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Acid rearrangment of epoxy-germacranolides and absolute configuration of 1beta, 10alpha-epoxy-salonitenolide
- Publication Year :
- 2010
- Publisher :
- NPC inc., 2010.
-
Abstract
- The acid-catalyzed cyclization of mono epoxides of cnicin acetonide (3) was investigated. Several 6,12-eudesmanolides were obtained, and their stereochemistry established by extensive spectroscopic analyses. Chemical correlations also led to the assignment of the absolute configuration of 1beta,10alpha-epoxy-salonitenolide (13), a previously isolated natural product. The cytotoxic activities of some compounds were determined against A549 and MCF-7 tumor cell lines. The esterified germacranolides 2-6 were selectively cytotoxic against the MCF-7 breast cancer cell line.
- Subjects :
- Magnetic Resonance Spectroscopy
Molecular Structure
Plant Extracts
Centaurea
Settore CHIM/06 - Chimica Organica
germacranolides, epoxygermacranolides, cyclization, eudesmanolides, absolute configuration, cytotoxicity
Antineoplastic Agents, Phytogenic
Sesquiterpenes, Germacrane
Cell Line, Tumor
Humans
Drug Screening Assays, Antitumor
Sesquiterpenes
Sicily
Cell Proliferation
Subjects
Details
- Language :
- English
- Database :
- OpenAIRE
- Accession number :
- edsair.pmid.dedup....3b0af3d61384c50331563887af99c731