Advertisement

Archives of Pharmacal Research

, Volume 38, Issue 12, pp 2137–2142 | Cite as

Nizwaside: a new anticancer pregnane glycoside from the sap of Desmidorchis flava

  • Hidayat HussainEmail author
  • Muhammad Adil Raees
  • Najeeb Ur Rehman
  • Ahmed Al-Rawahi
  • René Csuk
  • Husain Yar Khan
  • Ghulam Abbas
  • Mohammed Abdullah Al-Broumi
  • Ivan R. Green
  • Ali Elyassi
  • Talat Mahmood
  • Ahmed Al-HarrasiEmail author
Research Article

Abstract

The sap from the succulent Desmidorchis flava (N.E.Br) Meve and Liede yielded a new pregnane glycoside, named nizwaside whose structure was established using 1D and 2D NMR techniques as well as mass spectrometry (ESIMS). Nizwaside was tested for anticancer, DPPH antioxidant, urease enzyme inhibition, α-glucosidase enzyme inhibition and acetylcholinesterase inhibition activities. Interestingly, nizwaside showed significant anti-proliferative effects on MDA MB231 breast cancer cells with an IC50 of 23.5 µg/ml. Moreover, nizwaside was more effective than Doxorubicin, a well-known clinical anticancer drug, in suppressing MDA MB231 cell proliferation even at concentrations lower than that of Doxorubicin (75 µg/ml nizwaside vs. 100 µg/ml Doxorubicin). On the other hand, nizwaside showed relatively weak antioxidant activity with 15 % inhibition.

Keywords

Desmidorchis flava Asclepiadaceae Natural product NMR Pregnane glycoside Anticancer activity 

Supplementary material

12272_2015_653_MOESM1_ESM.pdf (548 kb)
Supplementary material 1 (PDF 549 kb)

References

  1. Abdel-Sattar, E., M.A.A. Al-Yahya, N. Nakamura, and M. Hattori. 2001. Penicillosides A-C, C-15 oxypregnane glycosides from Caralluma penicillata. Phytochemistry 57: 1213–1217.CrossRefPubMedGoogle Scholar
  2. Abdel-Sattar, E., A.A. Ahmed, M.E.F. Hegazy, M.A. Farag, and M.A.A. Al-Yahya. 2007. Acylated pregnane glycosides from Caralluma russeliana. Phytochemistry 68: 1459–1463.CrossRefPubMedGoogle Scholar
  3. Araya, J.J., F. Binns, K. Kindscher, and B.N. Timmermann. 2012. Verticillosides A–M: Polyoxygenated pregnane glycosides from Asclepias verticillata L. Phytochemistry 78: 179–189.CrossRefPubMedGoogle Scholar
  4. Babu, K.S., V.R.S. Rao, S.V. Radhakrishnan, J.M. Rao, and S.S. Rambabu. 2008. A new pregnane steroid from the stems of Caralluma umbellata. Journal of Asian Natural Products Research 10: 1013–1016.CrossRefPubMedGoogle Scholar
  5. Farnsworth, N.R., O. Akerele, A.S. Bingel, D.D. Soejarto, and Z. Guo. 1985. Medicinal plants in therapy. The Bulletin of the World Health Organization 63: 965–972.PubMedGoogle Scholar
  6. Itokawa, H., J. Xu, and K. Takeya. 1988. Pregnane glycosides from an antitumour fraction of Periploca sepium. Phytochemistry 27: 1173–1179.CrossRefGoogle Scholar
  7. Kingston, D.I.G. 2009. Tubulin-interactive natural products as anticancer agents. Journal of Natural Products 72: 507–515.PubMedCentralCrossRefPubMedGoogle Scholar
  8. Lee, K.Y., J.S. Yoon, E.S. Kim, S.Y. Kang, and Y.C. Kim. 2005. Anti-acetylcholinesterase and anti-amnesic activities of a pregnane glycoside, cynatroside B, from Cynanchum atratum. Planta Medica 71: 7–11.CrossRefPubMedGoogle Scholar
  9. Leo, M.D., N.D. Tommasi, R. Sanogo, G. Autore, S. Marzocco, C. Pizza, I. Morelli, and A. Braca. 2005. New pregnane glycosides from Caralluma dalzielii. Steroids 70: 573–585.CrossRefPubMedGoogle Scholar
  10. Qiu, S.-X., L.-Z. Lin, G.A. Cordell, M. Ramesh, B.R. Kumar, M. Radhakrishna, G.K. Mohan, B.M. Reddy, Y.N. Rao, B. Srinivas, S.N. Thomas, and A.V.N. Appa Rao. 1997. Acylated C-21 steroidal bisdesmosidic glycosides from Caralluma umbellata. Phytochemistry 46: 333–340.CrossRefPubMedGoogle Scholar

Copyright information

© The Pharmaceutical Society of Korea 2015

Authors and Affiliations

  • Hidayat Hussain
    • 1
    Email author
  • Muhammad Adil Raees
    • 1
    • 2
  • Najeeb Ur Rehman
    • 1
  • Ahmed Al-Rawahi
    • 1
  • René Csuk
    • 3
  • Husain Yar Khan
    • 1
  • Ghulam Abbas
    • 1
    • 4
  • Mohammed Abdullah Al-Broumi
    • 1
  • Ivan R. Green
    • 5
  • Ali Elyassi
    • 6
  • Talat Mahmood
    • 2
  • Ahmed Al-Harrasi
    • 1
    Email author
  1. 1.UoN Chair of Oman’s Medicinal Plants and Marine Natural ProductsUniversity of NizwaNizwaSultanate of Oman
  2. 2.Department of ChemistryFederal Urdu University of Arts, Science and TechnolgyKarachiPakistan
  3. 3.Organische ChemieMartin-Luther Universität Halle-WittenbergHalleGermany
  4. 4.Department of Biological Sciences and Chemistry, College of Arts and SciencesUniversity of NizwaNizwaSultanate of Oman
  5. 5.Department of Chemistry and Polymer ScienceUniversity of StellenboschMatielandSouth Africa
  6. 6.DARIS Centre for Scientific Research and Technology DevelopmentUniversity of NizwaNizwaSultanate of Oman

Personalised recommendations