Cytotoxic diterpenoid alkaloid from Aconitum japonicum subsp. subcuneatum

J Nat Med. 2020 Jan;74(1):83-89. doi: 10.1007/s11418-019-01346-z. Epub 2019 Jul 25.

Abstract

We explored new cytotoxic C19-diterpenoid alkaloid, lipojesaconitine (1), from rhizoma of Aconitum japonicum THUNB. subsp. subcuneatum (NAKAI) KADOTA. Two additional non-cytotoxic new C19-diterpenoid alkaloids, 10-hydroxychasmanine (2) and 3-hydroxykaracoline (3), together with eight known C19- and C20-diterpenoid alkaloids (4-11) were also isolated. Their structures were elucidated by extensive spectroscopic methods including NMR (1D and 2D), IR, and MS (HRMS). Six known diterpenoid alkaloids, foresticine (5), neolinine (6), aconicarchamine A (7), 9-hydroxynominine (8), kobusine (9), and torokonine (10), were isolated for the first time from A. japonicum subsp. subcuneatum. Alkaloid 1 showed cytotoxicity with IC50 values ranging from 6.0 to 7.3 µM against four human tumor cell lines, except a multidrug-resistant subline, suggesting that 1 was likely exported by P-glycoprotein.

Keywords: 10-Hydroxychasmanine; 3-Hydroxykaracoline; Aconitum japonicum THUNB. subsp. subcuneatum (NAKAI) KADOTA; Cytotoxicity; Lipojesaconitine.

MeSH terms

  • Aconitum / chemistry*
  • Alkaloids / chemistry*
  • Diterpenes / chemistry*
  • Humans
  • Plant Roots / chemistry*

Substances

  • Alkaloids
  • Diterpenes