Discovery of a new series of jatrophane and lathyrane diterpenes as potent and specific P-glycoprotein modulators
| Autor: | Caterina Fattorusso, Virginia Lanzotti, Agnès Doreau, Marianna Borriello, Attilio Di Pietro, Elisa Barile, Ernesto Fattorusso |
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| Přispěvatelé: | Deleage, Gilbert, E., Barile, Borriello, Marianna, A., Di Pietro, A., Doreau, Fattorusso, Caterina, Fattorusso, Ernesto, Lanzotti, Virginia |
| Rok vydání: | 2008 |
| Předmět: |
Models
Molecular Magnetic Resonance Spectroscopy Abcg2 Stereochemistry ATP-binding cassette transporter Stereoisomerism Biochemistry Mice [SDV.BBM] Life Sciences [q-bio]/Biochemistry Molecular Biology Animals ATP Binding Cassette Transporter Subfamily B Member 1 Physical and Theoretical Chemistry Euphorbia helioscopia P-glycoprotein Molecular Structure biology Chemistry Organic Chemistry Transporter Nuclear magnetic resonance spectroscopy biology.organism_classification NIH 3T3 Cells biology.protein Diterpenes Multidrug transporter |
| Zdroj: | Organic & Biomolecular Chemistry. 6:1756 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/b800485d |
| Popis: | A new series of diterpenes, the jatrophanes euphoscopin M (1), euphoscopin N (2) and euphornin L (3), and the lathyrane euphohelioscopin C (7) were isolated from plants of Euphorbia helioscopia L., together with four other known analogues, euphoscopin C (4), euphornin (5), epieuphoscopin B (6) and euphohelioscopin A (8). The new compound stereostructures were elucidated by NMR analysis and computational data. The resulting isolated diterpenes were found to be potent inhibitors of P-glycoprotein (ABCB1), while showing an absence of significant activity against BCRP (ABCG2), despite the high substrate overlapping of these transporters, thus including them in the third-generation class of specific multidrug transporter modulators.A new series of diterpenes, the jatrophanes euphoscopin M (1), euphoscopin N (2) and euphornin L (3), and the lathyrane euphohelioscopin C (7) were isolated from plants of Euphorbia helioscopia L., together with four other known analogues, euphoscopin C (4), euphornin (5), epieuphoscopin B (6) and euphohelioscopin A (8). The new compound stereostructures were elucidated by NMR analysis and computational data. The resulting isolated diterpenes were found to be potent inhibitors of P-glycoprotein (ABCB1), while showing an absence of significant activity against BCRP (ABCG2), despite the high substrate overlapping of these transporters, thus including them in the third-generation class of specific multidrug transporter modulators. |
| Databáze: | OpenAIRE |
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