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- Title
Structural and Stereochemical Studies of a Tetralin Norsesquiterpenoid from Ligularia kangtingensis.
- Authors
Xie, Guangbo; Tian, Jin; Kövér, Katalin E.; Mándi, Attila; Kurtán, Tibor
- Abstract
ABSTRACT A chiral tetralin norsesquiterpenoid, ligukangtinol, was isolated from the plant Ligularia kangtingensis. Its planar structure was determined by extensive analysis of spectroscopic data (MS, IR, and NMR), and (1 S,3 R) absolute configuration of the tetralin ring was established by TDDFT-ECD calculations of the solution conformers. Conformational analysis and ECD calculations proved that the semiempirical helicity rules of 6-hydroxytetralins correlating the 1Lb Cotton effect and P/ M helicity of the fused carbocyclic ring correctly predicts the absolute configuration and thus can be used for the configurational assignment of related substituted tetralin derivatives. Chirality 26:214-219, 2014. © 2014 Wiley Periodicals, Inc.
- Subjects
TETRAHYDRONAPHTHALENE; CONFORMATIONAL analysis; ASTERACEAE; SESQUITERPENES; PHYTOCHEMICALS
- Publication
Chirality, 2014, Vol 26, Issue 9, p214
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22320