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Biomimetic conversion of aconitine-type C19-diterpenoid alkaloids to lactone-type alkaloids
- Source :
- Journal of Asian Natural Products Research. 14:441-449
- Publication Year :
- 2012
- Publisher :
- Informa UK Limited, 2012.
-
Abstract
- The first biomimetic conversion from the aconitine-type C(19)-diterpenoid alkaloids to the corresponding alkaloids of lactone-type C(19)-diterpenoid alkaloid has been achieved. Chasmanine was used as starting material with Baeyer-Villiger oxidation as a key reaction. It was also observed that the oxygenated group at C-16 did not change the relative migration tendencies of C-13 and C-9 during the oxidation. Meantime, a novel D-ring fragmented compound was obtained during the course of the present investigation. The plausible mechanism of the formation of this compound was also proposed.
- Subjects :
- Pharmacology
chemistry.chemical_classification
Molecular Structure
Chemistry
Stereochemistry
Aconitine
Alkaloid
Organic Chemistry
Pharmaceutical Science
General Medicine
Terpenoid
Analytical Chemistry
Baeyer–Villiger oxidation
Lactones
chemistry.chemical_compound
Alkaloids
Complementary and alternative medicine
Drug Discovery
Molecular Medicine
Organic chemistry
Diterpenes
Nuclear Magnetic Resonance, Biomolecular
Lactone
Subjects
Details
- ISSN :
- 14772213 and 10286020
- Volume :
- 14
- Database :
- OpenAIRE
- Journal :
- Journal of Asian Natural Products Research
- Accession number :
- edsair.doi.dedup.....7db9d376d6b5ecffedcdb6796fd06a63