Secondary metabolites from Detarium microcarpum Guill. and Perr. (Fabaceae)

William Fouatio Feudjou; Arnaud Michel Mbock; Valerie Tedjon Sielinou; Hugue Fouotsa; Steven Collins Njonté Wouamba; Racéline Kamkumo Gounoue; Marcel Freeze; Hans-Georg Stammler; Jean Jules Kezeutas Bankeu; Mkounga Pierre; Bruno Ndjakou Lenta; Alembert Tiabou Tchinda; Norbert Sewald; Augustin Ephrem Nkengfack

doi:10.1515/znc-2021-0239

Secondary metabolites from Detarium microcarpum Guill. and Perr. (Fabaceae)

Z Naturforsch C J Biosci. 2022 Feb 23;77(5-6):253-261. doi: 10.1515/znc-2021-0239. Print 2022 May 25.

Authors

William Fouatio Feudjou^{1

2}, Arnaud Michel Mbock³, Valerie Tedjon Sielinou¹, Hugue Fouotsa¹, Steven Collins Njonté Wouamba⁴, Racéline Kamkumo Gounoue³, Marcel Freeze⁵, Hans-Georg Stammler⁶, Jean Jules Kezeutas Bankeu⁷, Mkounga Pierre¹, Bruno Ndjakou Lenta⁴, Alembert Tiabou Tchinda², Norbert Sewald⁵, Augustin Ephrem Nkengfack¹

Affiliations

¹ Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, P.O. Box 812 Yaoundé, Cameroon.
² Laboratory of Phytochemistry, Centre for Research on Medicinal Plants and Traditional Medicine, Institute of Medical Research and Medicinal Plants Studies, P.O. Box 13033, Yaoundé, Cameroon.
³ Department of Animal Biology and Physiology, Faculty of Science, University of Yaoundé I, P.O. Box 812 Yaoundé, Cameroon.
⁴ Department of Chemistry, Higher Teacher Training College, University of Yaoundé I, P.O. Box 47 Yaoundé, Cameroon.
⁵ Department of Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, P.O. Box 100131, 33501 Bielefeld, Germany.
⁶ Department of Inorganic and Structural Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany.
⁷ Department of Chemistry, Faculty of Science, The University of Bamenda, P.O. Box 39, Bambili, Cameroon.

PMID: 35212491
DOI: 10.1515/znc-2021-0239

Abstract

The chemical investigation of the ethanol/water (7:3) extract of the roots of Detarium microcarpum (Fabaceae) led to the isolation of one new labdane diterpenoid, microcarpin (1) and one new ceramide derivative, microcarpamide (2), along with eight known secondary metabolites (3-10) including, 5-(carboxymethyl)-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid (3), microcarposide (4), rhinocerotinoic acid (5), 1,7-dihydroxy-6-methylxanthone (6), ursolic acid (7), 3β,23-dihydroxylup-20(29)-en-28-oic acid (8), alphitolic acid (9), and stigmasterol glucoside (10). The structures of these compounds were elucidated based on their spectroscopic data. Although compounds 3 and 4 are known, their crystalline structures are reported here for the first time. These compounds were evaluated in vitro for their antisalmonella activity. The results obtained showed that, microcarpamide (2), microcarposide (4), and rhinocerotinoic acid (5) were moderately active against three salmonella strains: Salmonella typhi, Salmonella enteritidis and Salmonella typhimirium, with minimum inhibition concentration values of 76.7 and 153.5 μM.

Keywords: Detarium microcarpum; Fabaceae; antisalmonella activity; microcarpamide; microcarpin.

MeSH terms

Fabaceae* / chemistry
Microbial Sensitivity Tests
Molecular Structure
Plant Extracts / chemistry
Plant Roots / chemistry
Water

Substances

Plant Extracts
Water