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Chemistry of Natural Compounds

, Volume 48, Issue 4, pp 583–586 | Cite as

seco-Kaurane skeleton diterpenoids from Croton oblongifolius

  • Sunisa Suwancharoen
  • Orawan Chonvanich
  • Sophon Roengsumran
  • Surachai Pornpakakul
Article

A new seco-kaurane type diterpenoid, ent-3,4-seco-17-oxo-kaur-4(19),15(16)-dien-3-oic acid, and a known compound, ent-3,4-seco-kaur-4(19),16(17)-dien-3-oic acid, were isolated from the stem bark of Croton oblongifolius. The structures of these compounds were established on the basis of spectroscopic data.

Keywords

Croton oblongifolius diterpenoid seco-kaurane 

Notes

Acknowledgment

We thank the National Research University Project of CHE, the Ratchadaphiseksomphot Endowment Fund (FW1022B), and the Higher Education Commission Grants for Graduate Dissertation, Chulalongkorn University, for financial support. The Department of Chemistry, Faculty of Science, and the Rachadapiseksompoj Endowment, Chulalongkorn University, are also gratefully acknowledged.

References

  1. 1.
    P. S. Rao, G. P. Sachdev, T. R. Seshadri, and H. B. Singh, Tetrahedron Lett., 9, 4685 (1968).CrossRefGoogle Scholar
  2. 2.
    V. N. Aiyar and T. R. Seshadri, Tetrahedron, 26, 5275 (1970).CrossRefGoogle Scholar
  3. 3.
    V. N. Aiyar and T. R. Seshadri, Indian J. Chem., 9, 1028 (1971).Google Scholar
  4. 4.
    V. N. Aiyar and T. R. Seshadri, Phytochemistry, 11, 1473 (1972).CrossRefGoogle Scholar
  5. 5.
    V. N. Aiyar and T. R. Seshadri, Curr. Sci., 41, 839 (1972).Google Scholar
  6. 6.
    S. Roengsumran, S. Achayindee, A. Petsom, K. Pudhom, P. Singtothong, C. Surachetapan, and T. Vilaivan, J. Nat. Prod., 61, 652 (1998).PubMedCrossRefGoogle Scholar
  7. 7.
    S. Roengsumran, P. Singtothong, K. Pudhom, N. Ngamrochanavanich, A. Petsom, and C. Chaichantipyuth, J. Nat. Prod., 62, 1163 (1999).PubMedCrossRefGoogle Scholar
  8. 8.
    K. Pudhom, T. Vilaivan, N. Ngamrojanavanich, S. Dechangvipart, D. Sommit, A. Petsom, and S. Roengsumran, J. Nat. Prod., 70, 659 (2007).PubMedCrossRefGoogle Scholar
  9. 9.
    S. Roengsumran, A. Petsom, D. Sommit, and T. Vilaivan, Phytochemistry, 50, 449 (1999).CrossRefGoogle Scholar
  10. 10.
    S. Roengsumran, A. Petsom, N. Kuptiyanuwat, T. Vilavan, C. Ngamrojnavich, C. Chaichantiyouth, and S. Puthong, Phytochemistry, 56, 103 (2001).PubMedCrossRefGoogle Scholar
  11. 11.
    S. Roengsumran, N. Jaiboon, N. Chaichit, D. Sommit, D. Pattamadilok, C. Chaichantipyuth, and A. Petsom, J. Chem. Crystallogr., 32, 511 (2002).CrossRefGoogle Scholar
  12. 12.
    C. Chaichantipyuth, A. Petsom, P. Taweechotipatr, N. Muangsin, N. Chaichit, S. Puthong, S. Roengsumran, M. Kawahata, T. Watanabe, and T. Ishikawa, Heterocycles, 65, 809 (2005).CrossRefGoogle Scholar
  13. 13.
    S. Roengsumran, K. Musikul, A. Petsom, T. Vilaivan, P. Sangvanich, S. Pornpakakul, S. Puthong, C. Chaichantipyuth, N. Jaiboon, and N. Chaichit, Planta Med., 68, 274 (2002).PubMedCrossRefGoogle Scholar
  14. 14.
    C. Chaichantipyuth, N. Muangsin, N. Chaichit, S. Roengsumran, A. Petsom, T. Watanabe, and T. Ishikawa, Z. Kristallogr. - New Cryst. Struct., 219, 111 (2004).Google Scholar
  15. 15.
    N. Ngamrojnavanich, S. Sirimongkon, S. Roengsumran, A. Petsom, and H. Kamimura, Planta Med., 69, 555 (2003).PubMedCrossRefGoogle Scholar
  16. 16.
    S. Roengsumran, S. Pornpakakul, N. Muangsin, P. Sangvanich, T. Nhujak, P. Sintothong, N. Chaichit, S. Puthong, and A. Petsom, Planta Med., 70, 87 (2004).PubMedCrossRefGoogle Scholar
  17. 17.
    S. Roengsumran, P. Pata, N. Ruengraweewat, J. Tummatorn, S. Pornpakakul, P. Sangvanich, S. Puthong, and A. Petsom, Chem. Nat. Comp., 45, 641 (2009).CrossRefGoogle Scholar
  18. 18.
    S. Suwancharoen, W. Tommeurd, C. Phurat, N. Muangsin, N. Chaichit, and S. Pornpakakul, Acta Crystallogr., E, 66, o1531 (2010).Google Scholar
  19. 19.
    G. Palazzino, E. Federici, P. Rasoanaivo, C. Galeffi, and F. D. Monache, Gazz. Chim. Ital., 127, 311 (1997).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  • Sunisa Suwancharoen
    • 1
  • Orawan Chonvanich
    • 2
  • Sophon Roengsumran
    • 1
  • Surachai Pornpakakul
    • 1
  1. 1.Research Centre for Bioorganic Chemistry, Department of Chemistry, Faculty of ScienceChulalongkorn UniversityBangkokThailand
  2. 2.Program of Biotechnology, Faculty of ScienceChulalongkorn UniversityBangkokThailand

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