Antiprotozoal activity of diterpenoids isolated from Zhumeria majdae- absolute configuration by circular dichroism
Purpose Zhumeria majdae , a unique species of the Zhumeria genus, is an endemic Iranian plant in the Lamiaceae family. Phytochemical investigation and biological activity of this plant are rarely reported. The current study aimed to find new antiprotozoal compounds from the roots of Z. majdae and to...
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Veröffentlicht in: | Daru 2020-12, Vol.28 (2), p.455-462 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Purpose
Zhumeria majdae
, a unique species of the
Zhumeria
genus, is an endemic Iranian plant in the Lamiaceae family. Phytochemical investigation and biological activity of this plant are rarely reported. The current study aimed to find new antiprotozoal compounds from the roots of
Z. majdae
and to determine the absolute configuration of isolated compounds by circular dichroism.
Methods
The extraction process from roots and aerial parts of
Z. majdae
was carried out by hexane, ethyl acetate and methanol followed by testing their antiprotozoal effects against
Leishmania donovani, Trypanosoma brucei rhodesiense
,
T. cruzi
, and
Plasmodium falciparum,
respectively. Structure elucidation was done using 1D and 2D NMR spectroscopy and HREIMS spectrometry. In addition, experimental and theoretical circular dichroism spectroscopy was used to establish absolute configuration.
Results
In comparison with aerial parts, the hexane extract from roots showed superior activity against T
. b. rhodesiense
,
L. donovani
and
P. falciparum
with IC
50
values of 5.4, 1.6 and 2.1 μg/ml, respectively. From eight abietane-type diterpenoids identified in roots, six were reported for the first time in the genus
Zhumeria
. 11,14-dihydroxy-8,11,13-abietatrien-7-one (
6
) exhibited a promising biological activity against
P. falciparum
(IC
50
8.65 μM), with a selectivity index (SI) of 4.6, and lanugon Q (
8
) showed an IC
50
value of 0.13 μM and SI of 15.4 against
T. b. rhodesiense
.
Conclusion
Altogether, according to the results, of 8 isolated compounds, dihydroxy-8,11,13-abietatrien-7-one (
6
) and lanugon Q (
8
) exhibited a promising activity against
T. b. rhodesiense
and
P. falciparum
. In conclusion, these compounds could be potential candidates for further analysis and may serve as lead compounds for the synthesis of antiprotozoal agents.
Graphical abstract |
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ISSN: | 2008-2231 1560-8115 2008-2231 |
DOI: | 10.1007/s40199-020-00345-w |