Source:http://linkedlifedata.com/resource/pubmed/id/20590096
Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
30
|
pubmed:dateCreated |
2010-7-28
|
pubmed:abstractText |
Enigmazole A (1), a novel phosphate-containing macrolide, was isolated from a Papua New Guinea collection of the marine sponge Cinachyrella enigmatica. The structure of 1, including the absolute stereochemistry at all eight chiral centers, was determined by a combination of spectroscopic analyses and a series of microscale chemical derivatization studies. Compound 1 is comprised of an 18-membered phosphomacrolide that contains an embedded exomethylene-substituted tetrahydropyran ring and an acyclic portion that spans an embedded oxazole moiety. Two additional analogues, 15-O-methylenigmazole A and 13-hydroxy-15-O-methylenigmazole A, were also isolated and assigned. The enigmazoles are the first phosphomacrolides from a marine source and 1 exhibited significant cytotoxicity in the NCI 60-cell line antitumor screen, with a mean GI(50) of 1.7 microM.
|
pubmed:grant | |
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antineoplastic Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Macrolides,
http://linkedlifedata.com/resource/pubmed/chemical/Organophosphorus Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Oxazoles,
http://linkedlifedata.com/resource/pubmed/chemical/enigmazole A
|
pubmed:status |
MEDLINE
|
pubmed:month |
Aug
|
pubmed:issn |
1520-5126
|
pubmed:author | |
pubmed:issnType |
Electronic
|
pubmed:day |
4
|
pubmed:volume |
132
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
10278-85
|
pubmed:meshHeading |
pubmed-meshheading:20590096-Animals,
pubmed-meshheading:20590096-Antineoplastic Agents,
pubmed-meshheading:20590096-Drug Screening Assays, Antitumor,
pubmed-meshheading:20590096-Humans,
pubmed-meshheading:20590096-Macrolides,
pubmed-meshheading:20590096-Models, Molecular,
pubmed-meshheading:20590096-Molecular Structure,
pubmed-meshheading:20590096-Neoplasms,
pubmed-meshheading:20590096-Organophosphorus Compounds,
pubmed-meshheading:20590096-Oxazoles,
pubmed-meshheading:20590096-Papua New Guinea,
pubmed-meshheading:20590096-Porifera
|
pubmed:year |
2010
|
pubmed:articleTitle |
Isolation, structural elucidation, and absolute stereochemistry of enigmazole A, a cytotoxic phosphomacrolide from the Papua New Guinea marine sponge Cinachyrella enigmatica.
|
pubmed:affiliation |
Molecular Targets Laboratory, Center for Cancer Research, National Cancer Institute, NCI-Frederick, Building 1052, Room 121, Frederick, Maryland 21701-1201, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, N.I.H., Extramural,
Research Support, N.I.H., Intramural
|