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. 2024 Aug 22;15:1440979. doi: 10.3389/fphar.2024.1440979

TABLE 1.

Benzophenanthridine alkaloids compounds isolated from Chelidonium majus L.

No. Compound name Formula Part of the plant Ref.
Dihydrobenzophen-anthridine alkaloids
1 Dihydrochelerythrine C21H19NO4 Whole plant Kadan et al. (1990), Oechslin et al. (1991)
2 Dihydrosanguinarine C20H15NO4 Whole plant Slavík and Slavíková (1977), Kadan et al. (1990)
3 Dihydrochelirubine C21H17NO5 Root Tanahashi and Zenk (1990), Táborská et al. (1994)
4 Dihydrochelilutine C22H21NO5 Aerial part Hanaoka et al. (1991), Deng et al. (2016)
5 8-Hydroxydihydrosanguinarine C20H15NO5 Aerial part Zuo et al. (2008)
6 8-Hydroxydihydrochelerythrine C21H19NO5 Aerial part Zuo et al. (2008)
7 6-Methoxydihydrochelerythine/Angoline C22H21NO5 Whole plant Zhou et al. (1989)
8 6-Methoxydihydrosanguinarine C21H17NO5 Whole plant Zhou et al. (1989)
9 8-Acetonyldihydrochelerythrine C24H23NO5 Whole plant Kadan et al. (1990)
10 8-Acetonyldihydrosanguinarine C23H19NO5 Whole plant Kadan et al. (1990)
11 Methyl-2'-(7,8-dihydrosanguinarine-8-yl) acetate C23H19NO6 Park et al. (2011)
12 Dihydromacarpine C22H19NO6 Aerial part Tanahashi and Zenk (1990), Deng et al. (2016)
13 Spallidamine C18H19NO4 Aerial part Kim et al. (2015a)
14 6-Ketenesanguinarine C23H17NO5 Aerial part Zhang et al. (2014)
15 (1′R,6 R) -1-(Dihydrochelerythrine-6-yl) ethanol C23H24NO5 Aerial part Deng et al. (2017)
16 (1′S,6 S) -1-(Dihydrochelerythrine-6-yl) ethanol C23H24NO5 Aerial part Deng et al. (2017)
17 (1′R,6 R) -1-(Dihydrosanguinarine-6-yl) ethanol C22H20NO5 Aerial part Deng et al. (2017)
18 (1′S,6 S) -1-(Dihydrosanguinarine-6-yl) ethanol C22H20NO5 Aerial part Deng et al. (2017)
19 (1′S,6 R) -1-(Dihydrochelerythrine-6-yl) ethanol C23H24NO5 Aerial part Deng et al. (2017)
20 (1′R,6 S) -1-(Dihydrochelerythrine-6-yl) ethanol C23H24NO5 Aerial part Deng et al. (2017)
21 (1′S,6 R) -1-(Dihydrosanguinarine-6-yl) ethanol C22H20NO5 Aerial part Deng et al. (2017)
22 (1′R,6 S) -1-(Dihydrosanguinarine-6-yl) ethanol C22H20NO5 Aerial part Deng et al. (2017)
23 (6 S) -Ethyl 2-(dihydrosanguinarine-6-yl) acetate C24H22NO6 Aerial part Deng et al. (2017)
24 (6 R) -Ethyl 2-(dihydrosanguinarine-6-yl) acetate C24H22NO6 Aerial part Deng et al. (2017)
25 (6 R) -Ethyl-dihydrosanguinarine-6-carboxylate C23H20NO6 Aerial part Deng et al. (2017)
26 (6 S) -Ethyl dihydrosanguinarine-6-carboxylate C23H20NO6 Aerial part Deng et al. (2017)
27 Oxychelerythrine C21H17NO5 Root Táborská et al. (1994)
28 Oxysanguinarine C20H13NO5 Whole plant Kadan et al. (1990), Táborská et al. (1994)
29 N-Demethyloxysanguinarine C19H11NO5 Chang et al. (2003), Wei et al. (2009)
30 N-dimethyl-9,10-dihydroxysanguinarine C19H13NO5 Root Wei et al. (2009), Kopyt’ko et al. (2005)
31 Oxynitidine C21H17NO5 Maji and Banerji (2015)
32 Dihydronitidine C21H19NO4 Root Maji and Banerji (2015), Kopyt’ko et al. (2005)
Hexahydrobenzophenthridinealkaloids
33 Chelidonine C20H19NO5 Whole plant, latex Bugatti et al. (1987), Zhao et al. (2020), Warowicka et al. (2021)
34 Isochelidonine C20H19NO5 Aerial part Rosa and Vincenzo (1992)
35 Oxychleidonine C20H17NO6 Root Kaczmarek and Malek (1959)
36 Methoxychelidonine C21H21NO6 Root Kaczmarek and Malek (1959)
37 Norchelidonine C19H17NO5 Whole plant Kadan et al. (1992)
38 Chelamine C20H19NO6 Whole plant Slavík and Slavíková (1977), Táborská et al. (1994)
39 Chelamidine C21H23NO6 Whole plant Slavík and Slavíková (1977), Táborská et al. (1994)
40 (+)-Homochelidonine C21H23NO5 Whole plant Kadan et al. (1990)
41 10-Hydroxyhomochelidonine C21H24NO6 Root Slavík and Slavíková (1977)
42 10-Hydroxychelidonine C20H19NO6 Root Slavík and Slavíková (1977)
Dimindihydrobenz-ophenthridine alkaloids
43 Chelidimerine C43H32N2O9 Whole plant Tin-wa et al. (1972b), Kadan et al. (1990)
44 Chelerythridimerine C45H40N2O9 MacLean et al. (1969), Wei et al. (2009)
45 Sanguidimerine C45H40N2O9 Tin-wa et al. (1972a), Wei et al. (2009)
46 Rhoeadine C21H21NO6 Root Pfeifer et al. (1965), Yang et al. (2024b)
Benzophenanthrine quaternary amine alkaloids
47 Chelerythrine C21H18NO4 + Whole plant, latex Bugatti et al. (1987), Warowicka et al. (2019), Zhao et al. (2020)
48 Sanguinarine C20H14NO4 + Whole plant, latex Kaczmarek and Malek (1959), Warowicka et al. (2019), Zhao et al. (2020)
49 Chelirubine C21H16NO5 + Root Kaczmarek and Malek (1959)
50 Chelilutine C22H21NO5 Root Slavík and Slavíková (1977), Táborská et al. (1994)
51 Demethylchelerythrine C20H15NO4 Aerial part Zhang et al. (2014)
52 Demethylsanguinarine C19H11NO4 Aerial part Zhang et al. (2014)
53 Didehydrochelidonine C20H20NO5 Maji and Banerji (2015)
54 Nitidine C21H18NO4 + Maji and Banerji (2015)
55 Macarpine C22H18NO6 + Root Táborská et al. (1994), Maji and Banerji (2015)