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Piptadenin, a Novel 3,4‐Secooleanane Triterpene and Piptadenamide, a New Ceramide from the Stem Bark of Piptadeniastrum africanum ( Hook .f.) Brenan
Author(s) -
Dawé Amadou,
Mbiantcha Marius,
Fongang Yannick,
Nana William Yosseu,
Yakai Fawai,
Ateufack Gilbert,
Shaiq Muhammad Ali,
Lubna Iqbal,
Lateef Mehreen,
Ngadjui Bonaventure Tchaleu
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.201600215
Subject(s) - lupeol , chemistry , triterpene , betulinic acid , stereochemistry , ceramide , bark (sound) , two dimensional nuclear magnetic resonance spectroscopy , traditional medicine , biochemistry , biology , medicine , apoptosis , alternative medicine , pathology , genetics , ecology
Piptadenin ( 1 ), a new triterpene along with piptadenamide ( 10 ), a new ceramide, have been isolated from the Ac OE t‐soluble fraction of the Me OH extract of the stem bark of Piptadeniastrum africanum along with nine known compounds, 1‐ O ‐[(3 β ,22 β )‐3,22‐dihydroxy‐28‐oxoolean‐12‐en‐28‐yl]‐ β ‐ d ‐glucopyranose ( 2 ), 22 β ‐hydroxyoleanic acid ( 3 ), oleanic acid ( 4 ), lupeol ( 5 ), betulinic acid ( 6 ), 5 α ‐stigmasta‐7,22‐dien‐3 β ‐ol ( 7 ), 5 α ‐stigmasta‐7,22‐dien‐3‐one ( 8 ), (3 β )‐stigmast‐5‐en‐3‐yl β ‐ d ‐glucopyranoside ( 9 ) and 2,3‐dihydroxypropyl hexacosanoate ( 11 ). Except for compound 11 , all the isolated compounds are reported for the first time from this plant. The structures of the isolated compounds were elucidated by spectroscopic data including 1D and 2D NMR . The pure compounds 1 – 11 were subjected to the pharmacological screening and compounds 2 , 5 – 7 and 9 exhibited potent urease inhibitory activity with IC 50 value of 25.8, 28.9, 30.1, 31.8 and 32.7 μ m , respectively, whereas compound 1 showed moderate activity ( IC 50 = 98.7 μ m ). The potent urease inhibitory activity supplemented the previous literature reports and medicinal uses of this plant.