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Tirucallane triterpenoids from the stem bark of Araliopsis synopsis
Authors:Emmanuel Ngeufa Happi  Alain Tadjong Tcho  Jovita Chi Sirri  Jean Duplex Wansi  Beate Neumann  Hans-Georg Stammler  Jean Wandji  Norbert Sewald
Affiliation:1. Department of Chemistry, University of Douala, Faculty of Science, 24157 Douala, Cameroon;2. Department of Organic Chemistry, University of Yaounde I, Faculty of Science, 812 Yaounde, Cameroon;3. Department of Chemistry, University of Buea, Faculty of Science, 63 Buea, Cameroon;4. Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, 33501 Bielefeld, Germany;5. Inorganic and Structural Chemistry, Department of Chemistry, Bielefeld University, 33501 Bielefeld, Germany
Abstract:Two new tirucallane triterpenoids, 21-methoxy-21,23-epoxy-tirucalla-7,24-dien-3α-ol (1) and 21-methoxy-21,23-epoxy-tirucalla-7,24-diene-1α,3α-diol (2), together with thirteen known compounds were isolated from the CH2Cl2 extract of the stem bark of Araliopsis synopsis. The structures of the compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral (EI and ESI) data and comparison with previously known analogs. Compounds 110 were tested against bacteria, fungi and plant pathogen oomycetes by the paper disk agar diffusion assay resulting in missing to low activities corresponding with MICs > 1 mg/mL. However, compounds 510 exhibited high cytotoxic activity against the human Caucasian prostate adenocarcinoma cell PC-3 line, with IC50 8.5–12.5 μM compared to the standard Doxorubicin with IC50 = 0.9 μM, while compounds 1, 3 and 4 showed low activity.
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