Chemistry of Natural Compounds

, Volume 54, Issue 1, pp 142–146 | Cite as

Structural Elucidation of Alkaloids from Aerial Parts of Rivea hypocrateriformis and Their Antihemolytic and Cytotoxic Activity

  • S. S. Godipurge
  • J. S. Biradar
  • N. J. Biradar
  • H. P. Shivarudrappa
  • S. Yallappa
  • B. S. Hungund
  • K. Sreedhara Ranganath Pai

Two new alkaloids, designated as hypocretine 1 and 2, have been extracted from the aerial parts of Rivea hypocrateriformis, and their structures were established as 1-(4-(((1R,5S,6R)-(4-acetyl-2,6-dibutylphenoxy)-8-methyl-8-azabicyclo[3.2.1]octan-6-yl)oxy)-2,6-dibutylphenyl)ethan-1-one and 1-(4-((3-(4-acetyl-2-butyl-6-(4-hydroxybutyl)phenoxy)-8-methyl-8-azabicyclo[3.2.1]octan-6-yl)oxy)-2-butyl-6-(4-hydroxybutyl)phenyl)ethan-1-one. These alkaloids were further characterized by mass and NMR spectral data analysis. Further studies were conducted to evaluate their antihemolytic and cytotoxic activity. The extracted compounds exhibited potent antihemolytic activity against cow erythrocytes. The results of the MTT assay for cytotoxicity revealed the antiproliferative activity of compounds 1and 2 against MCF-7 breast cancer cell line.


Rivea hypocrateriformis alkaloids hypocretine compounds antihemolytic activity cytotoxicity 



The authors are grateful to the Chairman, Department of Chemistry, Gulbarga University, Gulbarga for providing the facility to carry out the research work. Also, we thank the University Grants Commission (F.No. 40-58/2011 (SR)) and F.No. 25-1/2013-14 (BSR)/F.No. 7-226/2009 (BSR)) for financial support in the form of the major research project and authorities of the Department of Pharmacology, Manipal College of Pharmaceutical Sciences, Manipal University, Manipal for providing the testing facilities. Dr. S. Yallappa, thankful to the principal, Gokhale Centenary College, Ankola and gratefully acknowledge UGC, New Delhi for College with Potential for Excellence Grant (F.No. 1044/2016, N.S/P.E).


  1. 1.
    F. D. Austin, S. Ghazanfar, in: E. Nasir, and S. I. Ali (Eds.), Convolvulaceae, Flora of Pakistan, Islamabad, Pan Graphics, 126, 1 (1979).Google Scholar
  2. 2.
    S. R. Evans and P. T. Frust (Eds.), in: An Overview of Hallucinogens: the Flash of God, Waveland Press, Illinois, 1990, pp. 3–54.Google Scholar
  3. 3.
    H. Shivalingappa, N. D. Satyanarayan, M. G. Purohit, A. Sharanabasappa, and S. B. Patil, J. Ethnopharmacol., 82, 11 (2002).CrossRefPubMedGoogle Scholar
  4. 4.
    M. R. Brahmbhatt, J. M. Patel, V. B. Patel, and A. K. Saluja, J. Pharm. Phytother., 1, 1 (2010).Google Scholar
  5. 5.
    L. Nataraj, R. Dharmar, and M. Sellamuthu, Food Sci. Biotechnol., 19, 1251 (2010).CrossRefGoogle Scholar
  6. 6.
    S. S. Godipurge, S. Rahber, J. S. Biradar, and N. Mahurkar, Int. J. Toxicol. Pharmacol. Res., 7, 65 (2015).Google Scholar
  7. 7.
    M. Taneyama, S. Yoshida, M. Kobayashi, and M. Hasegawa, Phytochemistry, 22, 1053 (1983).CrossRefGoogle Scholar
  8. 8.
    F. T. Zamarrud, V. U. Ahmad, S. Anjum, F. W. Mohammad, and M. Qaiser, Acta Crystallogr., 62, 04626 (2006).Google Scholar
  9. 9.
    F. T. Zamarrud, I. Ali, H. Hussain, V. U. Ahmad, and M. Qaiser, Fitoterapia, 82, 722 (2011).CrossRefPubMedGoogle Scholar
  10. 10.
    M. Majewski and G. Can, J. Chem., 70, 2626 (1992).Google Scholar
  11. 11.
    F. Dai, Q. Miao, B. Zhou, L. Yang, and Z. L. Liu, Life Sci., 78, 2488 (2006).CrossRefPubMedGoogle Scholar
  12. 12.
    S. Chaudhuri, A. Banerjee, K. Basu, B. Sengupta, and P. K. Sengupta, Int. J. Biol. Macromol., 41, 42 (2007).CrossRefPubMedGoogle Scholar
  13. 13.
    M. A. Ebrahimzadeh, S. F. Nabavi, and S. M. Nabavi, PharmacologyOnline, 2, 1097 (2009).Google Scholar
  14. 14.
    M. Naim, B. Gestener, A. Bondi, and Y. Birk, J. Agric. Food Chem., 24, 1174 (1976).CrossRefPubMedGoogle Scholar

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© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • S. S. Godipurge
    • 1
  • J. S. Biradar
    • 1
  • N. J. Biradar
    • 2
  • H. P. Shivarudrappa
    • 3
  • S. Yallappa
    • 4
  • B. S. Hungund
    • 5
  • K. Sreedhara Ranganath Pai
    • 6
  1. 1.Central Research Laboratory, Department of Studies and Research in ChemistryGulbarga UniversityGulbargaIndia
  2. 2.Nargund College of PharmacyBangaloreIndia
  3. 3.P. G. Department of Studies in ChemistryKarnatak UniversityDharwadIndia
  4. 4.Department of ChemistryGokhale Centenary CollegeAnkolaIndia
  5. 5.Department of BiotechnologyB. V. B. College of Engineering & TechnologyHubballiIndia
  6. 6.Department of PharmacologyManipal College of Pharmaceutical Sciences Manipal UniversityManipalIndia

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