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Synthetic Transformations of Higher Terpenoids. 40. Synthesis and Assessment of Analgesic Activity of N-Containing Derivatives of Lambertianic Acid
- Source :
- Chemistry of Natural Compounds. 57:879-886
- Publication Year :
- 2021
- Publisher :
- Springer Science and Business Media LLC, 2021.
-
Abstract
- New labdanoid derivatives containing hydrophilic substituents (amino, methylamino) in the C-4 position were synthesized via selective transformations of lambertianic acid chloride. A one-pot method was proposed to prepare 16-formyllambertianic acid amide and included selective formylation of lambertianic acid by POCl3 in DMF followed by amidation by aqueous NH4OH. The molecular structure of the compound was studied by an X-ray crystal structure analysis. Analgesic activity in a chemical irritation model was found for newly synthesized 4-amino-18-nor-15,16-epoxylabda-8(17),13,14-triene and 4-(pyrrolidin-1-yl)-18-nor-15,16-epoxylabda-8(17),13,14-triene oxalates and 16-hydroxymethyl)lambertianic acid amide.
Details
- ISSN :
- 15738388 and 00093130
- Volume :
- 57
- Database :
- OpenAIRE
- Journal :
- Chemistry of Natural Compounds
- Accession number :
- edsair.doi...........ab6e8c5d9f3be480c07a77c5128b629a