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Volatile Secondary Metabolites with Potent Antidiabetic Activity from the Roots of Prangos pabularia Lindl.—Computational and Experimental Investigations

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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
Research Institution “Chinese-Tajik Innovation Center for Natural Products”, Ayni St. 299/2, Dushanbe 734063, Tajikistan
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Center for Research in Innovative Technologies, Academy of Sciences of the Republic of Tajikistan, Ayni St. 299/3, Dushanbe 734063, Tajikistan
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Department of Pharmaceutical Technology, Avicenna Tajik State Medical University, Rudaki 139, Dushanbe 734003, Tajikistan
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Department of Chemistry, National University of Tajikistan, Rudaki 17/2, Dushanbe 734003, Tajikistan
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Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA
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Aromatic Plant Research Center, 230 N 1200 E, Suite 100, Lehi, UT 84043, USA
*
Authors to whom correspondence should be addressed.
Appl. Sci. 2019, 9(11), 2362; https://doi.org/10.3390/app9112362
Received: 14 May 2019 / Revised: 30 May 2019 / Accepted: 31 May 2019 / Published: 10 June 2019
(This article belongs to the Special Issue Biological Activity and Applications of Natural Compounds)
(1) Background: Almost 500 million people worldwide are suffering from diabetes. Since ancient times, humans have used medicinal plants for the treatment of diabetes. Medicinal plants continue to serve as natural sources for the discovery of antidiabetic compounds. Prangos pabularia Lindl. is a widely distributed herb with large reserves in Tajikistan. Its roots and fruits have been used in Tajik traditional medicine. To our best knowledge, there are no previously published reports concerning the antidiabetic activity and the chemical composition of the essential oil obtained from roots of P. pabularia. (2) Methods: The volatile secondary metabolites were obtained by hydrodistillation from the underground parts of P. pabularia growing wild in Tajikistan and were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). Protein tyrosine phosphatase 1B (PTP-1B) inhibition assay and molecular docking analysis were carried out to evaluate the potential antidiabetic activity of the P. pabularia essential oil. (3) Results: The main constituents of the volatile oil of P. pabularia were 5-pentylcyclohexa-1,3-diene (44.6%), menthone (12.6%), 1-tridecyne (10.9%), and osthole (6.0%). PTP-1B inhibition assay of the essential oil and osthole resulted in significant inhibitory activity with an IC50 value of 0.06 ± 0.01 and 0.93 ± 0.1 μg/mL. Molecular docking analysis suggests volatile compounds such as osthole inhibit PTP-1B, and the results are also in agreement with experimental investigations. (4) Conclusions: Volatile secondary metabolites and the pure isolated compound (osthole) from the roots of P. pabularia exhibited potent antidiabetic activity, twenty-five and nearly two times more than the positive control (3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethylbenzofuran-6-sulfonic acid-(4-(thiazol-2-ylsulfamyl)-phenyl)-amide)) with an IC50 value of 1.46 ± 0.4 μg/mL, respectively. View Full-Text
Keywords: Prangos pabularia Lindl.; volatile oil; PTP-1B; osthole; 5-pentylcyclohexa-1,3-diene; antidiabetic activity Prangos pabularia Lindl.; volatile oil; PTP-1B; osthole; 5-pentylcyclohexa-1,3-diene; antidiabetic activity
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Numonov, S.; Sharopov, F.S.; Atolikhshoeva, S.; Safomuddin, A.; Bakri, M.; Setzer, W.N.; Musoev, A.; Sharofova, M.; Habasi, M.; Aisa, H.A. Volatile Secondary Metabolites with Potent Antidiabetic Activity from the Roots of Prangos pabularia Lindl.—Computational and Experimental Investigations. Appl. Sci. 2019, 9, 2362.

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