Cytotoxic diterpenoid alkaloid from Aconitum japonicum subsp. subcuneatum.

Authors :: Yamashita H
Miyao M
Hiramori K
Kobayashi D
Suzuki Y
Mizukami M
Goto M
Lee KH
Wada K
Source :: Journal of natural medicines [J Nat Med] 2020 Jan; Vol. 74 (1), pp. 83-89. Date of Electronic Publication: 2019 Jul 25.
Publication Year :: 2020
Abstract: We explored new cytotoxic C <subscript>19</subscript> -diterpenoid alkaloid, lipojesaconitine (1), from rhizoma of Aconitum japonicum THUNB. subsp. subcuneatum (NAKAI) KADOTA. Two additional non-cytotoxic new C <subscript>19</subscript> -diterpenoid alkaloids, 10-hydroxychasmanine (2) and 3-hydroxykaracoline (3), together with eight known C <subscript>19</subscript> - and C <subscript>20</subscript> -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 IC <subscript>50</subscript> 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.