Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica

Brucea antidysentrica is one of the medicinal plants used traditionally to treat various diseases such as leprosy, wound, diarrhea, fever, eye disease, rabies and tumor/cancer. Phytochemical screening test of dichloromethane/methanol (1:1) and methanol extracts revealed the presence of alkaloids, ta...

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Main Authors: Tewabech Alemu, Kebede Shenkute, Rajalakshanan Eswaramoorthy, Solomon Girmay, Yadessa Melaku, Dr. Milkyas Endale
Format: Article
Language:English
Published: Adama Science and Technology University 2020-05-01
Series:Ethiopian Journal of Science and Sustainable Development
Subjects:
Online Access:https://ejssd.astu.edu.et/index.php/EJSSD/article/view/184
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author Tewabech Alemu
Kebede Shenkute
Rajalakshanan Eswaramoorthy
Solomon Girmay
Yadessa Melaku
Dr. Milkyas Endale
author_facet Tewabech Alemu
Kebede Shenkute
Rajalakshanan Eswaramoorthy
Solomon Girmay
Yadessa Melaku
Dr. Milkyas Endale
author_sort Tewabech Alemu
collection DOAJ
description Brucea antidysentrica is one of the medicinal plants used traditionally to treat various diseases such as leprosy, wound, diarrhea, fever, eye disease, rabies and tumor/cancer. Phytochemical screening test of dichloromethane/methanol (1:1) and methanol extracts revealed the presence of alkaloids, tannins, flavonoids, steroids and saponins, terpenoids, and phytosterols. Silica gel column chromatographic separation of dichloromethane/methanol (1:1) and acid-base extracts afforded compound 1, canthin-6-one (2) and 1,11-dimethoxycanthin-6-one (3). The crude extracts and isolated compounds were screened for in vitro antibacterial activity against strains of Salmonella thphimurium, Escherichia coli, Bacillus subtilis and Staphylococcus aureus. Canthin-6-one (2) and 1,11-dimethoxycanthin-6-one (3) exhibited promising antibacterial activity against E. coli and S. thphimurium (12.6±0.6 and 12.5±0.87 mm zone of inhibition, respectively) compared to ciprofloxacin (27.3±2.52 and 29±1.00 mm, respectively), at 0.5 mg/mL. The radical scavenging activity of dichloromethane/methanol (1:1) and acid-base extract were 83.3 % and 80 %, respectively, whereas alkaloids 1-3 displayed activity of 85.3 %, 87.5 % and 78.4 % at 100 µg/mL, respectively, suggesting that canthin-6-one (2) displayed promising radical scavenging activity. The molecular docking analysis showed compound 1 and 1,11-dimethoxycanthin-6-one (3) were found to show hydrogen bond interaction with active site amino acid residue PHE196 and ALA 51 at a distance of 1.5 Ao and 1.5 Ao, respectively. Hydrophobic interactions were observed between 2 and 3 with VAL201, LYS57, GLY200, ASN198, ALA51, LEU52 and ASN198, LEU52, VAL201, LYS57, respectively, suggesting the compounds may act as potential inhibitors of DNA gyrase enzyme.
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spelling doaj.art-abee73ac50374b1bbb63112c69114b5f2022-12-22T01:56:59ZengAdama Science and Technology UniversityEthiopian Journal of Science and Sustainable Development1998-05312663-32052020-05-017210.20372/ejssdastu:v7.i2.2020.184Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentricaTewabech AlemuKebede ShenkuteRajalakshanan EswaramoorthySolomon GirmayYadessa MelakuDr. Milkyas Endale0Adama Science and Technology UniversityBrucea antidysentrica is one of the medicinal plants used traditionally to treat various diseases such as leprosy, wound, diarrhea, fever, eye disease, rabies and tumor/cancer. Phytochemical screening test of dichloromethane/methanol (1:1) and methanol extracts revealed the presence of alkaloids, tannins, flavonoids, steroids and saponins, terpenoids, and phytosterols. Silica gel column chromatographic separation of dichloromethane/methanol (1:1) and acid-base extracts afforded compound 1, canthin-6-one (2) and 1,11-dimethoxycanthin-6-one (3). The crude extracts and isolated compounds were screened for in vitro antibacterial activity against strains of Salmonella thphimurium, Escherichia coli, Bacillus subtilis and Staphylococcus aureus. Canthin-6-one (2) and 1,11-dimethoxycanthin-6-one (3) exhibited promising antibacterial activity against E. coli and S. thphimurium (12.6±0.6 and 12.5±0.87 mm zone of inhibition, respectively) compared to ciprofloxacin (27.3±2.52 and 29±1.00 mm, respectively), at 0.5 mg/mL. The radical scavenging activity of dichloromethane/methanol (1:1) and acid-base extract were 83.3 % and 80 %, respectively, whereas alkaloids 1-3 displayed activity of 85.3 %, 87.5 % and 78.4 % at 100 µg/mL, respectively, suggesting that canthin-6-one (2) displayed promising radical scavenging activity. The molecular docking analysis showed compound 1 and 1,11-dimethoxycanthin-6-one (3) were found to show hydrogen bond interaction with active site amino acid residue PHE196 and ALA 51 at a distance of 1.5 Ao and 1.5 Ao, respectively. Hydrophobic interactions were observed between 2 and 3 with VAL201, LYS57, GLY200, ASN198, ALA51, LEU52 and ASN198, LEU52, VAL201, LYS57, respectively, suggesting the compounds may act as potential inhibitors of DNA gyrase enzyme.https://ejssd.astu.edu.et/index.php/EJSSD/article/view/184Key words: Antibacterial activity, Brucea antidysentrica, alkaloids, antioxidant activity, molecular docking
spellingShingle Tewabech Alemu
Kebede Shenkute
Rajalakshanan Eswaramoorthy
Solomon Girmay
Yadessa Melaku
Dr. Milkyas Endale
Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
Ethiopian Journal of Science and Sustainable Development
Key words: Antibacterial activity, Brucea antidysentrica, alkaloids, antioxidant activity, molecular docking
title Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
title_full Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
title_fullStr Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
title_full_unstemmed Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
title_short Molecular docking analysis of antibacterial indole alkaloids from roots of Brucea antidysentrica
title_sort molecular docking analysis of antibacterial indole alkaloids from roots of brucea antidysentrica
topic Key words: Antibacterial activity, Brucea antidysentrica, alkaloids, antioxidant activity, molecular docking
url https://ejssd.astu.edu.et/index.php/EJSSD/article/view/184
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