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- Sporolides abstract "Sporolides A and B are novel polycyclic macrolides from the obligate marine bacterium Salinispora tropica (which is found in ocean sediment) that are composed of a chlorinated cyclopenta[a]indene ring and a cyclohexenone moiety. They are only the second class of compounds isolated from Salinispora, and their unique carbon skeleton provides a clear indication of the tremendous potential of marine actinomycetes as a source of novel secondary metabolites. The structures and absolute stereochemistries of both metabolites were elucidated using a combination of NMR spectroscopy and X-ray crystallography, and are considered unique for two reasons:- both compounds appear to be polyketides and therefore derived from acetate units,- the number of oxidized carbons is amazing, with 23 of 24 carbons either oxygenated or sp2 - hybridized.The complex aromatic structure of the sporolides is hypothesized to be derived from an unstable nine-membered ring enediyne precursor, which undergoes Bergman cyclization to generate a p-benzyne intermediate. A nucleophilic attack by chloride accounts for the 1:1 mixtures and for the single chlorine in enediyne-derived natural products. This mechanism has been recently demonstrated in laboratory experiments, and can account for the biosynthesis of sporolides.File:Nuc.jpg".
- Sporolides thumbnail Sporolides_A_and_B.jpg?width=300.
- Sporolides wikiPageID "23556775".
- Sporolides wikiPageLength "2828".
- Sporolides wikiPageOutDegree "9".
- Sporolides wikiPageRevisionID "672066115".
- Sporolides wikiPageWikiLink Category:Macrolides.
- Sporolides wikiPageWikiLink Macrolide.
- Sporolides wikiPageWikiLink Macrolides.
- Sporolides wikiPageWikiLink Metabolite.
- Sporolides wikiPageWikiLink Metabolites.
- Sporolides wikiPageWikiLink Polyketide.
- Sporolides wikiPageWikiLink Polyketides.
- Sporolides wikiPageWikiLink Salinispora.
- Sporolides wikiPageWikiLink Salinispora_tropica.
- Sporolides wikiPageWikiLink File:Biosynthesis.jpg.
- Sporolides wikiPageWikiLink File:Nuc.jpg.
- Sporolides wikiPageWikiLink File:Synthesis.jpg.
- Sporolides wikiPageWikiLinkText "sporolides".
- Sporolides c "24".
- Sporolides chemspiderid "NA".
- Sporolides cl "1".
- Sporolides h "23".
- Sporolides hasPhotoCollection Sporolides.
- Sporolides o "12".
- Sporolides verifiedrevid "451220389".
- Sporolides watchedfields "changed".
- Sporolides wikiPageUsesTemplate Template:Drugbox.
- Sporolides wikiPageUsesTemplate Template:Expert-subject.
- Sporolides wikiPageUsesTemplate Template:Reflist.
- Sporolides subject Category:Macrolides.
- Sporolides hypernym Macrolides.
- Sporolides type Article.
- Sporolides type ChemicalSubstance.
- Sporolides type Drug.
- Sporolides type Article.
- Sporolides type Chemical.
- Sporolides type Lactone.
- Sporolides type Macrocycle.
- Sporolides type ChemicalObject.
- Sporolides type Thing.
- Sporolides type Q8386.
- Sporolides comment "Sporolides A and B are novel polycyclic macrolides from the obligate marine bacterium Salinispora tropica (which is found in ocean sediment) that are composed of a chlorinated cyclopenta[a]indene ring and a cyclohexenone moiety. They are only the second class of compounds isolated from Salinispora, and their unique carbon skeleton provides a clear indication of the tremendous potential of marine actinomycetes as a source of novel secondary metabolites.".
- Sporolides label "Sporolides".
- Sporolides sameAs m.06w5gcl.
- Sporolides sameAs Q7579260.
- Sporolides sameAs Q7579260.
- Sporolides wasDerivedFrom Sporolides?oldid=672066115.
- Sporolides depiction Sporolides_A_and_B.jpg.
- Sporolides isPrimaryTopicOf Sporolides.