Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>

<i>Acronychia crassipetala</i> is an endemic plant species in Australia. Its phytochemistry and therapeutic properties are underexplored. The hexane extract of the fruit <i>A. crassipetala</i> T. G. Hartley was found to inhibit the growth of the Gram-positive bacteria <i&g...

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Main Authors: Trong D. Tran, Malin A. Olsson, David J. McMillan, Jason K. Cullen, Peter G. Parsons, Paul W. Reddell, Steven M. Ogbourne
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Antibiotics
Subjects:
Online Access:https://www.mdpi.com/2079-6382/9/8/487
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spelling doaj-ec203be89b5c4f22afa9e9478a0e466e2020-11-25T03:26:28ZengMDPI AGAntibiotics2079-63822020-08-01948748710.3390/antibiotics9080487Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>Trong D. Tran0Malin A. Olsson1David J. McMillan2Jason K. Cullen3Peter G. Parsons4Paul W. Reddell5Steven M. Ogbourne6GeneCology Research Centre, School of Science and Engineering, University of the Sunshine Coast, Maroochydore DC, Queensland 4558, AustraliaSchool of Health and Sports Sciences, University of the Sunshine Coast, Maroochydore DC, Queensland 4558, AustraliaSchool of Health and Sports Sciences, University of the Sunshine Coast, Maroochydore DC, Queensland 4558, AustraliaQIMR Berghofer Medical Research Institute, Locked Bag 2000, PO Royal Brisbane Hospital, Queensland 4029, AustraliaQIMR Berghofer Medical Research Institute, Locked Bag 2000, PO Royal Brisbane Hospital, Queensland 4029, AustraliaQBiotics Limited, PO Box 1, Yungaburra, Queensland 4884, AustraliaGeneCology Research Centre, School of Science and Engineering, University of the Sunshine Coast, Maroochydore DC, Queensland 4558, Australia<i>Acronychia crassipetala</i> is an endemic plant species in Australia. Its phytochemistry and therapeutic properties are underexplored. The hexane extract of the fruit <i>A. crassipetala</i> T. G. Hartley was found to inhibit the growth of the Gram-positive bacteria <i>Staphylococcus aureus</i>. Following bio-activity guided fractionation, two prenylated acetophenones, crassipetalonol A (<b>1</b>) and crassipetalone A (<b>2</b>), were isolated. Their structures were determined mainly by NMR and MS spectroscopic analyses. This is the first record of the isolation and structural characterisation of secondary metabolites from the species <i>A. crassipetala</i>. Their antibacterial and cytotoxic assessments indicated that the known compound (<b>2</b>) had more potent antibacterial activity than the antibiotic chloramphenicol, while the new compound (<b>1</b>) showed moderate cytotoxicity.https://www.mdpi.com/2079-6382/9/8/487Acronychia crassipetalacrassipetalonol Acrassipetalone Aprenylated acetophenoneantibioticscytotoxicity
collection DOAJ
language English
format Article
sources DOAJ
author Trong D. Tran
Malin A. Olsson
David J. McMillan
Jason K. Cullen
Peter G. Parsons
Paul W. Reddell
Steven M. Ogbourne
spellingShingle Trong D. Tran
Malin A. Olsson
David J. McMillan
Jason K. Cullen
Peter G. Parsons
Paul W. Reddell
Steven M. Ogbourne
Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
Antibiotics
Acronychia crassipetala
crassipetalonol A
crassipetalone A
prenylated acetophenone
antibiotics
cytotoxicity
author_facet Trong D. Tran
Malin A. Olsson
David J. McMillan
Jason K. Cullen
Peter G. Parsons
Paul W. Reddell
Steven M. Ogbourne
author_sort Trong D. Tran
title Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
title_short Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
title_full Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
title_fullStr Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
title_full_unstemmed Potent Antibacterial Prenylated Acetophenones from the Australian Endemic Plant <i>Acronychia crassipetala</i>
title_sort potent antibacterial prenylated acetophenones from the australian endemic plant <i>acronychia crassipetala</i>
publisher MDPI AG
series Antibiotics
issn 2079-6382
publishDate 2020-08-01
description <i>Acronychia crassipetala</i> is an endemic plant species in Australia. Its phytochemistry and therapeutic properties are underexplored. The hexane extract of the fruit <i>A. crassipetala</i> T. G. Hartley was found to inhibit the growth of the Gram-positive bacteria <i>Staphylococcus aureus</i>. Following bio-activity guided fractionation, two prenylated acetophenones, crassipetalonol A (<b>1</b>) and crassipetalone A (<b>2</b>), were isolated. Their structures were determined mainly by NMR and MS spectroscopic analyses. This is the first record of the isolation and structural characterisation of secondary metabolites from the species <i>A. crassipetala</i>. Their antibacterial and cytotoxic assessments indicated that the known compound (<b>2</b>) had more potent antibacterial activity than the antibiotic chloramphenicol, while the new compound (<b>1</b>) showed moderate cytotoxicity.
topic Acronychia crassipetala
crassipetalonol A
crassipetalone A
prenylated acetophenone
antibiotics
cytotoxicity
url https://www.mdpi.com/2079-6382/9/8/487
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