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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

References

    1. American Diabetes Association Diagnosis and classification of diabetes mellitus. Diabetes Care. 2013;36(Suppl. 1):S67. doi: 10.2337/dc14-S081. - DOI - PMC - PubMed
    1. van de Laar F.A. Alpha-glucosidase inhibitors in the early treatment of type 2 diabetes. Vasc. Health Risk. Manag. 2008;4:1189–1195. doi: 10.2147/VHRM.S3119. - DOI - PMC - PubMed
    1. Kumar S., Narwal S., Kumar V., Prakash O. α-Glucosidase inhibitors from plants: A natural approach to treat diabetes. Pharmacogn. Rev. 2011;5:19–29. doi: 10.4103/0973-7847.79096. - DOI - PMC - PubMed
    1. San H.T., Boonsnongcheep P., Putalun W., Mekboonsonglarp W., Sritularak B., Likhitwitayawuid K. α-Glucosidase inhibitory and glucose uptake stimulatory effects of phenolic compounds from Dendrobium christyanum. Nat. Prod. Commun. 2020;15:1–8. doi: 10.1177/1934578X20913453. - DOI
    1. Inthongkaew P., Chatsumpun N., Supasuteekul C., Kitisripanya T., Putalun W., Likhitwitayawuid K., Sritularak B. α-Glucosidase and pancreatic lipase inhibitory activities and glucose uptake stimulatory effect of phenolic compounds from Dendrobium formosum. Rev. Bras. Farmacogn. 2017;27:480–487. doi: 10.1016/j.bjp.2017.05.005. - DOI

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