Flavonol glycosides from whole cottonseed by-product

Cottonseeds are fed to high-producing dairy cows as a source of fat and highly-digestible fibre. Seven flavonol glycosides have been identified from whole cottonseed by-product. Their structures were established as quercetin 3-O-{β-d-apiofuranosyl-(1 → 2)-[α-l-rhamnopyranosyl-(1 → 6)]-β-d-glucopyranoside} (1), kaempferol 3-O-{β-d-apiofuranosyl-(1 → 2)-[α-l-rhamnopyranosyl-(1 → 6)]-β-d-glucopyranoside} (2), quercetin 3-O-[β-d-apiofuranosyl-(1 → 2)-β-d-glucopyranoside] (3), quercetin 3-O-β-d-glucopyranoside (4), kaempferol 3-O-[α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside] (5), quercetin 3-O-[α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside] (6), and kaempferol 3-O-α-l-rhamnopyranoside (7). Gallic acid (8) and 3,4-dihydroxybenzoic acid (9) were also found. All structures were elucidated by ESI-MS and NMR spectroscopic methods. Total polyphenols were assayed by the Folin–Ciocalteu method.