Syntheses of the fungal metabolites boletopsins 7, 11, and 12 from the Papua New Guinea medicinal mushroom Boletopsis sp
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Beekman, Andrew; Barrow, Russell
Description
Boletopsins 7 (1), 11 (2), and 12 (3) are p-terphenyl dibenzofuran compounds, isolated from the Papua New Guinean medicinal mushroom Boletopsis sp. The first syntheses of these fungal metabolites are reported, allowing for an investigation of their antibiotic activity. The key steps include sequential Suzuki-Miyaura couplings to rapidly form the p-terphenyl backbone and an Ullmann ether synthesis on a formate ester to create the dibenzofuran moiety. Biological evaluation of the synthetic...[Show more]
dc.contributor.author | Beekman, Andrew | |
---|---|---|
dc.contributor.author | Barrow, Russell | |
dc.date.accessioned | 2015-12-10T23:06:55Z | |
dc.identifier.issn | 0022-3263 | |
dc.identifier.uri | http://hdl.handle.net/1885/62866 | |
dc.description.abstract | Boletopsins 7 (1), 11 (2), and 12 (3) are p-terphenyl dibenzofuran compounds, isolated from the Papua New Guinean medicinal mushroom Boletopsis sp. The first syntheses of these fungal metabolites are reported, allowing for an investigation of their antibiotic activity. The key steps include sequential Suzuki-Miyaura couplings to rapidly form the p-terphenyl backbone and an Ullmann ether synthesis on a formate ester to create the dibenzofuran moiety. Biological evaluation of the synthetic compounds and intermediates against a panel of bacterial nosocomial pathogens was performed. | |
dc.publisher | American Chemical Society | |
dc.source | Journal of Organic Chemistry | |
dc.title | Syntheses of the fungal metabolites boletopsins 7, 11, and 12 from the Papua New Guinea medicinal mushroom Boletopsis sp | |
dc.type | Journal article | |
local.description.notes | Imported from ARIES | |
local.identifier.citationvolume | 79 | |
dc.date.issued | 2014 | |
local.identifier.absfor | 030503 - Organic Chemical Synthesis | |
local.identifier.ariespublication | u4005981xPUB745 | |
local.type.status | Published Version | |
local.contributor.affiliation | Beekman, Andrew, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Barrow, Russell, College of Physical and Mathematical Sciences, ANU | |
local.description.embargo | 2037-12-31 | |
local.bibliographicCitation.issue | 3 | |
local.bibliographicCitation.startpage | 1017 | |
local.bibliographicCitation.lastpage | 1024 | |
local.identifier.doi | 10.1021/jo402492d | |
local.identifier.absseo | 970103 - Expanding Knowledge in the Chemical Sciences | |
dc.date.updated | 2015-12-10T08:57:30Z | |
local.identifier.scopusID | 2-s2.0-84893857078 | |
local.identifier.thomsonID | 000331163800019 | |
Collections | ANU Research Publications |
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