2. Academic Validation
  3. Bioactive steroidal alkaloids from Buxus macowanii Oliv

Bioactive steroidal alkaloids from Buxus macowanii Oliv

  • Steroids. 2015 Mar:95:73-9. doi: 10.1016/j.steroids.2014.12.002.
Cheuk W Lam 1,  Andrew Wakeman 2,  Abin James 2,  Athar Ata 3,  Robert M Gengan 4,  Samir A Ross 5
Affiliations

Affiliations

  • 1 Department of Chemistry, Richardson College for the Environmental and Science Complex, The University of Winnipeg, 599 Portage Avenue, Winnipeg, MB R3B 2G3, Canada; Department of Chemistry, The University of Manitoba, Winnipeg, MB R3T 2N2, Canada.
  • 2 Department of Chemistry, Richardson College for the Environmental and Science Complex, The University of Winnipeg, 599 Portage Avenue, Winnipeg, MB R3B 2G3, Canada.
  • 3 Department of Chemistry, Richardson College for the Environmental and Science Complex, The University of Winnipeg, 599 Portage Avenue, Winnipeg, MB R3B 2G3, Canada. Electronic address: a.ata@uwinnipeg.ca.
  • 4 Department of Chemistry, Durban University of Technology, Durban, South Africa.
  • 5 National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy, University of Mississippi, MS 38677, USA.
PMID: 25528196 DOI: 10.1016/j.steroids.2014.12.002
Abstract

Chemical investigation of the crude methanolic extract of Buxus macowanii resulted in the isolation of five new steroidal Alkaloids, 31-hydroxybuxatrienone (1), macowanioxazine (2), 16α-hydroxymacowanitriene (3), macowanitriene (4), macowamine (5), along with five known steroidal Bases, Nb-demethylpapillotrienine (6), moenjodaramine (7), irehine (8), buxbodine B (9) and buxmicrophylline C (10). Structures of compounds 1-10 were elucidated with the aid of spectroscopic methods including 1D and 2D NMR techniques and mass spectrometry. Compounds 1, 3, and 4 belong to a rare class of Buxus Alkaloids having Δ(1,2) 9(10→19) abeo triene system. All isolates were evaluated for in vitro acetylcholinesterase (AChE) inhibitory activity and found to exhibit moderate to weak anti-AChE activity with IC50 values in the range of 10.8-98μM. Compounds 1 and 6 were also moderately active in BACE1 inhibitory assay.

Keywords

16α-Hydroxymacowanitriene; 31-Hydroxybuxatrienone; Acetylcholinesterase inhibitory activity; Buxus macowanii; Macowamine; Macowanioxazine.

Figures
Products