Crotoliganfuran, a new clerodane-type furano-diterpenoid from Croton oligandrus Pierre ex Hutch

• Published in: Natural product research Vol. 35; no. 1; pp. 63 - 71
• Main Authors: Yannick Stephane, Fongang Fotsing, Dawe, Amadou, Angelbert Fusi, Awantu, Jean Jules, Bankeu Kezetas, Ulrich, Kagho Kenou Donald, Lateef, Mehreen, Bruno, Lenta Ndjakou, Ali, Muhammad Shaiq, Ngouela, Silvère Augustin
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 2021; Taylor & Francis Ltd
• Subjects: Acetic acid; Acids; Bark; butyrylcholinesterase; Butyrylcholinesterase - metabolism; Cholinesterase Inhibitors - chemistry; Cholinesterase Inhibitors - pharmacology; clerodane; crotoliganfuran; Croton - chemistry; Croton oligandrus; Diketones; Diterpenes; Diterpenes, Clerodane - chemistry; Diterpenes, Clerodane - pharmacology; Drug Evaluation, Preclinical; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - pharmacology; euphorbiaceae; Magnetic Resonance Spectroscopy; Molecular Structure; Plant Bark - chemistry; Plant Extracts - chemistry; Urease; Urease - antagonists & inhibitors; urease inhibition; euphorbiaceae; butyrylcholinesterase; clerodane; urease inhibition; crotoliganfuran; Croton oligandrus
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2019.1613399

The phytochemical investigation of the methanol extract of the bark of Croton oligandrus Pierre ex Hutch yielded a new clerodane-type diterpenoid crotoliganfuran (1) along with ten other compounds including 12-epicrotocorylifuran (2), lupeol (3), syringic acid (4), aleuritolic acid acetate (5), aleuritolic acid (6), scopoletin (7), geddic acid (8), β-sitosterol (9), vanilic acid (10) and stigmastane-3,6-dione (11). Their structures were established by spectroscopic means. The extract and all the isolates were screened for their inhibitory properties against butyrylcholinesterase and urease enzymes, respectively. The extract and compounds 1, 4 and 7 displayed the most potent urease inhibitory properties with IC
50
values, 22.2, 26.7 and 28.5 µM, respectively. Compound 9 was the most active of all the tested compounds against butyrylcholinesterase enzyme with an IC
50
value of 36.3 µM.