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Structural and conformation analysis of sesquiterpene lactones by proton nuclear magnetic resonance
Author(s) -
Silva Gloria L.,
Gil Roberto R.,
Sosa Virginia E.,
Suárez Angela R.
Publication year - 1992
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2800030605
Subject(s) - chemistry , germacranolide , ring (chemistry) , cyclohexane conformation , stereochemistry , sesquiterpene , lactone , molecular conformation , molecule , organic chemistry , hydrogen bond
The stereochemistry as well as the conformation of two germacranolides and two 3,4‐epoxyguaianolides were determined by computational methods employing LAOCOON‐III and DAERM programs. The chair‐chair conformation was shown to be preferred by the germacranolide macrocycle in solution, while the A‐ring of 1,10‐dehydro‐3,4‐epoxyguaianolides was shown to be approximately planar. The ten‐membered ring stereochemistry of germacranolides was deduced from the calculated results.