinoline skeleton, 9 were cyclopeptides, 2 isoquinolines, and 1 aporphine. The presence of cyclopeptide alkaloids is associated with Frankia nodules in the plant root. The alkaloid extracts showed insecticidal activity with mortality dose-dependence and LD50 values between 44 to 71 µg/mL.


Asunto(s)
Actinobacteria , Actinomycetales , Alcaloides , Aporfinas , Bencilisoquinolinas , Frankia , Rhamnaceae , Alcaloides/farmacología , Isoquinolinas , Péptidos Cíclicos/farmacología , Extractos Vegetales , Plantas , Simbiosis
2.
Molecules ; 25(21)2020 Nov 03.
Artículo en Inglés | MEDLINE | ID: mdl-33153001

RESUMEN

The Chilean plants Discaria chacaye, Talguenea quinquenervia (Rhamnaceae), Peumus boldus (Monimiaceae), and Cryptocarya alba (Lauraceae) were evaluated against Codling moth: Cydia pomonella L. (Lepidoptera: Tortricidae) and fruit fly Drosophila melanogaster (Diptera: Drosophilidae), which is one of the most widespread and destructive primary pests of Prunus (plums, cherries, peaches, nectarines, apricots, almonds), pear, walnuts, and chestnuts, among other. Four benzylisoquinoline alkaloids (coclaurine, laurolitsine, boldine, and pukateine) were isolated from the above mentioned plant species and evaluated regarding their insecticidal activity against the codling moth and fruit fly. The results showed that these alkaloids possess acute and chronic insecticidal effects. The most relevant effect was observed at 10 µg/mL against D. melanogaster and at 50 µg/mL against C. pomonella, being the alteration of the feeding, deformations, failure in the displacement of the larvae in the feeding medium of D. melanogaster, and mortality visible effects. In addition, the docking results show that these type of alkaloids present a good interaction with octopamine and ecdysone receptor showing a possible action mechanism.


Asunto(s)
Bencilisoquinolinas , Insecticidas , Lepidópteros/crecimiento & desarrollo , Rhamnaceae/química , Animales , Bencilisoquinolinas/química , Bencilisoquinolinas/farmacología , Drosophila melanogaster , Insecticidas/química , Insecticidas/farmacología
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