Polyoxygenated Stigmastane-Type Steroids from <i>Vernonia kotschyana</i> Sch. Bip. ex Walp. and Their Chemophenetic Significance

Nadine Tseme Wandji; Gabin Thierry M. Bitchagno; Isabelle Mawabo Kamga; Joseph Tchamgoue; Celine Nguefeu Nkenfou; Bruno Ndjakou Lenta; Norbert Sewald; Simeon Fogue Kouam

doi:10.3390/molecules28135278

Molecules (Jul 2023)

Polyoxygenated Stigmastane-Type Steroids from <i>Vernonia kotschyana</i> Sch. Bip. ex Walp. and Their Chemophenetic Significance

Nadine Tseme Wandji,
Gabin Thierry M. Bitchagno,
Isabelle Mawabo Kamga,
Joseph Tchamgoue,
Celine Nguefeu Nkenfou,
Bruno Ndjakou Lenta,
Norbert Sewald,
Simeon Fogue Kouam

Affiliations

Nadine Tseme Wandji: Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon
Gabin Thierry M. Bitchagno: Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany
Isabelle Mawabo Kamga: Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon
Joseph Tchamgoue: Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon
Celine Nguefeu Nkenfou: Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon
Bruno Ndjakou Lenta: Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon
Norbert Sewald: Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany
Simeon Fogue Kouam: Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon

DOI: https://doi.org/10.3390/molecules28135278
Journal volume & issue: Vol. 28, no. 13
p. 5278

Abstract

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Four polyoxygenated stigmastanes (1–4) alongside known analogues (7–8) and flavonoids (5–6) were isolated from a dichloromethane/methanol (1:1, v/v) extract of the whole plant of Vernonia kotschyana Sch. Bip. ex Walp. (Asteraceae). Their structures were determined by means of spectroscopic and spectrometric analysis. The relative stereochemistry of the new compounds was established and confirmed via biosynthesis evidence and cyclization of 1 under acidic conditions. A plausible biosynthetic pathway to the new compounds and the chemophenetic significance of the isolated constituents were also discussed. The crude extract, fractions, and compounds (1–3) were assessed for their antibacterial activity against five highly prevalent bacterial strains. The fractions and compounds showed low to moderate activity with minimal inhibitory concentrations (MICs) > 125 µg/mL.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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