Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair

Bioorganic and Medicinal Chemistry Volume 26, Issue 12, 23 July 2018, Pages 3461-3467 Prabha, B.a, Neethu, S.a,b, Krishnan, S.L.c, Sherin, D.R.d, Madhukrishnan, M.a, Ananthakrishnan, R.e, Rameshkumar, K.B.e, Manojkumar, T.K.d, Jayamurthy, P.b,c, Radhakrishnan, K.V.a,bEmail Author View Correspondence (jump link) aChemical Science and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram, 695019, India bAcademy of Scientific and Innovative Research (AcSIR), Thiruvananthapuram, 695019, India cAgroprocessing and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram, 695019, India View additional affiliations Abstract View references (39) Phytochemical investigation of the stem bark of Myristica fatua Houtt. led to the isolation of a new compound 1 (3-tridecanoylbenzoic acid), along with six known acylphenols (2–7). All the compounds displayed moderate inhibitory activity on α-amylase and significant activity on α-glucosidase; however malabaricone B (6) and C (7) were identified as potent α-glucosidase inhibitors with IC50 values of 63.70 ± 0.546, and 43.61 ± 0.620 µM respectively. Acylphenols (compounds 3–7) also showed significant antiglycation property. The molecular docking and dynamics simulation studies confirmed the efficient binding of malabaricone C with C-terminus of human maltase-glucoamylase (2QMJ). Malabaricone B also enhanced the 2-NBDG [2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxy glucose] uptake in L6 myotubes. These findings demonstrate that acylphenols isolated from Myristica fatua Houtt. can be considered as a lead scaffold for the treatment of type II diabetes mellitus. © 2018 Elsevier Ltd Author keywords Glucose uptake in L6 myotubesMyristica fatua HouttProtein glycationSimulation studiesα-Amylaseα-Glucosidase Indexed keywords EMTREE drug terms: 2 [n (7 nitrobenz 2 oxa 1,3 diazol 4 yl)amino] 2 deoxyglucose3 tridecanoylbenzoic acidacarboseacylphenol derivativealpha glucosidaseamylaseantidiabetic agentascorbic acidcarbohydrate derivativedichloromethanemalabaricone Bmalabaricone CMyristica fatua extractplant extractplant medicinal productunclassified drug EMTREE medical terms: animal cellantidiabetic activityantiglycation activityArticlebarkcarbohydrate transportcarboxy terminal sequenceconcentration responsecontrolled studydrug activitydrug cytotoxicitydrug identificationdrug isolationdrug potencydrug protein bindingdrug structuredrug uptakeenzyme inhibitionIC50L6 myotubemolecular dockingmolecular dynamicsmyotubeMyristicaMyristica fatuanonhumanphytochemistryrat Chemicals and CAS Registry Numbers: acarbose, 56180-94-0; alpha glucosidase, 9001-42-7; amylase, 9000-90-2, 9000-92-4, 9001-19-8; ascorbic acid, 134-03-2, 15421-15-5, 50-81-7; dichloromethane, 75-09-2 Funding details Funding number Funding sponsor Acronym Funding opportunities SB/S1/OC-24/2014 Science and Engineering Research Board SERB See opportunities by SERB Science and Engineering Research Board SERB See opportunities by SERB University Grants Commission UGC ORIGIN-CSC-0108 Council of Scientific and Industrial Research CSIR See opportunities by CSIR NaPAHA CSC-0130 Council of Scientific and Industrial Research CSIR See opportunities by CSIR Funding text BP, SN, and MM thank UGC and CSIR for research fellowships. Financial assistance from Science and Engineering Research Board (SERB), New Delhi (SB/S1/OC-24/2014) and Council of Scientific and Industrial Research (12th FYP projects: ORIGIN-CSC-0108 and NaPAHA CSC-0130) are greatly acknowledged. We thank Mrs. Saumini Mathew and Mrs. S. Viji, of CSIR-NIIST, Thiruvananthapuram, for recording NMR and mass spectra. Authors acknowledge Dr. Jubi John, Mrs. Aparna P. S and Mr. Ijinu T. P for the help rendered during the preparation of the manuscript. A ISSN: 09680896 CODEN: BMECE Source Type: Journal Original language: English DOI: 10.1016/j.bmc.2018.05.020 Document Type: Article Publisher: Elsevier Ltd References (39) View in search results format All Export Print E-mail Save to PDF Create bibliography 1 Ross, S.A., Gulve, E.A., Wang, M. Chemistry and biochemistry of type 2 diabetes (2004) Chemical Reviews, 104 (3), pp. 1255-1282. Cited 224 times. doi: 10.1021/cr0204653 View at Publisher 2 Global report on diabetes, World Health Organisation. 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