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Flavonols from Annona coriacea Mart. (Annonaceae)
- Source :
- Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual), Universidade de São Paulo (USP), instacron:USP
- Publication Year :
- 2018
-
Abstract
- Annona is one of the largest genus of Annonaceae. Flavonol derivatives have the major occurrence in the family and in Annona . Glycosides of quercetin, kaempferol and isorhamnetin have been isolated and identified more frequently than any other flavonols. Annona coriacea Mart. is a perennial shrub native to the Brazilian savanna. The species has some acetogenins, alkaloids, diterpenes, polyphenols, flavonoids and volatile compounds already identified. We isolated 11 flavonols from A. coriacea leaves: 1 - quercetin-3- O -β-(6″- O -β-glucosyl)-glucoside (quercetin-3- O -gentiobioside), 2 - quercetin-3- O -β-(6″- O -α-rhamnosyl)-galactoside (quercetin-3- O -robinobioside), 3 - quercetin-3- O -β-(6″- O -α-rhamnosyl)-glucoside (rutin), 4 - quercetin-3- O -β-galactoside (hyperin), 5 - quercetin-3- O -β-glucoside (isoquercitrin), 6 - kaempferol-3- O -β-(6″- O -α-rhamnosyl)-galactoside (biorobin), 7 - kaempferol-3- O -β-(6″- O -α-rhamnosyl)-glucoside (nicotiflorin), 8 - isorhamnetin-3- O -β-(6″- O -α-rhamnosyl)-galactoside (keioside), 9 - isorhamnetin-3- O -β-(6″-O-α-rhamnosyl)-glucoside (narcissin), 10 - isorhamnetin-3- O -β-galactoside (cacticin), 11 - isorhamnetin-3- O -β-glucoside. Quercetin derivatives were predominant, followed by isorhamnetin and kaempferol ones. All flavonols, except 3 , have never been described in A. coriacea . Compound 10 was isolated only once in another species of the family. Compounds 8 and 9 are described for the first time in Annonaceae. The occurrence of flavonol derivatives as the main flavonoids could confirm that the family represents a basal evolutionary state.
- Subjects :
- chemistry.chemical_classification
biology
010405 organic chemistry
Stereochemistry
Glycoside
biology.organism_classification
01 natural sciences
Biochemistry
0104 chemical sciences
FITOQUÍMICA
010404 medicinal & biomolecular chemistry
chemistry.chemical_compound
Flavonols
chemistry
Annonaceae
Annona coriacea
Kaempferol
Quercetin
Annona
Ecology, Evolution, Behavior and Systematics
Isorhamnetin
Subjects
Details
- Database :
- OpenAIRE
- Journal :
- Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual), Universidade de São Paulo (USP), instacron:USP
- Accession number :
- edsair.doi.dedup.....a2123a825000426e4f6b75e332620dba