Flavonoids from Pseudotsuga menziesii

Abstract

1 Four O-acylated flavonol glycosides, new in the plant kingdom, were isolated from the needles of Pseudotsuga menziesii. Their structures were established by 1D and 2D NMR and MS data as: daglesioside I [kaempferol 3-O-[2’’,5’’-O-(4’’’,4IV-dihydroxy)-β- truxinoyl]-α-L-arabinofuranoside] (), daglesioside II [kaempferol 3-O-[2’’,5’’-O-(4’’’- hydroxy)-β-truxinoyl]-α-L-arabinofuranoside] (2), daglesioside III [kaempferol 3-O-[2’’,5’’- di-O-(E)-p-coumaroyl]-α-L-arabinofuranoside] (3), and daglesioside IV [kaempferol 3-O-[3’’,6’’-di-O-(E)-cinnamoyl]-β-D-glucopyranoside] (4). In addition, the known fl avonoids (E)-tiliroside, (E)-ditiliroside, astragalin (kaempferol 3-O-β-D-glucopyranoside), isorhamnetin, kaempferol, and quercetin were identifi ed. The cytotoxic activity of compounds 1 and 3 was evaluated towards the HL-60, HeLa, and MDA-MB468 cell lines.

UHPLC-ESI-QqTOF Analysis and In Vitro Rumen Fermentation for Exploiting Fagus sylvatica Leaf in Ruminant Diet

“…Finally, kaempferol di-p-coumaroylpentoside ( 66 ) showed the deprotonated molecular ion at m / z 709.1641 and TOF-MS/MS fragment ions at m / z 563.1244 (due to dehydrated p-coumaric acid), 423.1116 (coumaroylpentose-H 2 O), and 285.0416 (deprotonated kaempferol aglycone). Kaempferol 3-O-[2″,5″-di-O-(E)-p-coumaroyl]-α-L-arabinofuranoside was also isolated from Pseudotsuga menziesii [ 36 ]. Fatty acid derivatives, especially octadecanoids, accounted for the greater part of the tentatively identified compounds.…”

A new δ-tocotrienolic acid derivative and other constituents from the cones of Cedrus atlantica and their in vitro antimicrobial activity

“…Compounds 1-21 were isolated from hydromethanolic extract of the cones of C. atlantica by successive chromatographic separation, including Vaccum Liquid Chromatography, flash chromatography and semi-prep HPLC. The known compounds 3-21 have been identified as: two tocotrienol derivatives, γ-tocotrienolic acid (= γ-garcinoic acid) (3) (Alsabil et al, 2016) δ-(E)deoxy-amplexichromanol (4) (Lavaud et al, 2015), two flavonoids: daglesioside IV (5) (Krauze-Baranowska et al, 2013), and (+) taxifolin (6) (Agrawal et al, 1981), three neolignans: ent-cedrusin (7) (Agrawal et al, 1980, Kim et al, 2013, isomassonianoside B (8) ( He et al, 2011, Kim et al, 2013, and (7R, 8S) dihydrodehydrodiconiferyl alcohol (9) (Miyase et al, 1989), and twelve abietane diterpenoids: pomiferin A (10) (Fraga et al, 1994, Yang et al, 2010 ( Barrero et al, 1992, Yang et al, 2010), 7-oxodehydroabietinol (12) (Tannaka et al, 1997Gonza´lez et al, 2010), abiesadine F (13), abiesadine L ( 14), abiesadine R (15), abiesadine Q (16) (Yang et al, 2010), dehydroabietic acid (17) (Cheung et al, 1993), 12hydroxydehydroabietic acid (18) (Kinouchi et al, 2000), 7α,15-dihydroxydehydroabietic acid (19) (Prinz et al, 2002), 7-oxodehydroabietic acid (20) (Yang et al, 2010), and 8,11,13abietatriene-7α-ol (21) (Conner et al 1980). Among them, three abietane diterpenes (10)(11)(12) were previously isolated from the n-hexane extracts of the cones of C. atlantica with dehydroabietic acid (17) isolated from the cone and resin of C. atlantica (Nam et al, 2011, Norin et al, 1971, C. deodara Loud (Ohmoto et al, 1989), andC.…”

Metabolite and Bioactive Compounds Profiling of Meteora Sea Buckthorn Berries through High-Resolution NMR Analysis

“…Flavonoids as bioactive compounds are found in plants and are well known for their similar structure [23,24]. They can be found in the aglycone or/and in the glycoside form, as esterified flavonoid glycosides or o-methylated flavonols such as isorhamnetin [25][26][27][28]. Analysis of the whole SB berry profile, according to Liu et al [10], showed that the main flavonoids in its composition are kaempferol, quercetin and isorhamnetin [26,[29][30][31].…”