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PM100117 and PM100118, new antitumor macrolides produced by a marine Streptomyces caniferus GUA-06-05-006A
Two new bioactive polyhydroxyl macrolide lactones PM100117 ( 1 ) and PM100118 ( 2 ) were isolated from the culture broth of the marine-derived Streptomyces caniferus GUA-06-05-006A. Their structures were elucidated by a combination of spectroscopic methods, mainly one-dimensional and 2D NMR and HRES...
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| Published in: | Journal of antibiotics 2016-05, Vol.69 (5), p.388-394 |
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| Main Authors: | , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c481t-3f686c03580ca328791a01c74604cc36e8801a707561fa4079a94c768c1926ab3 |
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| cites | cdi_FETCH-LOGICAL-c481t-3f686c03580ca328791a01c74604cc36e8801a707561fa4079a94c768c1926ab3 |
| container_end_page | 394 |
| container_issue | 5 |
| container_start_page | 388 |
| container_title | Journal of antibiotics |
| container_volume | 69 |
| creator | Pérez, Marta Schleissner, Carmen Fernández, Rogelio Rodríguez, Pilar Reyes, Fernando Zuñiga, Paz de la Calle, Fernando Cuevas, Carmen |
| description | Two new bioactive polyhydroxyl macrolide lactones PM100117 (
1
) and PM100118 (
2
) were isolated from the culture broth of the marine-derived
Streptomyces caniferus
GUA-06-05-006A. Their structures were elucidated by a combination of spectroscopic methods, mainly one-dimensional and 2D NMR and HRESI-MS. They consist of 36-membered macrolides with a side chain containing three deoxy sugars and a 1,4-naphthoquinone chromophore. Compounds
1
and
2
displayed potent cytotoxicity against three human tumor cell lines with GI
50
values in the micromolar range, as well as slight antifungal activity against
Candida albicans
ATCC10231. In addition, both compounds alter the plasma membrane of tumor cells, inducing loss of membrane integrity and subsequent cell permeabilization leading to a fast and dramatic necrotic cell death. |
| doi_str_mv | 10.1038/ja.2015.121 |
| format | article |
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1
) and PM100118 (
2
) were isolated from the culture broth of the marine-derived
Streptomyces caniferus
GUA-06-05-006A. Their structures were elucidated by a combination of spectroscopic methods, mainly one-dimensional and 2D NMR and HRESI-MS. They consist of 36-membered macrolides with a side chain containing three deoxy sugars and a 1,4-naphthoquinone chromophore. Compounds
1
and
2
displayed potent cytotoxicity against three human tumor cell lines with GI
50
values in the micromolar range, as well as slight antifungal activity against
Candida albicans
ATCC10231. In addition, both compounds alter the plasma membrane of tumor cells, inducing loss of membrane integrity and subsequent cell permeabilization leading to a fast and dramatic necrotic cell death.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/ja.2015.121</identifier><identifier>PMID: 26648119</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>101/47 ; 101/58 ; 38/22 ; 38/77 ; 631/154/349 ; 706/648/479/429 ; A549 Cells ; Antifungal Agents - pharmacology ; Bacteriology ; Biomedical and Life Sciences ; Bioorganic Chemistry ; Breast Neoplasms - drug therapy ; Candida albicans - drug effects ; Cell Line, Tumor ; Cell Membrane - drug effects ; Cell Membrane Permeability - drug effects ; Cell Proliferation - drug effects ; Colonic Neoplasms - drug therapy ; Cytotoxicity ; Female ; Humans ; Life Sciences ; Lung Neoplasms - drug therapy ; Macrolides - isolation & purification ; Macrolides - pharmacology ; Medicinal Chemistry ; Microbiology ; Organic Chemistry ; original-article ; Streptomyces - metabolism</subject><ispartof>Journal of antibiotics, 2016-05, Vol.69 (5), p.388-394</ispartof><rights>Japan Antibiotics Research Association 2016</rights><rights>Copyright Nature Publishing Group May 2016</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c481t-3f686c03580ca328791a01c74604cc36e8801a707561fa4079a94c768c1926ab3</citedby><cites>FETCH-LOGICAL-c481t-3f686c03580ca328791a01c74604cc36e8801a707561fa4079a94c768c1926ab3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26648119$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Pérez, Marta</creatorcontrib><creatorcontrib>Schleissner, Carmen</creatorcontrib><creatorcontrib>Fernández, Rogelio</creatorcontrib><creatorcontrib>Rodríguez, Pilar</creatorcontrib><creatorcontrib>Reyes, Fernando</creatorcontrib><creatorcontrib>Zuñiga, Paz</creatorcontrib><creatorcontrib>de la Calle, Fernando</creatorcontrib><creatorcontrib>Cuevas, Carmen</creatorcontrib><title>PM100117 and PM100118, new antitumor macrolides produced by a marine Streptomyces caniferus GUA-06-05-006A</title><title>Journal of antibiotics</title><addtitle>J Antibiot</addtitle><addtitle>J Antibiot (Tokyo)</addtitle><description>Two new bioactive polyhydroxyl macrolide lactones PM100117 (
1
) and PM100118 (
2
) were isolated from the culture broth of the marine-derived
Streptomyces caniferus
GUA-06-05-006A. Their structures were elucidated by a combination of spectroscopic methods, mainly one-dimensional and 2D NMR and HRESI-MS. They consist of 36-membered macrolides with a side chain containing three deoxy sugars and a 1,4-naphthoquinone chromophore. Compounds
1
and
2
displayed potent cytotoxicity against three human tumor cell lines with GI
50
values in the micromolar range, as well as slight antifungal activity against
Candida albicans
ATCC10231. 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pharmacology</topic><topic>Bacteriology</topic><topic>Biomedical and Life Sciences</topic><topic>Bioorganic Chemistry</topic><topic>Breast Neoplasms - drug therapy</topic><topic>Candida albicans - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Cell Membrane - drug effects</topic><topic>Cell Membrane Permeability - drug effects</topic><topic>Cell Proliferation - drug effects</topic><topic>Colonic Neoplasms - drug therapy</topic><topic>Cytotoxicity</topic><topic>Female</topic><topic>Humans</topic><topic>Life Sciences</topic><topic>Lung Neoplasms - drug therapy</topic><topic>Macrolides - isolation & purification</topic><topic>Macrolides - pharmacology</topic><topic>Medicinal Chemistry</topic><topic>Microbiology</topic><topic>Organic Chemistry</topic><topic>original-article</topic><topic>Streptomyces - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pérez, Marta</creatorcontrib><creatorcontrib>Schleissner, Carmen</creatorcontrib><creatorcontrib>Fernández, Rogelio</creatorcontrib><creatorcontrib>Rodríguez, Pilar</creatorcontrib><creatorcontrib>Reyes, Fernando</creatorcontrib><creatorcontrib>Zuñiga, Paz</creatorcontrib><creatorcontrib>de la Calle, Fernando</creatorcontrib><creatorcontrib>Cuevas, Carmen</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Immunology Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Biological Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pérez, Marta</au><au>Schleissner, Carmen</au><au>Fernández, Rogelio</au><au>Rodríguez, Pilar</au><au>Reyes, Fernando</au><au>Zuñiga, Paz</au><au>de la Calle, Fernando</au><au>Cuevas, Carmen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>PM100117 and PM100118, new antitumor macrolides produced by a marine Streptomyces caniferus GUA-06-05-006A</atitle><jtitle>Journal of antibiotics</jtitle><stitle>J Antibiot</stitle><addtitle>J Antibiot (Tokyo)</addtitle><date>2016-05-01</date><risdate>2016</risdate><volume>69</volume><issue>5</issue><spage>388</spage><epage>394</epage><pages>388-394</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><abstract>Two new bioactive polyhydroxyl macrolide lactones PM100117 (
1
) and PM100118 (
2
) were isolated from the culture broth of the marine-derived
Streptomyces caniferus
GUA-06-05-006A. Their structures were elucidated by a combination of spectroscopic methods, mainly one-dimensional and 2D NMR and HRESI-MS. They consist of 36-membered macrolides with a side chain containing three deoxy sugars and a 1,4-naphthoquinone chromophore. Compounds
1
and
2
displayed potent cytotoxicity against three human tumor cell lines with GI
50
values in the micromolar range, as well as slight antifungal activity against
Candida albicans
ATCC10231. In addition, both compounds alter the plasma membrane of tumor cells, inducing loss of membrane integrity and subsequent cell permeabilization leading to a fast and dramatic necrotic cell death.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>26648119</pmid><doi>10.1038/ja.2015.121</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0021-8820 |
| ispartof | Journal of antibiotics, 2016-05, Vol.69 (5), p.388-394 |
| issn | 0021-8820 1881-1469 |
| language | eng |
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| source | Springer Link |
| subjects | 101/47 101/58 38/22 38/77 631/154/349 706/648/479/429 A549 Cells Antifungal Agents - pharmacology Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Breast Neoplasms - drug therapy Candida albicans - drug effects Cell Line, Tumor Cell Membrane - drug effects Cell Membrane Permeability - drug effects Cell Proliferation - drug effects Colonic Neoplasms - drug therapy Cytotoxicity Female Humans Life Sciences Lung Neoplasms - drug therapy Macrolides - isolation & purification Macrolides - pharmacology Medicinal Chemistry Microbiology Organic Chemistry original-article Streptomyces - metabolism |
| title | PM100117 and PM100118, new antitumor macrolides produced by a marine Streptomyces caniferus GUA-06-05-006A |
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