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Antioxidant norbergenin derivatives from the leaves of Diospyros gilletii De Wild (Ebenaceae)
Phytochemistry Letters ( IF 1.7 ) Pub Date : 2020-01-24 , DOI: 10.1016/j.phytol.2020.01.012
Nathalie S. Jouwa Tameye , Carine Mvot Akak , Gervais Mouthé Happi , Marcel Frese , Hans-Georg Stammler , Beate Neumann , Bruno Ndjakou Lenta , Norbert Sewald , Augustin E. Nkengfack

Two new norbergenin derivatives, 4-O-p-hydroxybenzoylnorbergenin (1) and 11-O-(E)-cinnamoylnorbergenin (2), were isolated from the leaves of Diospyros gilletii De Wild along with nine known compounds, including norbergenin (3), 4-O-galloylnorbergenin (4), betulin (5), betulinic acid (6), lupeol (7), ursolic acid (8), corosolic acid (9), β-sitosterol (10) and quercitol (11). Their structures were elucidated from the analysis of their 1D and 2D 1H and 13C NMR spectral data in conjunction with mass spectrometry. Single-crystal X-ray diffraction technique unambiguously established the structure of compound (1). The antimicrobial properties of the eleven compounds isolated were investigated as well as the antioxidant activity of the norbergenin derivatives (1–4). The results obtained showed that none of those compounds displayed antimicrobial activity at 0.5 μg/ml whereas norbergenin derivatives exhibited noteworthy antioxidant property with IC50 values ranging from 8.2 μg/ml to 41.6 μg/ml.



中文翻译:

野山Diospyros gilletii De Wild)叶的抗氧化剂降冰片素衍生物

两个新的norbergenin衍生物,4- ö - p -hydroxybenzoylnorbergenin(1)和11- ø - (ë)-cinnamoylnorbergenin(2)中,从叶分离的柿gilletii德野生与九个已知化合物,包括norbergenin沿(3) ,4- O- galloylnorbergenin(4),betulin(5),betulinic acid(6),lupeol(7),ursolic acid(8),corosolic acid(9),β-​​谷甾醇(10)和quercitol(11))。通过结合质谱对1D和2D 1 H和13 C NMR光谱数据进行分析,阐明了它们的结构。单晶X射线衍射技术明确地确定了化合物(1)的结构。研究了分离出的11种化合物的抗菌特性以及降冰片素衍生物的抗氧化活性(1-4)。获得的结果表明,这些化合物均未显示出0.5μg/ ml的抗菌活性,而降冰片素衍生物表现出显着的抗氧化性能,IC 50值在8.2μg/ ml至41.6μg/ ml范围内。

更新日期:2020-01-26
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