2012
DOI: 10.1016/j.fitote.2012.09.025
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Lobarin from the Sumatran lichen, Stereocaulon halei

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Cited by 27 publications
(20 citation statements)
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“…Likewise, no HMBC ▶ crosspeak could lead to straightforwardly assign the location of this group, as could be expected due to the fully substituted environment of this function in 4. While such direct evidence could not be obtained, the diphenylether scaffold of 4 was supported by the chemical shift of C-7 which lies in the typical range observed for methyl ester-substituted diphenylethers (165-167 ppm) [18,31,32] while the C-7 oxepinone signal upfield shifts to the 160-162 range [23,[32][33][34]. Likewise, the chemical shift of C-4′ in diphenylethers is reported to be 4 ppm downfield that of the equivalent C-5a position of depsidones [18,31,32], as reported here (▶ Table 1).…”
Section: Resultsmentioning
confidence: 98%
“…Likewise, no HMBC ▶ crosspeak could lead to straightforwardly assign the location of this group, as could be expected due to the fully substituted environment of this function in 4. While such direct evidence could not be obtained, the diphenylether scaffold of 4 was supported by the chemical shift of C-7 which lies in the typical range observed for methyl ester-substituted diphenylethers (165-167 ppm) [18,31,32] while the C-7 oxepinone signal upfield shifts to the 160-162 range [23,[32][33][34]. Likewise, the chemical shift of C-4′ in diphenylethers is reported to be 4 ppm downfield that of the equivalent C-5a position of depsidones [18,31,32], as reported here (▶ Table 1).…”
Section: Resultsmentioning
confidence: 98%
“…Atranorin (1) -colorless needles; mp 191-192 °C (undepressed in admixture with reference compound; Spectral data were also identical to that of reference previosly isolated from Stereocaulon halei [27].…”
Section: Isolation Of Major Constituents Of S Graminosummentioning
confidence: 62%
“…All chemicals (acetonitrile, chloroform, methanol, tetrahydrofuran, toluene, ethyl acetate, formic acid) were of analytical reagent grade and were purchased from Sigma (St Quentin-Fallavier, France). Authentic atranorin, lobaric acid and stictic acid, (+)-usnic acid were previously isolated from Stereocaulon halei 28 and Usnea articulata 29 , respectively. Norstictic acid, fumarprotocetraric acid and perlatolic acid were available in the laboratory under the codes JB/A/036, JB/A/003a, JB/A/130, respectively.…”
Section: Chemicals and Reagentsmentioning
confidence: 99%