Naphthopyranone glycosides from Paepalanthus bromelioides

Characterization of Flavonoids and Naphthopyranones in Methanol Extracts of Paepalanthus chiquitensis Herzog by HPLC-ESI-IT-MSn and Their Mutagenic Activity

“…Flavonoids have frequently been used in chemotaxonomy, because they are widespread, their patterns tend to be specific, they are relatively stable and their biosynthesis/accumulation is largely independent of environmental influence [ 9 ]. In our laboratories, glycosylated acyl flavonoids and quercetin derivatives with one sugar unit have been isolated from Paepalanthus genus [ 2 , 10 , 11 , 12 , 13 ].…”

“…Naphthopyranones are a class of natural metabolites, described until now only in the capitulae of the Paepalanthus genus, displaying anti-inflammatory [ 14 ] and cytotoxic activities [ 15 ]. Naphthopyranone derivatives are found in all the Paepalanthus species belonging to the subgenus Platycaulon [ 2 , 7 , 10 , 11 , 16 ]. However, there are no chemical and biological data for Paepalanthus chiquitensis Herzog (formally cited as Paepalanthus giganteus Sano), section Diphyomene [ 17 ].…”

Chemistry in Eriocaulaceae

“…These data were a very important contribution when Sano (2004) recognized Actinocephalus as a new genus of Eriocaulaceae. Vilegas et al (1999a) reported the presence of quercetagetin 7-methyl ether glycosides from the leaves of Paepalanthus subg. Platycaulon Ruhland.…”

Naphthopyranones – isolation, bioactivity, biosynthesis and synthesis

“…18 Isotoralactone 8 was isolated from the seeds of Cassia obtusifolia L. and the structure established from spectral analysis and derivatization. 25 The capitula of Paepalanthus bromelioides also contains the glycosides 10 and 11, 26 whilst the aerial parts of P. microphyllus contains 10 and 12-14. Isomerization of isotoralactone 8 to toralactone 1 could be effected by treatment with acid.…”