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

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

  • Exp Parasitol. 2020 Jun:213:107902. doi: 10.1016/j.exppara.2020.107902.
Mohammad Azadbakht 1,  Ali Davoodi 2,  Seyed Jalal Hosseinimehr 3,  Masoud Keighobadi 4,  Mahdi Fakhar 4,  Reza Valadan 5,  Roghiyeh Faridnia 4,  Saeed Emami 6,  Masoud Azadbakht 7,  Adel Bakhtiyari 1
Affiliations

Affiliations

  • 1 Department of Pharmacognosy and Biotechnology, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran.
  • 2 Department of Pharmacognosy and Biotechnology, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran. Electronic address: adavoodi.pharm@gmail.com.
  • 3 Department of Radiopharmacy, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran.
  • 4 Toxoplasmosis Research Center, Department of Parasitology, School of Medicine, Mazandaran University of Medical Sciences, Sari, Iran.
  • 5 Department of Immunology and Molecular and Cell Biology Research Center, Mazandaran University of Medical Sciences, Sari, Iran.
  • 6 Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran.
  • 7 Department of Plant Systematics, High Educational of Sanna Institute, Sari, Iran.
PMID: 32353376 DOI: 10.1016/j.exppara.2020.107902
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 1H NMR and 13C 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 LC50, LC90 and LD50. 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.

Keywords

Antileishmanial activity; Hemolytic activity; Iron chelating activity; PTLC; Tropolone alkaloid.

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