Short Communication

Assignment of Absolute Configuration of Bis-γ-pyrone Polypropionates from Marine Pulmonate Molluscs

  1. Jian-Rong Wang1,
  2. Marianna Carbone2,
  3. Margherita Gavagnin2,
  4. Attila Mándi3,
  5. Sándor Antus3,
  6. Li-Gong Yao1,
  7. Guido Cimino2,
  8. Tibor Kurtán3,
  9. Yue-Wei Guo1

Article first published online: 18 JAN 2012

DOI: 10.1002/ejoc.201101587

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2012, Issue 6, pages 1107–1111, February 2012

Additional Information

How to Cite

Wang, J.-R., Carbone, M., Gavagnin, M., Mándi, A., Antus, S., Yao, L.-G., Cimino, G., Kurtán, T. and Guo, Y.-W. (2012), Assignment of Absolute Configuration of Bis-γ-pyrone Polypropionates from Marine Pulmonate Molluscs. Eur. J. Org. Chem., 2012: 1107–1111. doi: 10.1002/ejoc.201101587

Author Information

  1. 1

    State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zu Chong Zhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, P. R. China, Fax: +86-21-50805813

  2. 2

    Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, via Campi Flegrei, 34-80078 Pozzuoli, Naples, Italy

  3. 3

    Department of Organic Chemistry, University of Debrecen, POB 20, 4010 Debrecen, Hungary, Fax: +36-52-512-744

Publication History

  1. Issue published online: 13 FEB 2012
  2. Article first published online: 18 JAN 2012
  3. Manuscript Received: 31 OCT 2011

Funded by

  • National Marine “863” Project. Grant Number: 2011AA09070102
  • National Natural Science Foundation of China. Grant Numbers: 21021063, 21072204
  • Science and Technology Commission of Shanghai Municipality (STCSM) Project. Grant Number: 10540702900
  • State Key Laboratory of Drug Research/Shanghai Institute of Materia Medica (SKLDR/SIMM) Projects. Grant Numbers: (SIMM1105 KF-04, SIMM1106 KF-11
  • Hungarian-Chinese Intergovernmental S&T Cooperation Programme
  • Chinese Academy of Sciences (CAS). Grant Number: KSCX2-YW-R-18
  • Hungarian Scientific Research Fund. Grant Numbers: K-81701, TÁMOP 4.2.1./B-09/1/KONV-2010-0007

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Keywords:

  • Natural products;
  • Configuration determination;
  • Polyketides;
  • Circular dichroism

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.

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