Two new ent -kaurane-type diterpene diastereomers isolated from Coffea canephora .

Thi Anh Tuyet Nguyen,Minh Hao Hoang, Thi Tuyen Luc, Thi Kim Ngan Dang, Thi My Tang Nguyen,Thi Nga Vo

Natural product research(2023)

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摘要
Phytochemical investigation of the trunks of yielded two new kaurane diterpene diastereomers, which have been named coffecanepholide A, 3,16,17-trihydroxykauran-18-al () and coffecanepholide B, -3,16,17-trihydroxykauran-19-al (). Structural elucidation and configurational assignment were deduced from extensive spectroscopic NMR/HRESIMS analysis and by comparison with the spectral data of the literature relevant structures. The isolated compounds were assayed for inhibitory activities against -glucosidase. Structure showed the -glucosidase inhibitory activity with an IC value of 294.7 ± 0.9 μM, while compound exhibited inactivity. In addition, the docking results revealed that structure can form more interactions with amino acid residues at the active site of -glucosidase, which gave a more negative binding energy (-9.56 kcal/mol) compared with (-8.60 kcal/mol). This observation might be responsible for a better activity of against -glucosidase.
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关键词
Coffea canephora,NMR analysis,diastereomers,diterpene,docking,ent-kaurane skeleton,α-glucosidase inhibition
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