Triterpene saponins from the roots of Acacia senegal (L.) Willd

Abdou Tchoukoua; Mireille Heti Douanla; Nanang Rudianto Ariefta; Jun Yoshida; Yoshiaki Ito; Bonaventure Tchaleu Ngadjui; Yoshihito Shiono

doi:10.1016/j.fitote.2021.104859

Triterpene saponins from the roots of Acacia senegal (L.) Willd

Fitoterapia. 2021 Jun:151:104859. doi: 10.1016/j.fitote.2021.104859. Epub 2021 Feb 18.

Authors

Abdou Tchoukoua¹, Mireille Heti Douanla², Nanang Rudianto Ariefta³, Jun Yoshida⁴, Yoshiaki Ito⁵, Bonaventure Tchaleu Ngadjui⁶, Yoshihito Shiono⁷

Affiliations

¹ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: tchouks2000@yahoo.fr.
² Department of Organic Chemistry, University of Yaounde 1, P.O. Box 812, Yaounde, Cameroon.
³ Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan.
⁴ Center for Liberal Arts and Sciences, Iwate Medical University, Yahaba, Iwate 028-3694, Japan.
⁵ Department of Biological Chemistry and Food Science, Faculty of Agriculture, Iwate University, Morioka, Iwate 020-8550, Japan.
⁶ Department of Organic Chemistry, University of Yaounde 1, P.O. Box 812, Yaounde, Cameroon. Electronic address: ngadjuibt@yahoo.fr.
⁷ Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan. Electronic address: yshiono@tds1.tr.yamagata-u.ac.jp.

PMID: 33610746
DOI: 10.1016/j.fitote.2021.104859

Abstract

Six new triterpenoid saponins, named senegalosides A-F (1-6) were isolated from the seedpods and roots of Acacia senegal (Mimosaceae). Their structures were elucidated using 1D and 2D-NMR spectroscopic analysis and mass spectrometry. Compound 1 possesses an unusual sapogenin, 3β-hydroxy-21-oxo-olean-12-en-28-oic acid (machaeric acid), and was reported here in its natural form for the first time within the genus Acacia. Senegaloside A is the first example of a machaeric-type triterpenoid glycoside in the plant kingdom. The cytotoxic effect of isolated saponins was evaluated on the H4IIE rat hepatoma cell line. As a result, compounds 1, 3-6 were not significantly cytotoxic to H4IIE cells even at 200 μM. Compound 2 was suppressed cell viability at 50-200 μM.

Keywords: Acacia senegal; Cytotoxicity; H4IIE hepatoma cell line; Mimosaceae; Triterpenoid saponins.

MeSH terms

Acacia / chemistry*
Animals
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Cameroon
Cell Line, Tumor
Cell Survival
Drug Screening Assays, Antitumor
Molecular Structure
Phytochemicals / isolation & purification
Phytochemicals / pharmacology
Plant Roots / chemistry
Rats
Saponins / isolation & purification
Saponins / pharmacology*
Triterpenes / isolation & purification
Triterpenes / pharmacology*

Substances

Antineoplastic Agents, Phytogenic
Phytochemicals
Saponins
Triterpenes