Isolation and Structural Elucidation of Compounds from Pleiocarpa bicarpellata and Their In Vitro Antiprotozoal Activity
- PMID: 35408605
- PMCID: PMC9000413
- DOI: 10.3390/molecules27072200
Isolation and Structural Elucidation of Compounds from Pleiocarpa bicarpellata and Their In Vitro Antiprotozoal Activity
Abstract
Species of the genus Pleiocarpa are used in traditional medicine against fever and malaria. The present study focuses on the isolation and identification of bioactive compounds from P. bicarpellata extracts, and the evaluation of their antiprotozoal activity. Fractionation and isolation combined to LC-HRMS/MS-based dereplication provided 16 compounds: seven indole alkaloids, four indoline alkaloids, two secoiridoid glycosides, two iridoid glycosides, and one phenolic glucoside. One of the quaternary indole alkaloids (7) and one indoline alkaloid (15) have never been reported before. Their structures were elucidated by analysis of spectroscopic data, including 1D and 2D NMR experiments, UV, IR, and HRESIMS data. The absolute configurations were determined by comparison of the experimental and calculated ECD data. The extracts and isolated compounds were evaluated for their antiprotozoal activity towards Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, and Plasmodium falciparum, as well as for their cytotoxicity against rat skeletal myoblast L6 cells. The dichloromethane/methanol (1:1) root extract showed strong activity against P. falciparum (IC50 value of 3.5 µg/mL). Among the compounds isolated, tubotaiwine (13) displayed the most significant antiplasmodial activity with an IC50 value of 8.5 µM and a selectivity index of 23.4. Therefore, P. bicarpallata extract can be considered as a source of indole alkaloids with antiplasmodial activity.
Keywords: Pleiocarpa; alkaloids; antiprotozoal activity; dereplication; malaria.
Conflict of interest statement
The authors declare no conflict of interest.
Figures
References
-
- World Health Organization . World Malaria Report 2021. World Health Organization; Geneva, Switzerland: 2021.
-
- World Health Organization . Artemisinin and Artemisinin-Based Combination Therapy Resistance: Status Report. World Health Organization; Geneva, Switzerland: 2016.
-
- Omoyeni O.A., Hussein A.A., Iwuoha E., Green I.R. A review of the ethnomedicinal uses, phytochemistry and pharmacology of the Pleiocarpa genus. Phytochem. Rev. 2016;16:97–115. doi: 10.1007/s11101-015-9449-6. - DOI
-
- Addae-Kyereme J., Croft S., Kendrick H., Wright C. Antiplasmodial activities of some Ghanaian plants traditionally used for fever/malaria treatment and of some alkaloids isolated from Pleiocarpa mutica; in vivo antimalarial activity of pleiocarpine. J. Ethnopharmacol. 2001;76:183–194. doi: 10.1016/S0378-8741(01)00212-4. - DOI - PubMed
-
- Tsao D.P.N., Rosecrans J.A., Defeo J.J., Youngken H.W. A note on the biological activity of root extracts from Pleiocarpa mutica Benth. (Apocynaceae) Econ. Bot. 1961;15:99–103. doi: 10.1007/BF02906766. - DOI
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
