Bioguided isolation of antiplasmodial secondary metabolites from Persea americana Mill. (Lauraceae)
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Christine Claire Waleguele
,
Augustin Silvère Ngouela
Abstract
The antiplasmodium assay-guided investigation of the roots, stem bark, and leaves of Persea americana Mill. led to the isolation of a new fatty alcohol, perseatriol (1), along with six known compounds (2–7). Their structures were elucidated based on the analysis of their NMR and MS data. All crude extracts and fractions exhibited good antiplasmodial activity on Plasmoduim falciparum 3D7 with IC50 values ranging from 0.76 to 10.5 μg/mL; they also displayed cytotoxicity against HeLa cells with low selectivity indexes (SIs). A preliminary Plasmodium lactate dehydrogenase (pLDH) assay was also performed on the isolated compounds. 9,9′-Di-O-feruloyl-5,5′-dimethoxysecoisolariciresinol (4) turned out to be non-toxic and displayed the best activities on P. falciparum with an IC50 value of 0.05 μM, comparable to the reference drug chloroquine with an IC50 value of 0.03 μM. Furthermore, besides compound 4, this work reports the first isolation of lutein (2) and scopoletin (3) from P. americana. The crude extracts of roots, stem bark, and leaves of P. americana, their fractions and compounds completely suppressed the growth of P. falciparum. The observed activity supports the use of P. americana in folk medicine for the treatment of malaria.
Funding source: Organisation for Women in Science for the Developing World
Award Identifier / Grant number: 3240287314
Funding source: Rhodes University
Funding source: German Academic Exchange Service
Award Identifier / Grant number: 57316173
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Author contributions: Conceptualization, collection of plant material, C.C.W., M.A.T.T., Y.S.F.F., J.N., J.J.B.K., and B.N.L.; methodology, C.C.W., J.J.B.K., Y.S.F.F., J.N. and M.A.T.T.; validation, A.S.N., B.L.N., E.T. and R.W.M.K.; isolation, C.C.W.; spectroscopic analyses, C.C.W., Y.S.F.F., J.J.B.K., J.N. and M.A.T.T.; bioassays, C.C.W. and R.W.M.K.; writing-original draft preparation, C.C.W., Y.S.F.F., J.J.B.K., J.N. and M.A.T.T.; writing-review and editing, C.C.W., J.J.B.K., J.N. and B.L.N.; supervision, A.S.N., B.L.N., E.T. and R.W.M.K.; project administration, A.S.N., N.S. and R.W.M.K.; funding acquisition, A.S.N., N.S. and R.W.M.K. All authors have read and agreed on the publication of this manuscript.
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Research funding: The authors are very grateful to the Organisation for Women in Science for the Developing World (OWSD) and the Swedish International Development Cooperation Agency (Sida) for fellowship no. 3240287314 granted to CCW. Further thanks go to the Rhodes University and the National Research Foundation (NRF), South Africa for support and facilities as well as the South African Medical Research Council (MRC) for funds from National Treasury under its Economic Competitiveness and Support Package. The authors are equally grateful to the German Academic Exchange Service (DAAD) for financial support granted to the Yaoundé-Bielefeld Graduate School of Natural Products with Antiparasite and Antibacterial Activities (YaBiNaPA, project no. 57316173).
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Conflict of interest statement: The authors declare that there is no conflict of interest regarding the publication of this manuscript.
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Supplementary Material
The online version of this article offers supplementary material (https://doi.org/10.1515/znc-2021-0182).
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Articles in the same Issue
- Frontmatter
- Research Articles
- Bioactive compounds from Matricaria chamomilla: structure identification, in vitro antiproliferative, antimigratory, antiangiogenic, and antiadenoviral activities
- Antimicrobial synergism and antibiofilm activities of Pelargonium graveolens, Rosemary officinalis, and Mentha piperita essential oils against extreme drug-resistant Acinetobacter baumannii clinical isolates
- Chemical composition, antioxidant, and antimicrobial activities of two essential oils from Algerian propolis
- Stability of proteins involved in initiation of DNA replication in UV damaged human cells
- Bioguided isolation of antiplasmodial secondary metabolites from Persea americana Mill. (Lauraceae)
- Biological activities of some Salvia species
- Secondary metabolites of downy birch buds (Betula pubescens Erch.)
- (−)-Brunneusine, a new phenolic compound with antibacterial properties in aqueous medium from the leaves of Agelanthus brunneus (Engl.) Tiegh (LORANTHACEAE)
- Novel thiazolyl-hydrazone derivatives including piperazine ring: synthesis, in vitro evaluation, and molecular docking as selective MAO-A inhibitor
