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. 2021 Jan 14;26(2):418.
doi: 10.3390/molecules26020418.

Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus

Htoo Tint San  1   2 , Nutputsorn Chatsumpun  3 , Thaweesak Juengwatanatrakul  4 , Natapol Pornputtapong  5 , Kittisak Likhitwitayawuid  1 , Boonchoo Sritularak  1   6
Affiliations

Four Novel Phenanthrene Derivatives with α-Glucosidase Inhibitory Activity from Gastrochilus bellinus

Htoo Tint San et al. Molecules. .

Abstract

Four new phenanthrene derivatives, gastrobellinols A-D (1-4), were isolated from the methanolic extract of Gastrochilus bellinus (Rchb.f.) Kuntze, along with eleven known phenolic compounds including agrostophyllin (5), agrostophyllidin (6), coniferyl aldehyde (7), 4-hydroxybenzaldehyde (8), agrostophyllone (9), gigantol (10), 4-(methoxylmethyl)phenol (11), syringaldehyde (12), 1-(4'-hydroxybenzyl)-imbricartin (13), 6-methoxycoelonin (14), and imbricatin (15). Their structures were determined by spectroscopic methods. Each isolate was evaluated for α-glucosidase inhibitory activity. Compounds 1, 2, 3, 7, 9, 13, and 15 showed higher activity than the drug acarbose. Gastrobellinol C (3) exhibited the strongest α-glucosidase inhibition with an IC50 value of 45.92 μM. A kinetic study of 3 showed competitive inhibition on the α-glucosidase enzyme. This is the first report on the phytochemical constituents and α-glucosidase inhibitory activity of G. bellinus.

Keywords: Gastrochilus bellinus; Orchidaceae; gastrobellinol; phenanthrene derivatives; α-glucosidase inhibition.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Gastrochilus bellinus (Rchb.f.) Kuntze.
Figure 2
Figure 2
Chemical structures of compounds 1–15.
Figure 3
Figure 3
The key HMBC and NOESY correlations of compounds 1–4.
Figure 4
Figure 4
Lineweaver–Burk plots of (a) acarbose and (b) compound 3.
See this image and copyright information in PMC

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