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Chemistry of Natural Compounds

, Volume 51, Issue 3, pp 491–494 | Cite as

Sesquiterpenes and Flavonoids of Anthemis odontostephana var. odontostephana

  • Yalda Shokoohinia
  • Seyed-Ebrahim Sajjadi
  • Amir Reza Jassbi
  • Hosein Moradi
  • Nasrollah Ghassemi
  • Bernd Schneider
Article

Phytochemical investigation of the flowers of Anthemis odontostephana Boiss. var. odontostephana (Asteraceae) resulted in the isolation of a natural cyclohexenone sesquiterpenoid with a bisabolene skeleton, 1-hydroxydelobanone (1), for the first time as a natural product, and a previously reported cyclohexenone derivative, antheminone A (2), along with two known flavonoids, pectolinaringenin (3), and salvigenin (4). The stereochemistry at positions C-4 and C-5 of the cyclohexenone ring of compound 2 was established based on 1H–1H spin-spin coupling constants and ROESY spectra. Compounds 2 and 3 were reported previously as antileishmanial and cytotoxic agents by other authors. The structures of the compounds were elucidated using NMR spectroscopic methods including 1H NMR, 13C NMR, APT, COSY, HSQC, and HMBC, and mass spectrometry.

Keywords

Anthemis odontostephana var. odontostephana antheminone sesquiterpenoid cyclohexenone salvigenin pectolinaringenin 

Notes

Acknowledgment

The financial support from Isfahan and Kermanshah Universities of Medical Sciences and Alexander von Humboldt foundation is gratefully acknowledged. We are grateful to Dr. Renate Ellinger and Sybille Lorenz for recording NMR and MS spectra. We are also grateful to Prof. Asghar Mosleh-Arani for identification of plant material.

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Yalda Shokoohinia
    • 1
    • 2
  • Seyed-Ebrahim Sajjadi
    • 3
  • Amir Reza Jassbi
    • 4
  • Hosein Moradi
    • 5
  • Nasrollah Ghassemi
    • 3
  • Bernd Schneider
    • 6
  1. 1.Novel Drug Delivery Research Center, School of PharmacyKermanshah University of Medical SciencesKermanshahIran
  2. 2.Department of Pharmacognosy and BiotechnologySchool of Pharmacy, Kermanshah University of Medical SciencesKermanshahIran
  3. 3.Department of PharmacognosySchool of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical SciencesIsfahanIran
  4. 4.Medicinal and Natural Products Chemistry Research CenterShiraz University of Medical SciencesShirazIran
  5. 5.Isfahan Pharmaceutical Sciences Research CenterSchool of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical SciencesIsfahanIran
  6. 6.Max Planck Institute for Chemical EcologyJenaGermany

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