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Caffeine Extraction, Enzymatic Activity and Gene Expression of Caffeine Synthase from Plant Cell Suspensions
Published on: October 2, 2018
Two new ent-kaurane-type diterpene diastereomers isolated from Coffea canephora
Thi Anh Tuyet Nguyen1, Minh Hao Hoang2, Thi Tuyen Luc2
1Department of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City, Vietnam.
Abstract:
Phytochemical investigation of the trunks of Coffea canephora yielded two new ent-kaurane diterpene diastereomers, which have been named coffecanepholide A, ent-3β,16β,17-trihydroxykauran-18-al (1) and coffecanepholide B, ent-3β,16β,17-trihydroxykauran-19-al (2). 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 in vitro inhibitory activities against α-glucosidase. Structure 2 showed the α-glucosidase inhibitory activity with an IC50 value of 294.7 ± 0.9 μM, while compound 1 exhibited inactivity. In addition, the docking results revealed that structure 2 can form more interactions with amino acid residues at the active site of α-glucosidase, which gave a more negative binding energy (-9.56 kcal/mol) compared with 1 (-8.60 kcal/mol). This observation might be responsible for a better activity of 2 against α-glucosidase.
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