Antioxidant and anticholinesterase potential of diterpenoid alkaloids from Aconitum heterophyllum

Ahmad H 1 , Ahmad S 2 , Shah SAA 3 , Latif A 1 , Ali M 1 , Khan FA 4 Show all authors , Tahir MN 5 , Shaheen F 6 , Wadood A 7 , Ahmad M 8

Affiliations 

  • 1 Department of Chemistry, University of Malakand, Chakdara, Dir (L) 18550, KP, Pakistan
  • 2 Department of Chemistry, University of Malakand, Chakdara, Dir (L) 18550, KP, Pakistan; Department of Pharmacy and Chemistry, Shaheed Benazir Bhutto University, Sheringal Dir (U) 18000, KP, Pakistan
  • 3 Faculty of Pharmacy, Universiti Teknologi MARA, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E., Malaysia; Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), Universiti Teknologi MARA, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E., Malaysia
  • 4 Department of Pharmacy and Chemistry, Shaheed Benazir Bhutto University, Sheringal Dir (U) 18000, KP, Pakistan
  • 5 Department of Physics, University of Sargodha, 40100, Punjab, Pakistan
  • 6 HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences (ICCBS), University of Karachi, Pakistan
  • 7 Department of Biochemistry, Abdul Wali Khan University Mardan, Khyber Pakhtunkhwa, Pakistan
  • 8 Department of Chemistry, University of Malakand, Chakdara, Dir (L) 18550, KP, Pakistan. Electronic address: manzoorhej@yahoo.com
Bioorg Med Chem, 2017 07 01;25(13):3368-3376.
PMID: 28457693 DOI: 10.1016/j.bmc.2017.04.022

Abstract

Extensive chromatographic separations performed on the basic (pH=8-10) chloroform soluble fraction of Aconitum heterophyllum resulted in the isolation of three new diterpenoid alkaloids, 6β-Methoxy, 9β-dihydroxylheteratisine (1), 1α,11,13β-trihydroxylhetisine (2), 6,15β-dihydroxylhetisine (3), and the known compounds iso-atisine (4), heteratisine (5), hetisinone (6), 19-epi-isoatisine (7), and atidine (8). Structures of the isolated compounds were established by means of mass and NMR spectroscopy as well as single crystal X-ray crystallography. Compounds 1-8 were screened for their antioxidant and enzyme inhibition activities followed by in silico studies to find out the possible inhibitory mechanism of the tested compounds. This work is the first report demonstrating significant antioxidant and anticholinesterase potentials of diterpenoid alkaloids isolated from a natural source.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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