Assignment of absolute configuration of bis-γ-pyrone polypropionates from marine pulmonate molluscs

Jian Rong Wang, Marianna Carbone, Margherita Gavagnin, Attila Mándi, S. Antus, Li Gong Yao, Guido Cimino, T. Kurtán, Yue Wei Guo

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The absolute configurations of onchidione (1), previously reported from the marine pulmonate Onchidium sp., and the related alcohols onchidiol (2) and 4-epi-onchidiol (3), first described as methanolysis products of 1, were assigned by X-ray diffraction analysis and solid-state time-dependent density functional theory electronic circular dichroism. Alcohol 3 was incorrectly reported as the C-16 epimer of 2. The absolute configuration of three complex marine polypropionates was established by X-ray diffraction analysis and solid-state time-dependent density functional theory electronic circular dichroism.

Original languageEnglish
Pages (from-to)1107-1111
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number6
DOIs
Publication statusPublished - Feb 2012

Fingerprint

Molluscs
Pyrones
Mollusca
Circular Dichroism
X-Ray Diffraction
X ray diffraction analysis
dichroism
Density functional theory
alcohols
Alcohols
density functional theory
solid state
configurations
electronics
diffraction
x rays
products
onchidione

Keywords

  • Circular dichroism
  • Configuration determination
  • Natural products
  • Polyketides

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Assignment of absolute configuration of bis-γ-pyrone polypropionates from marine pulmonate molluscs. / Wang, Jian Rong; Carbone, Marianna; Gavagnin, Margherita; Mándi, Attila; Antus, S.; Yao, Li Gong; Cimino, Guido; Kurtán, T.; Guo, Yue Wei.

In: European Journal of Organic Chemistry, No. 6, 02.2012, p. 1107-1111.

Research output: Contribution to journalArticle

Wang, Jian Rong ; Carbone, Marianna ; Gavagnin, Margherita ; Mándi, Attila ; Antus, S. ; Yao, Li Gong ; Cimino, Guido ; Kurtán, T. ; Guo, Yue Wei. / Assignment of absolute configuration of bis-γ-pyrone polypropionates from marine pulmonate molluscs. In: European Journal of Organic Chemistry. 2012 ; No. 6. pp. 1107-1111.
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