Phenolic Compounds from the Lichen Lobaria orientalis.
The chemical investigation of the EtOAc extract of Lobaria orientalis collected in the southwestern part of Central Vietnam led to the isolation of new β-orcinol depsidones, lobarientalones A and B (1 and 2), and diphenyl ethers, lobariethers A-E (3-7). These types of structures are often reported in different lichen species, but the absolute configuration of the stereogenic acetal center has not been defined. This is the first assessment of the (1S) absolute configuration of the stereogenic acetal center using electronic circular dichroism (ECD) spectroscopic data and by comparison with the ECD data of analogous compounds. Based on the co-occurrence of the depsidones, 1,10-di-O-methylstictic acid (8) and (1-2), and diphenyl ethers (3-7), a plausible biosynthesis route toward 1-8 is proposed.
Dung M T
DM
Nguyen
Department of Chemistry, Faculty of Science, Chulalongkorn University , Phayathai Road, Patumwan Bangkok 10330, Thailand.|Department of Environmental Science, SaiGon University , Ho Chi Minh City 748355, Vietnam.
Lien M T
LM
Do
Vy T
VT
Nguyen
Department of Chemistry, Faculty of Science, Chulalongkorn University , Phayathai Road, Patumwan Bangkok 10330, Thailand.
Warinthorn
W
Chavasiri
Institute for Molecules and Materials, University of Maine and CNRS, UMR 6283 , Avenue Olivier Messiaen, 72085, Le Mans Cedex, France.
Jacques
J
Mortier
Phung P K
0000-0003-0868-2213
PP
Nguyen
D001203:Ascomycota; D002942:Circular Dichroism; D053630:Depsides / Q000737:chemistry / Q000302:isolation & purification*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification*; D008011:Lichens / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification*; D010647:Phenyl Ethers; D012118:Resorcinols; D014744:Vietnam
D053630:Depsides; D007783:Lactones; D010636:Phenols; D010647:Phenyl Ethers; D012118:Resorcinols; C000621203:lobarientalone A; C000621204:lobarientalone B; C000875:depsidone; C031538:phenyl ether; C005282:orcinol