{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,18]],"date-time":"2026-03-18T22:13:13Z","timestamp":1773871993139,"version":"3.50.1"},"reference-count":33,"publisher":"MDPI AG","issue":"13","license":[{"start":{"date-parts":[[2023,7,7]],"date-time":"2023-07-07T00:00:00Z","timestamp":1688688000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001655","name":"German Academic Exchange Service","doi-asserted-by":"publisher","award":["57316173"],"award-info":[{"award-number":["57316173"]}],"id":[{"id":"10.13039\/501100001655","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001655","name":"German Academic Exchange Service","doi-asserted-by":"publisher","award":["3.4-CMR-Hub"],"award-info":[{"award-number":["3.4-CMR-Hub"]}],"id":[{"id":"10.13039\/501100001655","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005156","name":"Alexander von Humboldt Foundation","doi-asserted-by":"publisher","award":["57316173"],"award-info":[{"award-number":["57316173"]}],"id":[{"id":"10.13039\/100005156","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005156","name":"Alexander von Humboldt Foundation","doi-asserted-by":"publisher","award":["3.4-CMR-Hub"],"award-info":[{"award-number":["3.4-CMR-Hub"]}],"id":[{"id":"10.13039\/100005156","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Four polyoxygenated stigmastanes (1\u20134) alongside known analogues (7\u20138) and flavonoids (5\u20136) 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\u20133) 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) &gt; 125 \u00b5g\/mL.<\/jats:p>","DOI":"10.3390\/molecules28135278","type":"journal-article","created":{"date-parts":[[2023,7,10]],"date-time":"2023-07-10T00:54:23Z","timestamp":1688950463000},"page":"5278","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance"],"prefix":"10.3390","volume":"28","author":[{"given":"Nadine","family":"Tseme Wandji","sequence":"first","affiliation":[{"name":"Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"},{"name":"Department of Organic Chemistry, Faculty of Science, University of Yaounde I, Yaounde P.O. Box 812, Cameroon"},{"name":"Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5506-451X","authenticated-orcid":false,"given":"Gabin Thierry M.","family":"Bitchagno","sequence":"additional","affiliation":[{"name":"Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany"},{"name":"Department of Chemistry, University of Dschang, Dschang P.O. Box 67, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Isabelle","family":"Mawabo Kamga","sequence":"additional","affiliation":[{"name":"Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0506-9678","authenticated-orcid":false,"given":"Joseph","family":"Tchamgoue","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"},{"name":"Department of Organic Chemistry, Faculty of Science, University of Yaounde I, Yaounde P.O. Box 812, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9073-0159","authenticated-orcid":false,"given":"Celine Nguefeu","family":"Nkenfou","sequence":"additional","affiliation":[{"name":"Department of Biology, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"},{"name":"Molecular Biology Center, Yaounde P.O. Box 14495, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bruno Ndjakou","family":"Lenta","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0309-2655","authenticated-orcid":false,"given":"Norbert","family":"Sewald","sequence":"additional","affiliation":[{"name":"Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, D-33501 Bielefeld, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0191-0527","authenticated-orcid":false,"given":"Simeon Fogue","family":"Kouam","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Higher Teacher Training College, University of Yaounde I, Yaounde P.O. Box 47, Cameroon"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,7,7]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"432","DOI":"10.1016\/S0367-326X(99)00061-1","article-title":"Antimicrobial activity of Vernonia amygdalina leaves","volume":"70","author":"Akinpelu","year":"1999","journal-title":"Fitoterapia"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1209","DOI":"10.1016\/0031-9384(94)90368-9","article-title":"Use of Vernonia amygdalina by wild chimpanzee: Possible roles of its bitter and related constituents","volume":"56","author":"Koshimizu","year":"1994","journal-title":"Physiol. Behav."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"596","DOI":"10.1016\/j.phytol.2012.06.002","article-title":"Stigmastane derivatives from the roots of Vernonia guineensis and their antimicrobial activity","volume":"5","author":"Donfack","year":"2012","journal-title":"Phytochem. 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