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Molecules 2017, 22(6), 983; doi:10.3390/molecules22060983

Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations

1
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
2
State Scientifically-Experimental and Production Organization, Academy of Sciences of the Republic of Tajikistan, Dushanbe 734063, Tajikistan
3
University of Chinese Academy of Sciences, Beijing 100049, China
4
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent 100170, Uzbekistan
5
Department of Chemistry, Abdul Wali Khan University, Mardan 23200, Pakistan
6
Department of Pharmaceutical Technology, Avicenna Tajik State Medical University, Rudaki Ave. 139, Dushanbe 734003, Tajikistan
7
Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA
8
Institute of Avicenna’s Medicine and Pharmacology, Academy of the Tajik Traditional Medicine, Dushanbe 734062, Tajikistan
*
Author to whom correspondence should be addressed.
Received: 2 May 2017 / Revised: 3 June 2017 / Accepted: 9 June 2017 / Published: 13 June 2017
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Abstract

The root of Geranium collinum Steph is known in Tajik traditional medicine for its hepatoprotective, antioxidant, and anti-inflammatory therapeutic effects. The present study was conducted to evaluate of potential antidiabetic, antioxidant activities, total polyphenolic and flavonoid content from the different extracts (aqueous, aqueous-ethanolic) and individual compounds isolated of the root parts of G. collinum. The 50% aqueous-ethanolic extract possesses potent antidiabetic activity, with IC50 values of 0.10 μg/mL and 0.09 μg/mL for the enzymes protein-tyrosine phosphatase (1B PTP-1B) and α-glucosidase, respectively. Phytochemical investigations of the 50% aqueous-ethanolic extract of G. collinum, led to the isolation of ten pure compounds identified as 3,3′,4,4′-tetra-O-methylellagic acid (1), 3,3′-di-O-methylellagic acid (2), quercetin (3), caffeic acid (4), (+)-catechin (5), (–)-epicatechin (6), (–)-epigallocatechin (7), gallic acid (8), β-sitosterol-3-O-β-d-glucopyranoside (9), and corilagin (10). Their structures were determined based on 1D and 2D NMR and mass spectrometric analyses. Three isolated compounds exhibited strong inhibitory activity against PTP-1B, with IC50 values below 0.9 μg/mL, more effective than the positive control (1.46 μg/mL). Molecular docking analysis suggests polyphenolic compounds such as corilagin, catechin and caffeic acid inhibit PTP-1B and β-sitosterol-3-O-β-d-gluco-pyranoside inhibits α-glucosidase. The experimental results suggest that the biological activity of G. collinum is related to its polyphenol contents. The results are also in agreement with computational investigations. Furthermore, the potent antidiabetic activity of the 50% aqueous-ethanolic extract from G. collinum shows promise for its future application in medicine. To the best of our knowledge, we hereby report, for the first time, the antidiabetic activity of G. collinum. View Full-Text
Keywords: Geranium collinum Steph; polyphenolic compounds; NMR; PTP-1B; α-glucosidase; molecular docking Geranium collinum Steph; polyphenolic compounds; NMR; PTP-1B; α-glucosidase; molecular docking
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Numonov, S.; Edirs, S.; Bobakulov, K.; Qureshi, M.N.; Bozorov, K.; Sharopov, F.; Setzer, W.N.; Zhao, H.; Habasi, M.; Sharofova, M.; Aisa, H.A. Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts—Computational and Experimental Investigations. Molecules 2017, 22, 983.

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