Antiplasmodial activity of triterpenes isolated from the methanolic leaf extract of Combretum racemosum P. Beauv.

Autor: Oluyemi WM; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ibadan, Nigeria; Department of Pharmacognosy, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria. Electronic address: michaelolawande@gmail.com., Samuel BB; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ibadan, Nigeria. Electronic address: bb.samuel@ui.edu.ng., Kaehlig H; Department of Organic Chemistry, University of Vienna, Austria. Electronic address: hanspeter.kaehlig@univie.ac.at., Zehl M; Department of Analytical Chemistry, Faculty of Chemistry, University of Vienna, Austria. Electronic address: martin.zehl@univie.ac.at., Parapini S; Dipartimento di Scienze Biomediche, Chirurgiche e Odontoiatriche, Università degli Studi di Milano, Milan, Italy; Centro Interuniversitario Ricerca sulla Malaria, Italian Malaria Network, Italy. Electronic address: silvia.parapini@unimi.it., D'Alessandro S; Dipartimento di Scienze Biomediche, Chirurgiche e Odontoiatriche, Università degli Studi di Milano, Milan, Italy; Centro Interuniversitario Ricerca sulla Malaria, Italian Malaria Network, Italy. Electronic address: sarah.dalessandro@unimi.it., Taramelli D; Dipartimento di Scienze Farmacologiche e Biomolecolari, Università degli Studi di Milano, Milan, Italy; Centro Interuniversitario Ricerca sulla Malaria, Italian Malaria Network, Italy. Electronic address: donatella.taramelli@unimi.it., Krenn L; Department of Pharmacognosy, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria. Electronic address: liselotte.krenn@univie.ac.at.
Jazyk: angličtina
Zdroj: Journal of ethnopharmacology [J Ethnopharmacol] 2020 Jan 30; Vol. 247, pp. 112203. Date of Electronic Publication: 2019 Aug 28.
DOI: 10.1016/j.jep.2019.112203
Abstrakt: Ethnopharmacological Relevance: Combretum racemosum showed activity in previous ethnopharmacological investigations of some Combretum species used in malaria treatment in parts of West Africa.
Aim of the Study: This study aimed at confirming the antimalarial potential of this plant by an activity-guided isolation of its active principles.
Materials and Methods: A crude methanolic leaf extract of Combretum racemosum and fractions thereof obtained by partition with chloroform and n-butanol were investigated for antiplasmodial activity against chloroquine-sensitive (D10) and chloroquine-resistant (W2) strains of Plasmodium falciparum. Repeated chromatographic separations were conducted on the chloroform fraction to isolate bioactive compounds for further tests on antiplasmodial activity. The characterization of the isolated substances was performed by applying NMR- and MS-techniques (ESI-MS, HR-ESIMS, 1D and 2D NMR).
Results: The chloroform fraction (D10: IC 50  = 33.8 ± 1.5 μg/mL and W2: IC 50  = 27.8 ± 2.9 μg/mL) exhibited better antiplasmodial activity than the n-butanol fraction (D10: IC 50  = 78.1 ± 7.3 μg/mL and W2: IC 50  = 78 ± 15 μg/mL) as well as the methanolic raw extract (D10: IC 50  = 64.2 ± 2.7 μg/mL and W2: IC 50  = 65.8 ± 14.9 μg/mL). Thus, the focus of the phytochemical investigation was laid on the chloroform fraction, which led to the identification of four ursane-type (19α-hydroxyasiatic acid (1), 6β,23-dihydroxytormentic acid (4), madecassic acid (8), nigaichigoside F1 (10)) and four oleanane-type (arjungenin (2), combregenin (5), terminolic acid (7), arjunglucoside I (11)) triterpenes, as well as abscisic acid (9). Compounds 1 and 2, 4 and 5, 7 and 8 as well as 10 and 11 were isolated as isomeric mixtures in fractions CR-A, CR-C, CR-E and CR-H, respectively. All isolated compounds and mixtures exhibited moderate to low activity, with madecassic acid being most active (D10: IC 50  = 28 ± 12 μg/mL and W2: IC 50  = 17.2 ± 4.3 μg/mL).
Conclusion: This paper reports for the first time antiplasmodial principles from C. racemosum and thereby gives reason to the traditional use of the plant.
(Copyright © 2019. Published by Elsevier B.V.)
Databáze: MEDLINE
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