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A-type doubly linked proanthocyanidin trimer and other metabolites from Canthium venosum fruits, and their biological activities
Phytochemistry Letters ( IF 1.7 ) Pub Date : 2020-02-19 , DOI: 10.1016/j.phytol.2020.01.020
Appolinaire Kene Dongmo , Raymond Ngansop Nono , Fatma Kaaniche , Isabelle Kamga Mawabo , Marcel Frese , Jean Rodolphe Chouna , Celine Nguefeu Nkenfou , Bruno Ndjakou Lenta , David Ngnokam , Pépin Nkeng-Efouet-Alango , Norbert Sewald

Phytochemical investigation of Canthium venosum fruits led to the isolation of a new doubly linked A-type proanthocyanidin trimer: epicatechin-(2βO→7, 4β →8)-catechin-(5→O→2β, 6→4β)-epicatechin [venosumtannin A-1 (1)], along with twenty known compounds 2-21. Allyl (9a) and acetyl (9b) derivatives of 9 were prepared. The structures of compounds were established using comprehensive spectroscopic analysis including 1D NMR, 2D NMR (COSY, HMQC, HMBC, and NOESY) and circular dichroism (CD), and by comparison with the corresponding literature data. The antioxidant, cytotoxic, acetylcholinesterase and antibacterial activities of some of the isolated compounds were investigated. In the acetylcholinesterase inhibitory activity test, compounds 2 and 9 (IC50: 0.03 ± 1.22 × 10−3 and 0.04 ± 1.23 × 10−3 μM) were more active than the references (eserine and tacrine; IC50: 0.77 ± 1.84 × 10−3 and 0.15 ± 1.04 × 10−3 μM respectively).



中文翻译:

瓜th果实A型双连接原花青素三聚体及其他代谢产物及其生物学活性

的植物化学物质调查鱼骨木属静脉韧带水果导致了新的双链接A型原花青素三聚体的分离:表儿茶素- (2 βø →7,4 β →8)-catechin-(5→ ö →2 β,6→4 β)-表儿茶素[Venosumtannin A-1(1)]以及二十种已知化合物2-21。烯丙基(图9a)和乙酰基(图9b)的衍生物9准备了。使用包括1D NMR,2D NMR(COSY,HMQC,HMBC和NOESY)和圆二色性(CD)在内的全面光谱分析,并与相应的文献数据进行比较,确定化合物的结构。研究了一些分离出的化合物的抗氧化剂,细胞毒性,乙酰胆碱酯酶和抗菌活性。在乙酰胆碱酯酶抑制活性试验中,化合物29(IC 50:0.03±1.22×10 -3和0.04±1.23×10 -3 μ M)均高于参考值(毒扁豆碱和他克林更具活性; IC 50:0.77±1.84 ×10 -3和0.15±1.04×10 -3 μM分别地)。

更新日期:2020-02-20
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