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Chemistry of Natural Compounds

, Volume 55, Issue 6, pp 1090–1093 | Cite as

Steroids from Dendronephthya mucronata and Their Inhibitory Effects on Lipopolysaccharide-Induced No Formation in RAW264.7 Cells

  • N. T. Ngoc
  • T. T. H. Hanh
  • N. X. CuongEmail author
  • N. H. Nam
  • D. C. Thung
  • N. V. Ivanchina
  • N. H. Dang
  • A. A. KichaEmail author
  • P. V. Kiem
  • C. V. Minh
Article
  • 18 Downloads

Four pregnane-type steroids including the new compound 5-α-pregn-20-en-3,6-dione (1) and two known cholestane-type steroids were isolated from the MeOH extract of the octocoral Dendronephthya mucronata. The structures of the compounds were elucidated using spectral data (PMR and 13C NMR, HSQC, HMBC, 1H−1H COSY, NOESY, HR-QTOF-MS) and comparisons with previously published information. The steroids exhibited moderate or weak inhibitory effects on inflammatory lipopolysaccharide-induced NO formation in RAW264.7 murine macrophage cells.

Keywords

Dendronephthya mucronata Nephtheidae steroid NO formation 

Notes

Acknowledgment

The studies were financially supported by grants of the Vietnam Academy of Science and Technology (QTRU01.04/18-19 and QTRU04.04/18-19) and a grant from the Russian Foundation for Basic Research No. 18-53-54002 V′et_a.

We thank the Institute of Chemistry, VAST, for recording NMR spectra and Dr. Bui Huu Tai (Institute of Marine Biochemistry, VAST) for taking the HR-QTOF mass spectra.

References

  1. 1.
    J. M. Kornprobst, Cnidaria and Ctenophora-1, in: Encyclopedia of Marine Natural Products, Wiley-VCH Verlag GmbH & Co. KGaA, 2014, p. 1087.Google Scholar
  2. 2.
    I. P. S. Fernando, K. K. A. Sanjeewa, H. S. Kim, S. Y. Kim, S. H. Lee, W. W. Lee, and Y. J. Jeon, Environ. Toxicol. Pharmacol., 55, 37 (2017).CrossRefGoogle Scholar
  3. 3.
    I. P. S. Fernando, W. W. Lee, T. U. Jayawardena, M. C. Kang, Y. S. Ann, C. I. Ko, Y. J. Park, and Y. J. Jeon, RSC Adv., 8, 18626 (2018).CrossRefGoogle Scholar
  4. 4.
    J. Wu, Y. Xi, L. Huang, G. Li, Q. Mao, C. Fang, T. Shan, W. Jiang, M. Zhao, W. He, J. Dong, X. Li, P. Qiu, and P. Yan, J. Nat. Prod., 81, 2567 (2018).CrossRefGoogle Scholar
  5. 5.
    N. H. Nam, N. T. Ngoc, T. T. H. Hanh, N. X. Cuong, N. V. Thanh, D. T. Thao, D. C. Thung, P. V. Kiem, and C. V. Minh, Steroids, 138, 57 (2018).CrossRefGoogle Scholar
  6. 6.
    N. H. Nam, N. T. Huong, T. T. H. Hanh, N. V. Thanh, N. X. Cuong, D. C. Thung, P. V. Kiem, and C. V. Minh, Nat. Prod. Res., 31, 2435 (2017).CrossRefGoogle Scholar
  7. 7.
    T. T. H. Hanh, N. V. Phong, N. V. Thanh, T. T. Huong, N. X. Cuong, N. H. Nam, D. C. Thung, P. V. Kiem, and C. V. Minh, J. Asian Nat. Prod. Res., 19, 1183 (2017).CrossRefGoogle Scholar
  8. 8.
    E. Ioannou, A. F. Abdel-Razik, X. Aleaxi, C. Vagias, M. N. Alexis, and V. Roussis, Tetrahedron, 64, 11797 (2008).CrossRefGoogle Scholar
  9. 9.
    M. Lorenzo, M. Cueto, L. D’Croz, J. L. Mate, A. San-Martin, and J. Darias, Eur. J. Org. Chem., 2006, 582 (2006).CrossRefGoogle Scholar
  10. 10.
    X. H. Yan, R. Jia, X. Shen, and Y. W. Guo, Nat. Prod. Res., 21, 897 (2007).CrossRefGoogle Scholar
  11. 11.
    M. L. Ciavatta, M. P. L. Gresa, E. Manzo, M. Gavagnin, S. Wahidulla, and G. Cimino, Tetrahedron Lett., 45, 7745 (2004).CrossRefGoogle Scholar
  12. 12.
    S. Wahidulla, L. D’Souza, and J. Patel, Phytochemistry, 26, 2864 (1987).CrossRefGoogle Scholar
  13. 13.
    J. B. P. A. Wijnberg and A. D. Groot, Steroids, 54, 333 (1989).CrossRefGoogle Scholar
  14. 14.
    K. Gosavi, J. M. Babu, H. H. Mathur, and M. Bhadbhade, Chem. Lett., 24, 519 (1995).CrossRefGoogle Scholar
  15. 15.
    H. D. Nguyen, Y. Y. Choo, T. D. Nguyen, H. N. Nguyen, V. M. Chau, and J. H. Lee, J. Cell. Biochem., 117, 659 (2016).CrossRefGoogle Scholar
  16. 16.
    S. Hatziieremia, A. I. Gray, V. A. Ferro, A. Paul, and R. Plevin, Br. J. Pharmacol., 149, 188 (2006).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • N. T. Ngoc
    • 1
  • T. T. H. Hanh
    • 1
  • N. X. Cuong
    • 1
    Email author
  • N. H. Nam
    • 1
  • D. C. Thung
    • 2
  • N. V. Ivanchina
    • 3
  • N. H. Dang
    • 1
  • A. A. Kicha
    • 3
    Email author
  • P. V. Kiem
    • 1
  • C. V. Minh
    • 1
  1. 1.Institute of Marine Biochemistry, Vietnam Academy of Science and TechnologyHanoiVietnam
  2. 2.Institute of Marine Environment and ResourcesVietnam Academy of Science and TechnologyHaiphongVietnam
  3. 3.G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East BranchRussian Academy of SciencesVladivostokRussia

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