Antileishmanial metabolites from <i>Lantana balansae</i>

Maldonado, Eliana M.; Salamanca, Efrain; Giménez, Alberto; Sterner, Olov

doi:10.1016/j.bjp.2015.11.007

ABSTRACT

Eleven compounds, 12-oxo-phytodienoic acid (1), persicogenin (2), eriodictyol 3′,4′,7-trimethyl ether (3), phytol (4), spathulenol (5), 4-hydroxycinnamic acid (6), onopordin (7), 5,8,4′-trihydroxy-7,3′-dimethoxyflavone (8), quercetin (9), jaceosidin (10), and 8-hydroxyluteolin (11), were isolated from an ethanol extract of Lantana balansae Briq., Verbenaceae, that was found to possess antileishmanial activity. The structures of the compounds were determined by NMR spectroscopy and HR mass spectrometry, and 1, 2, 3, 7, 8 and 9 were investigated for antiprotozoal activity toward promastigotes of Leishmania amazonensis and Leishmania braziliensis. Compound 1 was shown to be the most potent, with the IC₅₀ values 2.0 µM toward L. amazonensis and 0.68 µM toward L. braziliensis, although less potent than the positive control Amphotericin B. All compounds have been reported previously, but this is the first report of the isolation of a cyclopentenone fatty acid (1) and flavanones (2 and 3) from a Lantana species.

Keywords:
Flavonoids; Lantana balansae; Leishmania amazonensis; L. braziliensis; 12-oxo-phytodienoic acid

[1] * Corresponding author. E-mail:olov.sterner@science.lu.se (O. Sterner).

	IC₅₀ (µg/ml)^a a Data are expressed as mean standard deviation of three determinations.
	L. amazonensis	L. braziliensis
EtOH extract	6.0 ± 0.2	4.9 ± 1.2
Hexane fraction	6.1 ± 1.3	1.3 ± 0.3
EtOAc fraction	9.9 ± 0.5	5.3 ± 1.0
1	0.60 ± 0.1 (2.0 µM)	0.20 ± 0.01 (0.68 µM)
2	>100	90 ± 4.2 (285 µM)
3	>100	> 100
7	22 ± 4.2 (70 µM)	16 ± 0.46 (51 µM)
8	14 ± 1.81 (42 µM)	2.7 ± 0.2 (8.2 µM)
9	20 ± 0.77 (66 µM)	41 ± 2.7 (136 µM)
Control^b b Amphotericin B was used as positive control.	0.21 ± 0.06 (0.23 µM)	0.08 ± 0.04 (0.087 µM)

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Antileishmanial metabolites from Lantana balansae

ABSTRACT