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A Nitrile Glucoside and Biflavones from the Leaves of Campylospermum excavatum (Ochnaceae)
Author(s) -
Njock Gaétan Bayiha Ba,
Grougnet Raphaël,
Efstathiou Antonia,
Smirlis Despina,
GentaJouve Grégory,
Michel Sylvie,
Mbing Joséphine Ngo,
Kritsanida Marina
Publication year - 2017
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201700241
Subject(s) - amentoflavone , biflavonoids , chemistry , stereochemistry , nitrile , glucoside , derivative (finance) , absolute configuration , organic chemistry , chromatography , medicine , alternative medicine , pathology , financial economics , economics
The study of the Me OH extract of the leaves of Campylospermum excavatum led to the isolation of a nitrile glucoside, named campyloside C ( 1 ) and an original derivative of ochnaflavone, 7‐ O ‐methylochnaflavone ( 2 ), along with three known biflavonoids, amentoflavone, sequoiaflavone, and sotetsuflavone ( 3 – 5 ). The linkage site of the sub‐units of 2 was confirmed by chemical correlation, after semi‐synthesis of a trimethoxylated derivative of ochnaflavone ( 2a ). The structures of these compounds as well as their relative and absolute configurations were assigned by 1D‐ and 2D‐ NMR experiments, HR ‐ ESI ‐ MS and Electronic Circular Dichroism ( ECD ) calculations. A low‐pass J filter HMBC experiment was performed in order to define the configuration of the double bond of 1 . All of the biflavonoids were evaluated against protozoan parasites. Amentoflavone moderately inhibited the promastigote form of Leishmania infantum .