Antioxidant effects of the highly-substituted carbazole alkaloids and their related carbazoles

  • Bioorg Med Chem Lett. 2014 Aug 1;24(15):3530-3. doi: 10.1016/j.bmcl.2014.05.050.
Yuhzo Hieda  1 ,  Makoto Anraku  2 ,  Tominari Choshi  1 ,  Hisao Tomida  1 ,  Haruto Fujioka  1 ,  Noriyuki Hatae  3 ,  Osamu Hori  4 ,  Junzo Hirose  1 ,  Satoshi Hibino  5
Affiliations
  • 1. Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Fukuyama, Hiroshima 729-0292, Japan.
  • 2. Faculty of Pharmaceutical Sciences, Sojo University, Kumamoto 860-0082, Japan.
  • 3. School of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan.
  • 4. Department of Neuroanatomy, Kanazawa University, Graduate School of Medical Sciences, Takaramachi, Kanazawa 920-8640, Japan.
  • 5. Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Fukuyama, Hiroshima 729-0292, Japan. Electronic address: [email protected].
PMID: 24928405 DOI: 10.1016/j.bmcl.2014.05.050
Abstract

Antioxidant activities of 3-oxygenated and 3,4-dioxygenated Carbazole Alkaloids and their related carbazoles were comprehensively evaluated. In all assay systems, the 3,8-dihydroxycarbazoles carbazomadurin A (2) and B (3), and their synthetic precursors 2a and 3a exhibited higher antioxidant activities than the 3-monohydroxycarbazoles carazostatin (1), and the synthetic precursors 4a and 4b of carquinostatin A (4). In particular, 2a and 3a exhibited strong scavenging activities due to the reducing ability of formyl group at the C-5 position of carbazoles. The results suggest that these compounds could serve as useful clues for designing and developing novel Antioxidants.

Keywords
ABTS(+) radical; Antioxidant activity; Carbazole alkaloid; DPPH radical; PAO-SO.
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