Biomarker Quantification, Spectroscopic, and Molecular Docking Studies of the Active Compounds Isolated from the Edible Plant Sisymbrium irio L.
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Published:2023-03-27
Issue:4
Volume:16
Page:498
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ISSN:1424-8247
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Container-title:Pharmaceuticals
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language:en
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Short-container-title:Pharmaceuticals
Author:
Al-Massarani Shaza M.1ORCID, Aldurayhim Latifah S.1, Alotaibi Ibtisam A.1ORCID, Abdelmageed Mostafa W. M.1, Rehman Md Tabish1ORCID, Basudan Omer A.1ORCID, Abdel-Kader Maged S.23ORCID, Alajmi Mohamed F.1, Abdel Bar Fatma M.24ORCID, Alam Perwez1ORCID, Al Tamimi Maram M.1, El Gamal Ali A.14
Affiliation:
1. Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia 2. Pharmacognosy Department, College of Pharmacy, Sattam Bin Abdulaziz University, Al-Kharj 11942, Saudi Arabia 3. Department of Pharmacognosy, College of Pharmacy, Alexandria University, Alexandria 21215, Egypt 4. Pharmacognosy Department, Faculty of Pharmacy, Mansoura University, El Mansoura 35516, Egypt
Abstract
Phytochemical investigation of the ethanolic extract of the aerial parts of Sisymbrium irio L. led to the isolation of four unsaturated fatty acids (1–4), including a new one (4), and four indole alkaloids (5–8). The structures of the isolated compounds were characterized with the help of spectroscopic techniques such as 1D, 2D NMR, and mass spectroscopy, and by correlation with the known compounds. In terms of their notable structural diversity, a molecular docking approach with the AutoDock 4.2 program was used to analyze the interactions of the identified fatty acids with PPAR-γ and the indole alkaloids with 5-HT1A and 5-HT2A, subtypes of serotonin receptors, respectively. Compared to the antidiabetic drug rivoglitazone, compound 3 acted as a potential PPAR-γ agonist with a binding energy of −7.4 kcal mol−1. Moreover, compound 8 displayed the strongest affinity, with binding energies of −6.9 kcal/mol to 5HT1A and −8.1 kcal/mol to 5HT2A, using serotonin and the antipsychotic drug risperidone as positive controls, respectively. The results of docked conformations represent an interesting target for developing novel antidiabetic and antipsychotic drugs and warrant further evaluation of these ligands in vitro and in vivo. On the other hand, an HPTLC method was developed to quantify α-linolenic acid in the hexane fraction of the ethanol extract of S. irio. The regression equation/correlation coefficient (r2) for linolenic acid was Y = 6.49X + 2310.8/0.9971 in the linearity range of 100–1200 ng/band. The content of α-linolenic acid in S. irio aerial parts was found to be 28.67 μg/mg of dried extract.
Funder
Deputyship for Research & Innovation, Ministry of Education in Saudi Arabia
Subject
Drug Discovery,Pharmaceutical Science,Molecular Medicine
Reference53 articles.
1. Rahman, M., Khatun, A., Liu, L., and Barkla, B.J. (2018). Brassicaceae Mustards: Traditional and Agronomic Uses in Australia and New Zealand. Molecules, 23. 2. Sisymbrium officinale, the Plant of Singers: A Review of Its Properties and Uses;Zorzan;Planta Med.,2020 3. Current updates on Sisymbrium irio linn: A traditional medicinal plant;Tiwari;Plant Arch.,2021 4. Borgonovo, G., Zimbaldi, N., Guarise, M., Bedussi, F., Winnig, M., Vennegeerts, T., and Bassoli, A. (2019). Glucosinolates in Sisymbrium officinale (L.) Scop.: Comparative analysis in cultivated and wild plants and In Vitro assays with T2Rs bitter taste receptors. Molecules, 24. 5. Phytochemical and biological studies of Sisymbrium irio L. Growing in Saudi Arabia;J. Saudi Chem. Soc.,2011
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