Tropolone alkaloids from Colchicum kurdicum (Bornm.) Stef. (Colchicaceae) as the potent novel antileishmanial compounds; purification, structure elucidation, antileishmanial activities and molecular docking studies

Experimental Parasitology
2020.0

Abstract

Natural compounds played an important role for prevention and treatment of the disease as well as are the important compounds for the design of the new bioactive compounds. In this study, eight tropolone alkaloids were isolated from Colchicum kurdicum including colchicoside, 2-demethyl colchicine, 3-demethyl colchicine, demecolcine, colchifoline, N-deacetyl-N-formyl colchicine, colchicine and cornigerine by column and preparative thin layer chromatography. The chemical structures were identified by (1)H NMR and (13)C NMR spectroscopy. Moreover, the antileishmanial activity on Leishmania major, anti-inflammatory activity, iron chelating activity and toxicity studies including hemolytic activity, brine shrimp toxicity, cytotoxicity and acute toxicity and docking study of all isolated bioactive compounds were evaluated. As result, colchicoside and colchicine had potent leishmanicidal effects and N-deacetyl-N-formyl colchicine and cornigerine had the highest anti-inflammatory effects. All compounds had the significant iron chelating activity. According to toxicity studies, isolated compounds showed the low hemolytic activity and cytotoxicity, high LC(50), LC(90) and LD(50). In the molecular docking study, colchicoside had the high dockscore. According to the study, with future studies all isolated compounds could be used for design the novel antileishmanial drugs. CI - Copyright (c) 2020 Elsevier Inc. All rights reserved.

Knowledge Graph

Similar Paper

Tropolone alkaloids from Colchicum kurdicum (Bornm.) Stef. (Colchicaceae) as the potent novel antileishmanial compounds; purification, structure elucidation, antileishmanial activities and molecular docking studies
Experimental Parasitology 2020.0
Northalrugosidine Is a Bisbenzyltetrahydroisoquinoline Alkaloid from <i>Thalictrum alpinum</i> with in Vivo Antileishmanial Activity
Journal of Natural Products 2015.0
Antileishmanial activity of novel indolyl–coumarin hybrids: Design, synthesis, biological evaluation, molecular docking study and in silico ADME prediction
Bioorganic &amp; Medicinal Chemistry Letters 2016.0
Alkaloids and phenolics of Colchicum turcicum
Phytochemistry 1990.0
Computer-aided discovery of two novel chalcone-like compounds active and selective against Leishmania infantum
Bioorganic &amp; Medicinal Chemistry Letters 2017.0
Spectral, Anti-Inflammatory, Anti-Pyretic, Leishmanicidal, and Molecular Docking Studies, Against Selected Protein Targets, of a New Bisbenzylisoquinoline Alkaloid
Frontiers in Chemistry 2021.0
Design, synthesis and biological evaluation of a novel colchicine-magnolol hybrid for inhibiting the growth of Lewis lung carcinoma in Vitro and in Vivo
Frontiers in Chemistry 2022.0
Bioactive indole alkaloids isolated from Alstonia angustifolia
Phytochemistry Letters 2014.0
Identification of chalcone-based antileishmanial agents targeting trypanothione reductase
European Journal of Medicinal Chemistry 2018.0
Antitubulin effects of derivatives of 3-demethylthiocolchicine, methylthio ethers of natural colchicinoids, and thioketones derived from thiocolchicine. Comparison with colchicinoids
Journal of Medicinal Chemistry 1990.0