Synthesis of deoxyelephantopin analogues
Autor: | Roman Lagoutte, Christelle Serba, Nicolas Winssinger |
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Rok vydání: | 2017 |
Předmět: |
Pharmacology
chemistry.chemical_classification Antibiotics Antineoplastic 010405 organic chemistry Chemistry Stereochemistry Deoxyelephantopin Lung metastasis Molecular Conformation 010402 general chemistry Metathesis Sesquiterpene lactone 01 natural sciences Molecular conformation 0104 chemical sciences chemistry.chemical_compound Lactones Germacrene Drug Discovery ddc:540 Indicators and Reagents Sesquiterpenes |
Zdroj: | Journal of Antibiotics, Vol. 71, No 2 (2018) pp. 248-256 |
ISSN: | 1881-1469 |
Popis: | Deoxyelephantopin is a sesquiterpene lactone that was reported to be as effective in the treatment of mammary tumours and lung metastasis as taxol based on a murine orthotopic cancer model. Its germacrene skeleton harbours three Michael acceptors that can potentially engage a target covalently. Its strained 10-membered ring is densely functionalised and represents an important synthetic challenge. We herein describe our studies towards deoxyelephantopins using a ring-closing metathesis approach and report some unexpected observations. |
Databáze: | OpenAIRE |
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