849798-21-6Relevant articles and documents
Syntheses of the fungal metabolites Boletopsins 7, 11, and 12 from the Papua New Guinea medicinal mushroom Boletopsis sp.
Beekman, Andrew M.,Barrow, Russell A.
, p. 1017 - 1024 (2014/03/21)
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.
Synthesis and structural revision of naturally occurring ayapin derivatives
Maes, Dominick,Vervisch, Stijn,Debenedetti, Silvia,Davio, Carlos,Mangelinckx, Sven,Giubellina, Nicola,De Kimpe, Norbert
, p. 2505 - 2511 (2007/10/03)
The synthesis of three highly oxygenated naturally occurring coumarins, 8-methoxy-6,7-methylenedioxycoumarin, 5-methoxy-6,7-methylenedioxycoumarin and 5,8-dimethoxy-6,7-methylenedioxycoumarin is described for the first time, together with a new method for the preparation of ayapin (6,7- methylenedioxycoumarin). Comparison of the spectroscopic data of the synthetic tetraoxygenated coumarin 5,8-dimethoxy-6,7-methylenedioxycoumarin with literature reports resulted in the structural revision of several natural coumarins. Two coumarins, both identified as 5,8-dimethoxy-6,7- methylenedioxycoumarin must have other structures, while the structure of another coumarin, described as the isomeric 7,8-dimethoxy-5,6- methylenedioxycoumarin has to be revised to 5,8-dimethoxy-6,7- methylenedioxycoumarin.