The Correlation between Chemical Structures and Antioxidant, Prooxidant, and Antitrypanosomatid Properties of Flavonoids

Table 1

Flavonoid series exhibiting the pIC₅₀ values against L. donovani, T. brucei, T. cruzi, L6 cells, TEAC, and prooxidant activities reported.

Flavonoids	L. donovani	T. brucei	T. cruzi	L6 cells	TEAC	Ref. TEAC
(−)-Epicatechin	3.985	4.136	3.508	3.508	2.602	[50]
(−)-Epicatechin gallate	4.168	4.289	3.691	3.691	2.307	[12]
(−)-Epigallocatechin	4.009	4.884	3.579	4.321	2.420	[12]
(−)-Epigallocatechin gallate	4.380	4.692	3.707	4.494	2.323	[12]
(+)-Catechin	3.985	4.301	3.508	3.508	2.620	[50]
(+)-Taxifolin	4.006	4.319	4.006	3.529	2.721	[12]
3,6-Dihydroxyflavone	5.007	4.861	4.560	4.396	2.686	[51]
3,7-Dihydroxyflavone	4.886	5.174	4.451	3.888	2.783	[51]
3-Hydroxyflavone	5.517	5.663	4.475	4.203	2.975	[51]
3-Methoxyflavone	3.924	4.012	4.246	3.447	4.222	[51]
6-Hydroxyflavone	4.644	4.858	4.013	3.770	3.022	[51]
6-Methoxyflavone	3.924	3.933	4.109	3.447	5.000	[51]
7,8-Dihydroxyflavone	5.174	6.572	4.585	4.507	2.988	[52]
7-Hydroxyflavone	4.764	4.557	3.900	3.732	4.398	[51]
Apigenin	5.153	4.724	4.093	4.174	2.839	[12]
Biochanin A	5.055	4.948	4.152	3.635	2.936	[53]
Chrysin	5.063	4.681	4.091	3.893	2.845	[12]
Daidzein	3.928	4.665	3.451	3.451	2.903	[50]
Diosmetin	4.626	4.692	4.000	3.587	2.932	[54]
Eriodictyol	4.442	4.074	4.298	3.714	2.745	[12]
Fisetin	5.678	4.938	3.979	3.871	2.553	[51]
Flavone	4.648	4.540	3.935	3.720	3.523	[51]
Galangin	5.255	4.214	4.135	4.037	2.827	[12]
Genistein	4.528	5.318	4.062	4.111	2.538	[50]
Hesperidin	4.308	4.137	4.308	3.831	2.967	[50]
Hyperoside	4.189	4.301	4.189	3.712	2.633	[55]
Isorhamnetin	4.920	4.550	4.023	3.891	2.570	[55]
Kaempferol	4.994	4.493	4.078	3.882	2.873	[12]
Kaempferol-3-O-glucoside	4.342	3.806	4.174	3.697	3.223	[56]
Kaempferol-3-O-rutinoside	4.297	3.847	4.297	3.820	3.545	[56]
Luteolin	5.553	4.888	4.126	4.483	2.680	[12]
Luteolin-7-O-glucoside	5.610	3.869	3.697	3.697	2.833	[55]
Morin	5.033	3.897	4.003	3.526	2.585	[51]
Myricetin	5.389	4.301	4.025	3.938	2.509	[12]
Naringenin	4.736	3.771	3.958	3.480	2.824	[12]
Quercetin	5.480	4.561	4.003	3.911	2.328	[12]
Quercitrin	4.403	4.206	4.174	3.697	2.818	[54]
Rhamnetin	4.837	5.801	4.417	3.546	2.896	[55]
Rutin	4.308	4.161	4.308	3.831	2.620	[57]
Vitexin	4.158	3.890	4.158	3.681	3.666	[55]

TEAC for the same compounds evaluated in different research groups are reproducible. Data can be found at the supplementary session (Supplementary Table S). The chemical structure of each flavonoid is represented in Supplementary Table S, and its respective SMILES is provided in Supplementary Table S.