Identification of Compounds and Antidiabetic Activities of the Ethyl Acetate Fraction of Yacon (Smallanthus sonchifolius) Leaves using In Silico and In Vitro Approaches

https://doi.org/10.22146/mot.85748

Binar Pratama(1), Tatang Irianti(2*), Hari Purnomo(3)

(1) Faculty of Pharmacy, Universitas Gadjah Mada
(2) Faculty of Pharmacy, Gadjah Mada University
(3) Faculty of Pharmacy, Gadjah Mada University
(*) Corresponding Author

Abstract


Yacon (Smallanthus sonchifolius) is a plant that is vastly cultivated in Indonesia and has anti-diabetic activity. The purpose of this study was to isolate the compounds from the semipolar fraction of yacon leaves, as well as test them in silico and in vitro approaches. In this study, we use maceration for extraction, fractionation with n-hexane and ethyl acetate as solvent, and separation by preparative TLC method. The compounds tested were in silico by molecular docking using plant applications and in vitro by alpha-glucosidase inhibition assay. The difference between the molecular docking scores of an obtained molecule was calculated with Pair T-test methods. The results of the separation of the ethyl acetate fraction yielded a fraction, namely the H fraction. GC-MS analysis and IR spectroscopy showed that the H fraction contained the dominant compound called phthalic acid, di(2-propyl pentyl) ester. The docking score of the phthalic acid di(2-propyl pentyl) ester molecule and the alpha-glucosidase receptor, it is showed lower potency than 1-deoxynojirimycin as an alpha-glucosidase inhibitor. The in vitro test results showed that isolate H (IC50 = 130.479 ppm) from yacon leaves was no better than acarbose as an alpha-glucosidase enzyme inhibitor because the IC50 value was > 100 ppm.


Keywords


Yacon (Smallanthus sochifolius); alpha-glucosidase inhibitor; molecular docking

Full Text:

PDF


References

Ambarsari, L., & Sumaryada, T. I. (2014). Simulasi Docking Senyawa Kurkumin dan Analognya Sebagai Inhibitor Reseptor Androgen pada Kanker Prostat. In CURRENT BIOCHEMISTRY e-ISSN.

AMBARWATI, N., RAKHMAWATI, R., & WAHYUNI, D. S. C. W. (2015). Uji toksisitas fraksi daun ambre (Geranium radula) terhadap Artemia salina dan profil kandungan kimia fraksi teraktif Toxicity test of ambre leaf fractionation (Geranium radula) against Artemia salina and chemistry compound profile of the most active fraction. https://doi.org/10.13057/biofar/f130103

Aziz, Z., Yuliana, N. D., Simanjuntak, P., Rafi, M., Mulatsari, E., & Abdillah, S. (2021). Investigation of Yacon Leaves (Smallanthus sonchifolius) for α-Glucosidase Inhibitors Using Metabolomics and In Silico Approach. Plant Foods for Human Nutrition (Dordrecht, Netherlands), 76(4), 487–493. https://doi.org/10.1007/S11130-021-00926-3

Aziz, Zulhemi. , Djamil, R. , & Abdillah, S. (2019). Identifikasi Senyawa Penghambat Enzim α-Glukosidase dari Ekstrak Etanol 96% Daun Yakon. Jurnal Ilmu Kefarmasian Indonesia.

Banday, M. Z., Sameer, A. S., & Nissar, S. (2020). Pathophysiology of diabetes: An overview. Avicenna Journal of Medicine, 10(04), 174–188. https://doi.org/10.4103/ajm.ajm_53_20

Baroni, S., da Rocha, B. A., Oliveira de Melo, J., Comar, J. F., Caparroz-Assef, S. M., & Bersani-Amado, C. A. (2016). Hydroethanolic extract of Smallanthus sonchifolius leaves improves hyperglycemia of streptozotocin-induced neonatal diabetic rats. Asian Pacific Journal of Tropical Medicine, 9(5), 432–436. https://doi.org/10.1016/j.apjtm.2016.03.033

Hanefeld, M. (2018). Treatment: Alpha-glucosidase inhibitors. In Encyclopedia of Endocrine Diseases (pp. 238–244). Elsevier. https://doi.org/10.1016/B978-0-12-801238-3.65370-9

Ikrom, D. A. T. R. ,, Bintang Perkasa B, Rafika Tiara N, Wasito, & Reni Wira A. (2014). Studi In Vitro Ekstrak Etanol Daun Kamboja (Plumeria alba) sebagai Anti Aeromonas hydrophila.

Kementrian Kesehatan Republik Indonesia. (2020). Tetap Produktif, Cegah Dan Atasi Diabetes Mellitus. In pusat data dan informasi kementrian kesehatan RI.

Kusumawati, N., & Indrayudha, P. (2021). Penghambatan Enzim Alpha-Glukosidase oleh Daun Mimba (Azadirachta indica) dan Rimpang Temu Mangga (Curcuma mangga) Inhibition of Alpha-Glucosidase Enzyme by Neem Leaf (Azadirachta indica) and Mango Ginger (Curcuma mangga). https://doi.org/10.22

Lin, F., Hasegawa, M., & Kodama, O. (2003). Purification and identification of antimicrobial sesquiterpene lactones from yacon (Smallanthus sonchifolius) leaves. Bioscience, Biotechnology and Biochemistry, 67(10), 2154–2159. https://doi.org/10.1271/bbb.67.2154

Malunga, L. N., Eck, P., & Beta, T. (2016). Inhibition of Intestinal α -Glucosidase and Glucose Absorption by Feruloylated Arabinoxylan Mono- and Oligosaccharides from Corn Bran and Wheat Aleurone. Journal of Nutrition and Metabolism, 2016. https://doi.org/10.1155/2016/1932532

Nagoor Meeran, M. F., Javed, H., Taee, H. Al, Azimullah, S., & Ojha, S. K. (2017). Pharmacological properties and molecular mechanisms of thymol: Prospects for its therapeutic potential and pharmaceutical development. In Frontiers in Pharmacology (Vol. 8, Issue JUN). Frontiers Media S.A. https://doi.org/10.3389/fphar.2017.00380

Nursanti, O., Wardani, I., & Hadisoebroto, G. (2022). Validasi Penambatan Molekuler (Docking) (Zingiber Officinale) dan (Cymbopogon citratus) Sebagai Ligan Aktif Reseptor Pparγ. In Jurnal Farmasi Higea (Vol. 14, Issue 1). http://tox.charite.de

Palermo, G., & De Vivo, M. (2015). Computational Chemistry for Drug Discovery. In Encyclopedia of Nanotechnology (pp. 1–15). Springer Netherlands. https://doi.org/10.1007/978-94-007-6178-0_100975-1

Rabel, F., & Sherma, J. (2017). Review of the state of the art of preparative thin-layer chromatography. In Journal of Liquid Chromatography and Related Technologies (Vol. 40, Issue 4, pp. 165–176). Taylor and Francis Inc. https://doi.org/10.1080/10826076.2017.1294081

Saeedi, P., Petersohn, I., Salpea, P., Malanda, B., Karuranga, S., Unwin, N., Colagiuri, S., Guariguata, L., Motala, A. A., Ogurtsova, K., Shaw, J. E., Bright, D., & Williams, R. (2019). Global and regional diabetes prevalence estimates for 2019 and projections for 2030 and 2045: Results from the International Diabetes Federation Diabetes Atlas, 9th edition. Diabetes Research and Clinical Practice, 157. https://doi.org/10.1016/j.diabres.2019.107843

Salazar-Gómez, A., Ontiveros-Rodríguez, J. C., Pablo-Pérez, S. S., Vargas-Díaz, M. E., & Garduño-Siciliano, L. (2020). The potential role of sesquiterpene lactones isolated from medicinal plants in the treatment of the metabolic syndrome – A review. In South African Journal of Botany (Vol. 135, pp. 240–251). Elsevier B.V. https://doi.org/10.1016/j.sajb.2020.08.020

Sari, I. W., Junaidin, J., & Pratiwi, D. (2020). Studi Molecular Docking Senyawa Flavonoid Herba Kumis Kucing (Orthosiphon Stamineus B.) Pada Reseptor Α-Glukosidase Sebagai Antidiabetes Tipe 2. Jurnal Farmagazine, 7(2), 54. https://doi.org/10.47653/farm.v7i2.194

Seo, S.-Y., Sancheti, S., & Sancheti, S. (2009). Chaenomeles Sinensis: A Potent α-and β-Glucosidase Inhibitor. American Journal of Pharmacology and Toxicology, 4(1), 8–11.

Serra-Barcellona, C., Habib, N. C., Honoré, S. M., Sánchez, S. S., & Genta, S. B. (2017). Enhydrin Regulates Postprandial Hyperglycemia in Diabetic Rats by Inhibition of α-Glucosidase Activity. Plant Foods for Human Nutrition, 72(2), 156–160. https://doi.org/10.1007/s11130-017-0600-y

Widowati, W., Tjokropranoto, R., Wahyudianingsih, R., Tih, F., Sadeli, L., Kusuma, H. S. W., Fuad, N. A., Girsang, E., & Agatha, F. A. (2021). Antidiabetic potential yacon (Smallanthus sonchifolius (Poepp.) H. Rob.) leaf extract via antioxidant activities, inhibition of α-glucosidase, α-amylase, G-6-Pase by in vitro assay. Journal of Reports in Pharmaceutical Sciences, 10(2), 247–255. https://doi.org/10.4103/jrptps.JRPTPS_3_21



DOI: https://doi.org/10.22146/mot.85748

Article Metrics

Abstract views : 220 | views : 107

Refbacks

  • There are currently no refbacks.




Copyright (c) 2023 Majalah Obat Tradisional

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

©Majalah Obat Tradisional (Traditional Medicine Journal)
 ISSN 2406-9086
Faculty of Pharmacy
Universitas Gadjah Mada