Stevensine (original) (raw)
Stevensine is a bromopyrrole alkaloid originally isolated from an unidentified Micronesian marine sponge, as well as a New Caledonian sponge, and . Total synthesis of stevensine has been achieved by Ying-zi Xu et al., and investigations into the biosynthetic origin has been explored by Paul Andrade et al. Understanding methods to synthesize stevensine and other similar compounds is an important step to accomplish, as marine sponges contain numerous biologically active metabolites that have been shown to function as anything from antitumor to antibacterial agents when tested for medicinal applications. Reasons for why marine sponges contain so many bio-active chemicals has been attributed to their sessile nature, and the need to produce chemical defenses to ensure survival. However, since
| Property | Value |
|---|---|
| dbo:abstract | Stevensine is a bromopyrrole alkaloid originally isolated from an unidentified Micronesian marine sponge, as well as a New Caledonian sponge, and . Total synthesis of stevensine has been achieved by Ying-zi Xu et al., and investigations into the biosynthetic origin has been explored by Paul Andrade et al. Understanding methods to synthesize stevensine and other similar compounds is an important step to accomplish, as marine sponges contain numerous biologically active metabolites that have been shown to function as anything from antitumor to antibacterial agents when tested for medicinal applications. Reasons for why marine sponges contain so many bio-active chemicals has been attributed to their sessile nature, and the need to produce chemical defenses to ensure survival. However, since many of these compounds naturally occur in small amounts, harvesting the sponges has in the past led to near-extinction of some species. The bioactive nature of stevensine has been explored both as to its evolutionary purpose as well as potential medicinal uses. At its natural concentrations in vivo, stevensine, as well as other secondary metabolite bromopyrroles from sponges have been shown to function as anti-feeding agents against predatory fish such as bluehead wrasse (Thalassoma bifasciatum). Stevensine is present in marine sponges in concentrations of approximately 19 mg/mL, but have been shown to deter feeding in a laboratory setting in concentrations as low as 2.25 mg/mL, while deterring in the field requires as much as 12 mg/mL. In vitro tests have shown that this compound functions as an antimicrobial agent, giving promise for this compound to be used as a potential drug, however it does not lower the activity of methicillin-resistant Staphylococcus aureus (MRSA), while related compounds isolated from sponges such as bromoageliferin do. (en) |
| dbo:alternativeName | Odiline (en) |
| dbo:iupacName | 4-(2-Amino-1H-imidazol-5-yl)-2,3-dibromo-6,7-dihydropyrrolo[2,3-c]azepin-8(1H)-one (en) |
| dbo:thumbnail | wiki-commons:Special:FilePath/Stevensine.svg?width=300 |
| dbo:wikiPageID | 40643107 (xsd:integer) |
| dbo:wikiPageLength | 6149 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1104918405 (xsd:integer) |
| dbo:wikiPageWikiLink | dbr:Methicillin-resistant_Staphylococcus_aureus dbr:Bluehead_wrasse dbr:Alkaloid dbr:In_vitro dbr:In_vivo dbc:Alkaloids dbc:Bromoarenes dbc:Imidazoles dbc:Pyrroles dbc:Azepines dbr:Sessility_(motility) dbr:Marine_sponge dbr:Axinella_corrugata dbr:Pseudaxinyssa_cantharella |
| dbp:imagefile | Stevensine.svg (en) |
| dbp:imagesize | 150 (xsd:integer) |
| dbp:othernames | Odiline (en) |
| dbp:pin | 4 (xsd:integer) |
| dbp:wikiPageUsesTemplate | dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Cite_journal dbt:Reflist dbt:Short_description dbt:Cascite dbt:Fdacite |
| dcterms:subject | dbc:Alkaloids dbc:Bromoarenes dbc:Imidazoles dbc:Pyrroles dbc:Azepines |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:Abstraction100002137 yago:Alkaloid114712692 yago:Chemical114806838 yago:Compound114818238 yago:Material114580897 yago:Matter100020827 yago:OrganicCompound114727670 yago:Part113809207 yago:PhysicalEntity100001930 yago:Relation100031921 dbo:ChemicalCompound yago:Substance100019613 yago:WikicatAlkaloids |
| rdfs:comment | Stevensine is a bromopyrrole alkaloid originally isolated from an unidentified Micronesian marine sponge, as well as a New Caledonian sponge, and . Total synthesis of stevensine has been achieved by Ying-zi Xu et al., and investigations into the biosynthetic origin has been explored by Paul Andrade et al. Understanding methods to synthesize stevensine and other similar compounds is an important step to accomplish, as marine sponges contain numerous biologically active metabolites that have been shown to function as anything from antitumor to antibacterial agents when tested for medicinal applications. Reasons for why marine sponges contain so many bio-active chemicals has been attributed to their sessile nature, and the need to produce chemical defenses to ensure survival. However, since (en) |
| rdfs:label | Stevensine (en) |
| owl:sameAs | freebase:Stevensine yago-res:Stevensine wikidata:Stevensine dbpedia-sh:Stevensine dbpedia-sr:Stevensine https://global.dbpedia.org/id/YbiY |
| prov:wasDerivedFrom | wikipedia-en:Stevensine?oldid=1104918405&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/Stevensine.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:Stevensine |
| is dbo:wikiPageRedirects of | dbr:Odiline |
| is dbo:wikiPageWikiLink of | dbr:Alkaloid dbr:Odiline |
| is foaf:primaryTopic of | wikipedia-en:Stevensine |
