Psammaplysin F: A unique inhibitor of bacterial chromosomal partitioning
Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and the amine at position C-20 is responsible for the observed antibacterial activity. When tested against two strains of methicillin resistant...
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Published in: | Bioorganic & medicinal chemistry letters Vol. 23; no. 17; pp. 4862 - 4866 |
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01-09-2013
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Abstract | Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and the amine at position C-20 is responsible for the observed antibacterial activity. When tested against two strains of methicillin resistant Staphylococcus aureus (MRSA), the minimum inhibitory concentrations (MICs) for psammaplysin F (40–80μM) were similar to the structurally-related alkaloid psammaplysin H (2). Psammaplysin F (1) increased membrane permeability by two to four-fold compared to psammaplysin H (2) or control-treated bacteria, respectively. Unlike psammaplysin H (2), we show that psammaplysin F (1) inhibits equal partitioning of DNA into each daughter cell, suggesting that this natural product is a unique prokaryotic cell division inhibitor. |
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AbstractList | Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50 mu M, and the amine at position C-20 is responsible for the observed antibacterial activity. When tested against two strains of methicillin resistant Staphylococcus aureus (MRSA), the minimum inhibitory concentrations (MICs) for psammaplysin F (40-80 mu M) were similar to the structurally-related alkaloid psammaplysin H (2). Psammaplysin F (1) increased membrane permeability by two to four-fold compared to psammaplysin H (2) or control-treated bacteria, respectively. Unlike psammaplysin H (2), we show that psammaplysin F (1) inhibits equal partitioning of DNA into each daughter cell, suggesting that this natural product is a unique prokaryotic cell division inhibitor. Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and the amine at position C-20 is responsible for the observed antibacterial activity. When tested against two strains of methicillin resistant Staphylococcus aureus (MRSA), the minimum inhibitory concentrations (MICs) for psammaplysin F (40-80μM) were similar to the structurally-related alkaloid psammaplysin H (2). Psammaplysin F (1) increased membrane permeability by two to four-fold compared to psammaplysin H (2) or control-treated bacteria, respectively. Unlike psammaplysin H (2), we show that psammaplysin F (1) inhibits equal partitioning of DNA into each daughter cell, suggesting that this natural product is a unique prokaryotic cell division inhibitor. Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and the amine at position C-20 is responsible for the observed antibacterial activity. When tested against two strains of methicillin resistant Staphylococcus aureus (MRSA), the minimum inhibitory concentrations (MICs) for psammaplysin F (40-80μM) were similar to the structurally-related alkaloid psammaplysin H (2). Psammaplysin F (1) increased membrane permeability by two to four-fold compared to psammaplysin H (2) or control-treated bacteria, respectively. Unlike psammaplysin H (2), we show that psammaplysin F (1) inhibits equal partitioning of DNA into each daughter cell, suggesting that this natural product is a unique prokaryotic cell division inhibitor. |
Author | Whitchurch, Cynthia B. Amirul Islam, Md Ramsey, Deborah M. Turnbull, Lynne McAlpine, Shelli R. Davis, Rohan A. |
Author_xml | – sequence: 1 givenname: Deborah M. surname: Ramsey fullname: Ramsey, Deborah M. organization: Department of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia – sequence: 2 givenname: Md surname: Amirul Islam fullname: Amirul Islam, Md organization: Department of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia – sequence: 3 givenname: Lynne surname: Turnbull fullname: Turnbull, Lynne organization: The ithree institute,University of Technology, Sydney, Ultimo, NSW 2007, Australia – sequence: 4 givenname: Rohan A. surname: Davis fullname: Davis, Rohan A. organization: Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia – sequence: 5 givenname: Cynthia B. surname: Whitchurch fullname: Whitchurch, Cynthia B. organization: The ithree institute,University of Technology, Sydney, Ultimo, NSW 2007, Australia – sequence: 6 givenname: Shelli R. surname: McAlpine fullname: McAlpine, Shelli R. email: s.mcalpine@unsw.edu.au organization: Department of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/23891184$$D View this record in MEDLINE/PubMed |
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CitedBy_id | crossref_primary_10_1016_j_biocel_2019_04_008 crossref_primary_10_1039_C6NP00067C crossref_primary_10_3390_md19080433 crossref_primary_10_1021_jacs_2c10010 crossref_primary_10_3390_biom9120841 crossref_primary_10_3390_md20110663 crossref_primary_10_1002_cbdv_202400962 |
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Keywords | Cell division Amine Antibiotics Natural products DNA |
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Snippet | Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and... Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50μM, and... Described is the antibiotic activity of a marine natural product. Psammaplysin F (1) inhibited the growth of four Gram-positive strains by >80% at 50 mu M, and... |
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SubjectTerms | Amine Animals Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibiotics Cell division Chromosomes, Bacterial - metabolism DNA DNA, Bacterial - metabolism Humans Methicillin-Resistant Staphylococcus aureus - cytology Methicillin-Resistant Staphylococcus aureus - drug effects Natural products Porifera - chemistry Spiro Compounds - chemistry Spiro Compounds - pharmacology Staphylococcal Infections - drug therapy Staphylococcal Infections - microbiology Staphylococcus aureus Tyrosine - analogs & derivatives Tyrosine - chemistry Tyrosine - pharmacology |
Title | Psammaplysin F: A unique inhibitor of bacterial chromosomal partitioning |
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