Antibacterial and biofilm prevention metabolites from Acanthophora spicifera

Acanthophora spicifera harbors a diverse array of secondary metabolites with therapeutic potential. The aim of this study is to isolate and characterize secondary metabolites from A. spicifera and then evaluate the antiproliferation, antibacterial, and biofilm prevention properties, followed by an a...

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Main Authors: Budiyanto Fitri, Albalawi Nawal A., Ghandourah Mohamed A., Sobahi Tariq R., Aly Magda M., Althagbi Hanan F., Abuzahrah Samah S., Alarif Walied M.
Format: Article
Language:English
Published: De Gruyter 2023-11-01
Series:Open Chemistry
Subjects:
Online Access:https://doi.org/10.1515/chem-2023-0163
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author Budiyanto Fitri
Albalawi Nawal A.
Ghandourah Mohamed A.
Sobahi Tariq R.
Aly Magda M.
Althagbi Hanan F.
Abuzahrah Samah S.
Alarif Walied M.
author_facet Budiyanto Fitri
Albalawi Nawal A.
Ghandourah Mohamed A.
Sobahi Tariq R.
Aly Magda M.
Althagbi Hanan F.
Abuzahrah Samah S.
Alarif Walied M.
author_sort Budiyanto Fitri
collection DOAJ
description Acanthophora spicifera harbors a diverse array of secondary metabolites with therapeutic potential. The aim of this study is to isolate and characterize secondary metabolites from A. spicifera and then evaluate the antiproliferation, antibacterial, and biofilm prevention properties, followed by an analysis of molecular docking experiments. By employing chromatographic analysis and NMR spectroscopy, the isolated compounds were, the known flavonol, 8-hydroxyquercetagetin (1), three recognized steroids cholest-4-ene-3,6-dione (2), cholest-5-en-3β-ol (3), and 5α-cholestane-3,6-dione (4), and 2-bromohexadecanoic acid (5). These compounds exhibited antimicrobial effects against various Gram-negative and Gram-positive bacteria with inhibition zones ranging from 6.5 ± 0.2 to 17.2 ± 0.12 mm and 7.0 ± 0.4 to 15.3 ± 0.60 mm, respectively. Compounds 1 and 2 inhibited biofilm formation in P. aeruginosa and S. aureus. Compounds 1–4 demonstrated binding affinity values between −7.5 and −9.4 kcal/mol to protein 1A0G. These binding affinity values were akin to that of amoxicillin, implying that one potential antibacterial mechanism of action of these compounds may involve the inhibition of bacterial cell wall synthesis. All compounds showed no toxicity against Artemia salina and weak activity against Lymphoma and Lewis lung carcinoma cell lines with LD50 > 100 μg/mL.
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spelling doaj.art-15dc150302b04fac8d7e3adef5f4a05e2023-12-04T07:59:17ZengDe GruyterOpen Chemistry2391-54202023-11-012113697810.1515/chem-2023-0163Antibacterial and biofilm prevention metabolites from Acanthophora spiciferaBudiyanto Fitri0Albalawi Nawal A.1Ghandourah Mohamed A.2Sobahi Tariq R.3Aly Magda M.4Althagbi Hanan F.5Abuzahrah Samah S.6Alarif Walied M.7Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, 21589Jeddah, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah21589, Saudi ArabiaDepartment of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, 21589Jeddah, Saudi ArabiaDepartment of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah21589, Saudi ArabiaDepartment of Biology, Faculty of Science, King Abdulaziz University, Jeddah21589, Saudi ArabiaDepartment of Chemistry, College of Science, University of Jeddah, Jeddah21959, Saudi ArabiaDepartment of Biological Sciences, College of Science, University of Jeddah, Jeddah21959, Saudi ArabiaDepartment of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, 21589Jeddah, Saudi ArabiaAcanthophora spicifera harbors a diverse array of secondary metabolites with therapeutic potential. The aim of this study is to isolate and characterize secondary metabolites from A. spicifera and then evaluate the antiproliferation, antibacterial, and biofilm prevention properties, followed by an analysis of molecular docking experiments. By employing chromatographic analysis and NMR spectroscopy, the isolated compounds were, the known flavonol, 8-hydroxyquercetagetin (1), three recognized steroids cholest-4-ene-3,6-dione (2), cholest-5-en-3β-ol (3), and 5α-cholestane-3,6-dione (4), and 2-bromohexadecanoic acid (5). These compounds exhibited antimicrobial effects against various Gram-negative and Gram-positive bacteria with inhibition zones ranging from 6.5 ± 0.2 to 17.2 ± 0.12 mm and 7.0 ± 0.4 to 15.3 ± 0.60 mm, respectively. Compounds 1 and 2 inhibited biofilm formation in P. aeruginosa and S. aureus. Compounds 1–4 demonstrated binding affinity values between −7.5 and −9.4 kcal/mol to protein 1A0G. These binding affinity values were akin to that of amoxicillin, implying that one potential antibacterial mechanism of action of these compounds may involve the inhibition of bacterial cell wall synthesis. All compounds showed no toxicity against Artemia salina and weak activity against Lymphoma and Lewis lung carcinoma cell lines with LD50 > 100 μg/mL.https://doi.org/10.1515/chem-2023-0163red algaeantimicrobialcytotoxicityflavonoidssteroids
spellingShingle Budiyanto Fitri
Albalawi Nawal A.
Ghandourah Mohamed A.
Sobahi Tariq R.
Aly Magda M.
Althagbi Hanan F.
Abuzahrah Samah S.
Alarif Walied M.
Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
Open Chemistry
red algae
antimicrobial
cytotoxicity
flavonoids
steroids
title Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
title_full Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
title_fullStr Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
title_full_unstemmed Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
title_short Antibacterial and biofilm prevention metabolites from Acanthophora spicifera
title_sort antibacterial and biofilm prevention metabolites from acanthophora spicifera
topic red algae
antimicrobial
cytotoxicity
flavonoids
steroids
url https://doi.org/10.1515/chem-2023-0163
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