Skip to main content
SpringerLink
Log in

Hydroxylation of 10-deoxoartemisinin to 15-hydroxy-10-deoxoartemisinin by Aspergillus niger

  • Published:
Biotechnology Letters Aims and scope Submit manuscript

Abstract

The microbial hydroxylation of 10-deoxoartemisinin was investigated with the aim of obtaining preparative yields of hydroxy derivatives. During 14 d at 28 °C and pH 6.5 Aspergillus niger transformed 10-deoxoartemisinin (500 mg l−1) to 15-hydroxy-10-deoxoartemisinin (26%) and 7β-hydroxy-10-deoxoartemisinin (69%).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Abourashed EA, Hufford CD (1999) Microbial models of mammalian metabolism of xenobiotics: an updated review. Curr. Med. Chem. 6: 359–374.

    Google Scholar 

  • Fiaux de Medeiros S, Avery MA, Avery B, Leite SGF, Freitas ACC, Williamson JS (2002) Biotransformation of 10-deoxoartemisinin to its 7ß-hydroxy derivative by Mucor ramannianus. Biotechnol. Lett. 24: 937–941.

    Google Scholar 

  • Jung M, Li X, Bustos DA, ElSohly HN, McChesney JD, Mihous WK (1990) Synthesis and antimalarial activity of (+)-deoxoartemisinin. J. Med. Chem. 33: 1516–1518.

    Google Scholar 

  • Khalifa SI, Baker JK, Jung M, McChesney JD, Hufford CD (1995) Microbial and mammalian metabolism studies on the semisynthetic antimalarial, deoxoartemisinin. Pharm. Res. 12: 1493–1498.

    Google Scholar 

  • Zhan J, Guo H, Dai J, Zhang Y, Guo D (2002a) Microbial transformation of artemisinin by Cunninghamella echinulata and Aspergillus niger. Tetrahedron Lett. 43: 4519–4521.

    Google Scholar 

  • Zhan J, Zhang Y, Guo H, Han J, Ning L, Guo D (2002b) Microbial metabolism of artemisinin by Mucor polymorphosporus and Aspergillus niger. J. Nat. Prod. 65: 1693–1695.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, MS, 38677-1848, USA

    Igor A. Parshikov, Bruhaspathy Miriyala, Mitchell A. Avery & John S. Williamson

Authors
  1. Igor A. Parshikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Bruhaspathy Miriyala
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mitchell A. Avery
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. John S. Williamson
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Parshikov, I.A., Miriyala, B., Avery, M.A. et al. Hydroxylation of 10-deoxoartemisinin to 15-hydroxy-10-deoxoartemisinin by Aspergillus niger . Biotechnology Letters 26, 607–610 (2004). https://doi.org/10.1023/B:BILE.0000021965.55420.e9

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:BILE.0000021965.55420.e9

Search

Navigation