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Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance †

Affiliation
Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(N.T.W.);(J.T.);(B.N.L.)
Tseme Wandji, Nadine;
ORCID
0000-0001-5506-451X
Affiliation
Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany;
Bitchagno, Gabin Thierry M.;
Affiliation
Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(I.M.K.);(C.N.N.)
Mawabo Kamga, Isabelle;
ORCID
0000-0002-0506-9678
Affiliation
Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(N.T.W.);(J.T.);(B.N.L.)
Tchamgoue, Joseph;
ORCID
0000-0002-9073-0159
Affiliation
Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(I.M.K.);(C.N.N.)
Nkenfou, Celine Nguefeu;
Affiliation
Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(N.T.W.);(J.T.);(B.N.L.)
Lenta, Bruno Ndjakou;
ORCID
0000-0002-0309-2655
Affiliation
Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany;
Sewald, Norbert;
ORCID
0000-0003-0191-0527
Affiliation
Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon;(N.T.W.);(J.T.);(B.N.L.)
Kouam, Simeon Fogue

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.

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