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Cytotoxic and antibacterial activities of compounds isolated from the fruits and stem-bark of Tetrapleura tetraptera (Schumach. & Thonn.) Taub. (Fabaceae)

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Abstract

A new glyceride, 2,3-dihydroxypropyl-31-hydroxyhentriacontanoate (1), a new glucoside stigmasterol derivative, stigmasterol 3-O-β-D-glucopyranoside 6’-hexadecanoate (2) along with eleven known compounds (3-13) were isolated from the fruits and the stem bark of Tetrapleura tetraptera (Schumach. & Thonn.) Taub. using silica gel vacuum liquid and column chromatography. The structures of the isolated compounds were elucidated based on spectroscopic and spectrometry methods including NMR (1D and 2D), high-resolution mass spectrometry (HRESIMS) and comparison with data reported in the literature. The crude extract and the isolated compounds were evaluated for their antibacterial activity against a panel of bacterial strains using the microdilution technique and for their cytotoxic potential on breast cancer cell lines (MCF-7, MDA-MB-231) using doxorubicin as reference medicine. All the tested compounds exhibited significant antibacterial activity against Klebsiella aerogenes and Bacillus subtilis with an MIC value of 18.5 µg/mL. Furthermore, compounds (3) and (9) were active against all bacterial strains with MICs values ranging from 18.5 to 74 µg/mL. Compounds (12-13) and the crude extract were cytotoxic against MDA-MB-231 cells with their CC50 values ranging between 14.5 and 20.0 µg/mL. These results confirm that T. tetraptera is a potential source of antibacterial agents and exhibits selective toxicity against breast cancer cell lines. Apart from compound (3) and compounds (10-12), all the other compounds were isolated from Tetrapleura genus for the first time. Compounds (1), (2), (6), (7) and (8) were also isolated from the Fabaceae family for the first time.

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Acknowledgements

This research was supported by the South African Medical Research Council with funds received from the South African National Department of Health, and the UK Medical Research Council with funds received from the UK Government’s Newton Fund. The authors are also thankful to the Department of Chemical Sciences and the Department of Biotechnology and Food Technology of the University of Johannesburg for providing laboratory space, chemicals and equipment that allowed us to carry on this work.

Author contribution

CRediT authorship contribution statement. MHKK: Conceptualization, Investigation, Methodology, Writing - original draft. GLFM: Review-writing & review. KKS: Writing - review & editing. GKM: Cytotoxic assay, Review-editing. MPM: Review & editing. TAM: Formal analysis, Review-editing. CMT: Writing - review & editing. JLT: Formal analysis, Methodology and review. OO: Review & editing. TYF: Antibacterial analysis. EMM: Supervision, Writing - review & editing. DTN: Supervision, Writing - review & editing.

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Authors and Affiliations

  1. Drug Discovery and Smart Molecules Research Laboratory, Department of Chemical Sciences, University of Johannesburg, P.O. Box 17011, Doornfontein, Johannesburg, 2028, South Africa

    Michael Hermann Kengne Kamdem, Mokgadi Precious Mphahlele, Charlotte Mungho Tata, Jordan Lembe Tonga, Olusesan Ojo, Thierry Younbi Fonkui & Derek Tantoh Ndinteh

  2. Centre for Natural Product Research (CNPR), Department of Chemical Sciences, University of Johannesburg, Doornfontein, Johannesburg, 2028, South Africa

    Michael Hermann Kengne Kamdem, Mokgadi Precious Mphahlele, Tebogo Amos Moswetsa, Jordan Lembe Tonga, Edwin Mpho Mmutlane & Derek Tantoh Ndinteh

  3. Research Center for Synthesis and catalysis; Department of Chemical Sciences, University of Johannesburg-Kingsway campus, Auckland Park, 2008, South Africa

    Michael Hermann Kengne Kamdem, Mokgadi Precious Mphahlele, Tebogo Amos Moswetsa, Jordan Lembe Tonga, Olusesan Ojo & Edwin Mpho Mmutlane

  4. Department of Organic Chemistry, Faculty of Science, The University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon

    Gertrude Laura Foudjo Melacheu

  5. Department of Biochemistry, Faculty of Science, The University of Yaoundé ́ I, P.O. Box 812, Yaoundé, Cameroon

    Kevine Kamga Silihe

  6. College of Agriculture and Environmental Sciences Laboratories, University of South Africa, Florida, Johannesburg, 1710, South Africa

    Garland Kgosi More

  7. Department of Biochemistry, University of Bamenda, P.O. Box 39, Bambili, Cameroon

    Charlotte Mungho Tata

  8. Department of Biotechnology and Food Technology, Faculty of Science, University of Johannesburg, Doornfontein Campus, Johannesburg, 2028, South Africa

    Thierry Younbi Fonkui

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  1. Michael Hermann Kengne Kamdem
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Kamdem, M.H.K., Melacheu, G.L.F., Silihe, K.K. et al. Cytotoxic and antibacterial activities of compounds isolated from the fruits and stem-bark of Tetrapleura tetraptera (Schumach. & Thonn.) Taub. (Fabaceae). Med Chem Res 31, 1948–1958 (2022). https://doi.org/10.1007/s00044-022-02956-1

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