Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines
Pd(II) complexes with three antibiotics of the tetracycline family (tetracycline, doxycycline and chlortetracycline) were synthesized and characterized by elemental, thermogravimetric, and conductivity analyses, and infrared spectroscopy. The interactions between Pd(II) ions and tetracycline were in...
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| Veröffentlicht in: | Journal of inorganic biochemistry 2005-12, Vol.99 (12), p.2348-2354 |
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| container_title | Journal of inorganic biochemistry |
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| creator | Guerra, Wendell de Andrade Azevedo, Elaine de Souza Monteiro, Ana Raquel Bucciarelli-Rodriguez, Mônica Chartone-Souza, Edmar Nascimento, Andréa Maria Amaral Fontes, Ana Paula Soares Le Moyec, Laurence Pereira-Maia, Elene C. |
| description | Pd(II) complexes with three antibiotics of the tetracycline family (tetracycline, doxycycline and chlortetracycline) were synthesized and characterized by elemental, thermogravimetric, and conductivity analyses, and infrared spectroscopy. The interactions between Pd(II) ions and tetracycline were investigated in aqueous solution by
1H NMR. All the tetracyclines studied form 1:1 complexes with Pd(II) via the oxygen of the hydroxyl group at ring A and that of the amide group. The effect of the three complexes on the growth of bacterial strains sensitive and resistant to tetracycline was studied. The Pd(II) complex of tetracycline is practically as efficient as tetracycline in inhibiting the growth of two
Escherichia coli (
E. coli) sensitive bacterial strains and 16 times more potent against
E. coli HB101/pBR322, a bacterial strain resistant to tetracycline. Pd(II) coordination to doxycycline also increased its activity in the resistant strain by a factor of 2. |
| doi_str_mv | 10.1016/j.jinorgbio.2005.09.001 |
| format | Article |
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1H NMR. All the tetracyclines studied form 1:1 complexes with Pd(II) via the oxygen of the hydroxyl group at ring A and that of the amide group. The effect of the three complexes on the growth of bacterial strains sensitive and resistant to tetracycline was studied. The Pd(II) complex of tetracycline is practically as efficient as tetracycline in inhibiting the growth of two
Escherichia coli (
E. coli) sensitive bacterial strains and 16 times more potent against
E. coli HB101/pBR322, a bacterial strain resistant to tetracycline. Pd(II) coordination to doxycycline also increased its activity in the resistant strain by a factor of 2.</description><identifier>ISSN: 0162-0134</identifier><identifier>EISSN: 1873-3344</identifier><identifier>DOI: 10.1016/j.jinorgbio.2005.09.001</identifier><identifier>PMID: 16226807</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antimicrobial activity ; Bacterial resistance ; Escherichia coli - drug effects ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Organometallic Compounds - pharmacology ; Palladium - chemistry ; Palladium - pharmacology ; Palladium complexes ; Synthesis ; Tetracyclines ; Tetracyclines - chemical synthesis ; Tetracyclines - chemistry ; Tetracyclines - pharmacology ; Thermodynamics</subject><ispartof>Journal of inorganic biochemistry, 2005-12, Vol.99 (12), p.2348-2354</ispartof><rights>2005 Elsevier Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c369t-e0047da129f2011d51fe4f3c336d537a5865b3456895f96c12325fb198f3e87c3</citedby><cites>FETCH-LOGICAL-c369t-e0047da129f2011d51fe4f3c336d537a5865b3456895f96c12325fb198f3e87c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.jinorgbio.2005.09.001$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16226807$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guerra, Wendell</creatorcontrib><creatorcontrib>de Andrade Azevedo, Elaine</creatorcontrib><creatorcontrib>de Souza Monteiro, Ana Raquel</creatorcontrib><creatorcontrib>Bucciarelli-Rodriguez, Mônica</creatorcontrib><creatorcontrib>Chartone-Souza, Edmar</creatorcontrib><creatorcontrib>Nascimento, Andréa Maria Amaral</creatorcontrib><creatorcontrib>Fontes, Ana Paula Soares</creatorcontrib><creatorcontrib>Le Moyec, Laurence</creatorcontrib><creatorcontrib>Pereira-Maia, Elene C.</creatorcontrib><title>Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines</title><title>Journal of inorganic biochemistry</title><addtitle>J Inorg Biochem</addtitle><description>Pd(II) complexes with three antibiotics of the tetracycline family (tetracycline, doxycycline and chlortetracycline) were synthesized and characterized by elemental, thermogravimetric, and conductivity analyses, and infrared spectroscopy. The interactions between Pd(II) ions and tetracycline were investigated in aqueous solution by
1H NMR. All the tetracyclines studied form 1:1 complexes with Pd(II) via the oxygen of the hydroxyl group at ring A and that of the amide group. The effect of the three complexes on the growth of bacterial strains sensitive and resistant to tetracycline was studied. The Pd(II) complex of tetracycline is practically as efficient as tetracycline in inhibiting the growth of two
Escherichia coli (
E. coli) sensitive bacterial strains and 16 times more potent against
E. coli HB101/pBR322, a bacterial strain resistant to tetracycline. Pd(II) coordination to doxycycline also increased its activity in the resistant strain by a factor of 2.</description><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antimicrobial activity</subject><subject>Bacterial resistance</subject><subject>Escherichia coli - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Structure</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Organometallic Compounds - pharmacology</subject><subject>Palladium - chemistry</subject><subject>Palladium - pharmacology</subject><subject>Palladium complexes</subject><subject>Synthesis</subject><subject>Tetracyclines</subject><subject>Tetracyclines - chemical synthesis</subject><subject>Tetracyclines - chemistry</subject><subject>Tetracyclines - pharmacology</subject><subject>Thermodynamics</subject><issn>0162-0134</issn><issn>1873-3344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtP3DAQgC1EBQvtX6A5oSKRdBzHeRwRgnYlpB4KZ8txxuysknhre1GXX1_TXbVHDtZYo29eH2OfORQceP11Xaxpdv65J1eUALKArgDgR2zB20bkQlTVMVskssyBi-qUnYWwhgTKqjlhpylf1i00C0Y_d3NcYaBwnZmV9tpE9PSqI7n5OtPzkF6kfp_WY5Y-9EJxlzmbxZVHzDZ6HPVA2-nLcnmVGTdtRvyN4S-AMTXcmZFmDB_ZB6vHgJ8O8Zw93d893n7PH358W97ePORG1F3MEaBqBs3LzpbA-SC5xcoKI0Q9SNFo2dayF5Ws207arja8FKW0Pe9aK7BtjDhnl_u-G-9-bTFENVEwmJac0W2Dqtu2AgFlAps9aLwLwaNVG0-T9jvFQb1ZVmv1z7J6s6ygU8lyqrw4jNj2Ew7_6w5aE3CzBzAd-kLoVTCEs8GBPJqoBkfvDvkD2hGTbQ</recordid><startdate>20051201</startdate><enddate>20051201</enddate><creator>Guerra, Wendell</creator><creator>de Andrade Azevedo, Elaine</creator><creator>de Souza Monteiro, Ana Raquel</creator><creator>Bucciarelli-Rodriguez, Mônica</creator><creator>Chartone-Souza, Edmar</creator><creator>Nascimento, Andréa Maria Amaral</creator><creator>Fontes, Ana Paula Soares</creator><creator>Le Moyec, Laurence</creator><creator>Pereira-Maia, Elene C.</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20051201</creationdate><title>Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines</title><author>Guerra, Wendell ; de Andrade Azevedo, Elaine ; de Souza Monteiro, Ana Raquel ; Bucciarelli-Rodriguez, Mônica ; Chartone-Souza, Edmar ; Nascimento, Andréa Maria Amaral ; Fontes, Ana Paula Soares ; Le Moyec, Laurence ; Pereira-Maia, Elene C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c369t-e0047da129f2011d51fe4f3c336d537a5865b3456895f96c12325fb198f3e87c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antimicrobial activity</topic><topic>Bacterial resistance</topic><topic>Escherichia coli - drug effects</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Structure</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Organometallic Compounds - pharmacology</topic><topic>Palladium - chemistry</topic><topic>Palladium - pharmacology</topic><topic>Palladium complexes</topic><topic>Synthesis</topic><topic>Tetracyclines</topic><topic>Tetracyclines - chemical synthesis</topic><topic>Tetracyclines - chemistry</topic><topic>Tetracyclines - pharmacology</topic><topic>Thermodynamics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guerra, Wendell</creatorcontrib><creatorcontrib>de Andrade Azevedo, Elaine</creatorcontrib><creatorcontrib>de Souza Monteiro, Ana Raquel</creatorcontrib><creatorcontrib>Bucciarelli-Rodriguez, Mônica</creatorcontrib><creatorcontrib>Chartone-Souza, Edmar</creatorcontrib><creatorcontrib>Nascimento, Andréa Maria Amaral</creatorcontrib><creatorcontrib>Fontes, Ana Paula Soares</creatorcontrib><creatorcontrib>Le Moyec, Laurence</creatorcontrib><creatorcontrib>Pereira-Maia, Elene C.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of inorganic biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guerra, Wendell</au><au>de Andrade Azevedo, Elaine</au><au>de Souza Monteiro, Ana Raquel</au><au>Bucciarelli-Rodriguez, Mônica</au><au>Chartone-Souza, Edmar</au><au>Nascimento, Andréa Maria Amaral</au><au>Fontes, Ana Paula Soares</au><au>Le Moyec, Laurence</au><au>Pereira-Maia, Elene C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines</atitle><jtitle>Journal of inorganic biochemistry</jtitle><addtitle>J Inorg Biochem</addtitle><date>2005-12-01</date><risdate>2005</risdate><volume>99</volume><issue>12</issue><spage>2348</spage><epage>2354</epage><pages>2348-2354</pages><issn>0162-0134</issn><eissn>1873-3344</eissn><abstract>Pd(II) complexes with three antibiotics of the tetracycline family (tetracycline, doxycycline and chlortetracycline) were synthesized and characterized by elemental, thermogravimetric, and conductivity analyses, and infrared spectroscopy. The interactions between Pd(II) ions and tetracycline were investigated in aqueous solution by
1H NMR. All the tetracyclines studied form 1:1 complexes with Pd(II) via the oxygen of the hydroxyl group at ring A and that of the amide group. The effect of the three complexes on the growth of bacterial strains sensitive and resistant to tetracycline was studied. The Pd(II) complex of tetracycline is practically as efficient as tetracycline in inhibiting the growth of two
Escherichia coli (
E. coli) sensitive bacterial strains and 16 times more potent against
E. coli HB101/pBR322, a bacterial strain resistant to tetracycline. Pd(II) coordination to doxycycline also increased its activity in the resistant strain by a factor of 2.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>16226807</pmid><doi>10.1016/j.jinorgbio.2005.09.001</doi><tpages>7</tpages></addata></record> |
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| subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antimicrobial activity Bacterial resistance Escherichia coli - drug effects Magnetic Resonance Spectroscopy Molecular Structure Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Organometallic Compounds - pharmacology Palladium - chemistry Palladium - pharmacology Palladium complexes Synthesis Tetracyclines Tetracyclines - chemical synthesis Tetracyclines - chemistry Tetracyclines - pharmacology Thermodynamics |
| title | Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines |
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