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A new procyanidin B from Campylospermum zenkeri (Ochnaceae) and antiplasmodial activity of two derivatives of (±)-serotobenine

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Author Mbabi Nyemeck Norbert, Serge Ngono Bikobo Dominique, Abouem A Zintchem Auguste, Schäfer Eva-Maria, Bochet Christian, Emmanuel Pegnyemb Dieudonné, Koert Ulrich,
Project Photons in organic synthesis
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Original article (peer-reviewed)

Journal Natural Product Research
Volume (Issue) 31(24)
Page(s) 2875 - 2884
Title of proceedings Natural Product Research
DOI 10.1080/14786419.2017.1305378


Phytochem. investigation of the stem bark of Campylospermum zenkeri led to the isolation of five known compds.: (Z,Z)-9,12-octadecadienoic acid (1) serotobenine (2), agathisflavone (3), lophirone A (4) and lophirone F (5), together with a new deriv. of procyanidin B, a catechin dimer named zenkerinol (6,I).  Serotobenine (2) is structurally related to decursivine which shows moderate activity against D6 and W2 strains of Plasmodium falciparum.  For a better understanding of structure-activity relationships, three new semi-synthetic derivs. of serotobenine (2) have been prepd.  These are: serotobenine monopropionate (2a), serotobenine monopivalate (2b) and serotobenine cyclohexyl ether (2c) resp.  Two of them (2a) and (2b), were evaluated for their antiplasmodial activity against P. falciparum 3D7 strain in a parasite lactate-dehydrogenase (pLDH) assay.  Compd. 2b was more active than compd. 2a based on their IC50 values (36.6 and 123 μM, resp.).