Chemistry of Natural Compounds

, Volume 55, Issue 4, pp 790–792 | Cite as

Acetylated Nucleoside Derivatives from a Shallow-Water Marine Bivalve Codakia orbicularis

  • F. GoudouEmail author
  • A. Al-Mourabit
  • C. Moriou
  • O. Gros
  • P. Petit

Codakia orbicularis (Linnaeus, 1758) individuals (40–60 mm shell length) were collected from August to December 2015 by hand from Thalassia testudinum sea-grass sediments in Guadeloupe (lat 16°09′01.7′′N, long 61°33′42.9′′W). These bivalves were identified by Prof. Olivier Gros (bivalve specialist). Fresh gills from 2000 individuals were dissected, pooled, and frozen at –20°C before chemical extraction. The first study on the marine mollusk Codakia orbicularis used all soft tissues of this bivalve and led mostly to phospholipids, triglycerides, fatty acids, and sterols [1]. Some 20 years later, a second chemical study focusing on gill tissues of this bivalve led to the discovery of a new lectine, called codakine [2]. From the gills of this lucinid, we have recently isolated a new spiro-indolothiazine, named orbicularisine [3].

Three kilograms of gills were extracted by agitation in 200 mL of ethyl acetate (EtOAc) during 12 h at room temperature. The heterogeneous mixture was filtered...



This work was supported by the Region Guadeloupe.


  1. 1.
    C. J. Berg, J. Krzynowek, P. Atalo, and K. Wiggin, Lipids, 20, 116 (1985).CrossRefGoogle Scholar
  2. 2.
    J-P. Gourdine and E. J. Smith-Ravin, Fish Shellfish Immunol., 22, 498 (2007).CrossRefGoogle Scholar
  3. 3.
    F. Goudou, P. Petit, C. Moriou, O. Gros, and A. Al-Mourabit, J. Nat. Prod., 80, 1693 (2017).CrossRefGoogle Scholar
  4. 4.
    Y. Ying, W. Shan, W. Liu, and Z. Zhan, Chem. Nat. Compd., 49, 184 (2013).CrossRefGoogle Scholar
  5. 5.
    A. F. Atallah, M. H. Wu, Y. C. Wu, C. F. Dai, and J. H. Sheu, J. Chin. Chem. Soc., 53, 489 (2006).CrossRefGoogle Scholar
  6. 6.
    Z. Chengxu, L. Jie, Y. Yangfang, Y. Xiaojun, L. Baoning, and W. Xin, Chin. J. Oceanol. Limnol., 34, 749 (2016).CrossRefGoogle Scholar
  7. 7.
    C. Pau-Roblot, E. Petit, C. Sarazin, J. Courtois, B. Courtois, J. N. Barbotin, and J. P. Seguin, Carbohydr. Res., 344, 53 (2003).Google Scholar
  8. 8.
    A. Kijjoa and P. Sawangwong, Mar. Drugs, 2, 73 (2015).CrossRefGoogle Scholar
  9. 9.
    R. Deslauriers and I. C. P. Smith A, Can. J. Chem., 51, 833 (1973).Google Scholar
  10. 10.
    A. F. Ahmed, M. H. Wu, Y. C. Wu, C. F. Dai, and J. H. Sheu, J. Chin. Chem. Soc., 53, 489 (2006).CrossRefGoogle Scholar
  11. 11.
    K. Li, Q. L. Li, N. Y. Ji, B. Liu, W. Zhang, and X. P. Cao, Mar. Drugs, 9, 690 (2011).CrossRefGoogle Scholar
  12. 12.
    S. Avvakumova, G. Scari, and F. Porta, RSC Adv., 2, 3658 (2012).CrossRefGoogle Scholar
  13. 13.
    Y. M. Ying, W. G. Shan, W. H. Liu, and Z. J. Zhan, Chem. Nat. Compd., 49, 184 (2013).CrossRefGoogle Scholar
  14. 14.
    Y. L. Jia, F. Guan, J. Ma, C. Y. Wang, and C. L Shao, Nat. Prod. Sci., 21, 227 (2015).CrossRefGoogle Scholar
  15. 15.
    M. Abad, C. Ruiz, D. Martinez, G. Mosquera, and J. Sanchez, Comp. Biochem. Physiol. Part C Pharmacol. Toxicol. Endocrinol., 110, 109 (1995).CrossRefGoogle Scholar
  16. 16.
    K. Murphy, N. Mann, and A. Sinclair, Asia Pacific J. Clin. Nutr., 12, 50 (2003).Google Scholar
  17. 17.
    S. Kawai, Y. Takada, and S. Tsuchida, Fish. Sci., 73, 902 (2007).CrossRefGoogle Scholar
  18. 18.
    N. Sepe, L. De Petrocellis, F. Montanaro, G. Cimino, and V. Di Marzo, Biochim. Biophys. Acta - Lipids Lipid Metab., 1389, 101 (1998).CrossRefGoogle Scholar
  19. 19.
    K. Benkendorff, Biol. Rev., 85, 757 (2010).Google Scholar
  20. 20.
    R. Kvitek and C. Bretz, Mar. Ecol. Prog. Ser., 293, 303 (2005).CrossRefGoogle Scholar
  21. 21.
    T. Igarashi, M. Satake, and T. Yasumoto, J. Am. Chem. Soc., 121, 8499 (1999).CrossRefGoogle Scholar
  22. 22.
    A. Caro, O. Gros, P. Got, R. De Wit, and M. Troussellier, Appl. Environ. Microbiol., 73, 2101 (2007).CrossRefGoogle Scholar
  23. 23.
    T. Maoka, N. Akimoto, M. Tsushima, S. Komemushi, T. Mezaki, F. Iwase, Y. Takahashi, N. Sameshima, M. Mori, and Y. Sakagami, Mar. Drugs, 9, 1419 (2011).CrossRefGoogle Scholar
  24. 24.
    K. A. Francesconi, J. S. Edmonds, and R. V. Stick, J.Chem. Soc. Perkin Trans., 8, 1349 (1992).CrossRefGoogle Scholar

Copyright information

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

Authors and Affiliations

  • F. Goudou
    • 1
    Email author
  • A. Al-Mourabit
    • 2
  • C. Moriou
    • 2
  • O. Gros
    • 1
  • P. Petit
    • 1
  1. 1.Sorbonne Universites, UPMC Univ Paris 06, Univ Antilles, Univ Nice Sophia Antipolis, CNRSEvolution Paris Seine – Institut de Biologie Paris Seine (EPS – IBPS)ParisFrance
  2. 2.Institut de Chimie des Substances Naturelles CNRS UPR 2301Universite Paris-Sud/Paris-SaclayGif-sur-YvetteFrance

Personalised recommendations