Kingianin A: A New Natural Pentacyclic Compound from Endiandra kingiana

Kingianin A: A New Natural Pentacyclic Compound from Endiandra kingiana

A new natural pentacyclic compound, named kingianin A, was isolated as a racemic mixture from the barks of Endiandra kingiana (Lauraceae). Its structure was elucidated by comprehensive analysis of NMR spectroscopic data, X-ray crystallography, and ECD calculations. The pentacyclic skeleton may be fo...

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Veröffentlicht in:Organic letters 2010-08, Vol.12 (16), p.3638-3641
Hauptverfasser: Leverrier, Aurélie, Dau, Marie Elise Tran Huu, Retailleau, Pascal, Awang, Khalijah, Guéritte, Françoise, Litaudon, Marc
Format: Artikel
Sprache:eng
Schlagworte:
Cellular Biology
Circular Dichroism
Crystallography, X-Ray
Lauraceae - chemistry
Life Sciences
Molecular Structure
Polycyclic Aromatic Hydrocarbons - chemistry
Polycyclic Aromatic Hydrocarbons - isolation & purification
Stereoisomerism
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Beschreibung
Zusammenfassung:A new natural pentacyclic compound, named kingianin A, was isolated as a racemic mixture from the barks of Endiandra kingiana (Lauraceae). Its structure was elucidated by comprehensive analysis of NMR spectroscopic data, X-ray crystallography, and ECD calculations. The pentacyclic skeleton may be formed by a Diels−Alder reaction between two monomers having a bicyclo[4.2.0]octadiene backbone formed by a stereospecific electrocyclization of a linear compound of polyketide origin.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol101427m