New acylated flavonoid glycosides from flowers ofAerva javanica

Abstract

Chromatographic purification of ethyl acetate soluble fraction of the methanolic extract of the flowers of Aerva javanica yielded three new acylated flavone glycosides: kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-galactoside (1), kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(3″-E-p-coumaroyl)galactoside (2), and kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(4″-E-p-coumaroyl)galactoside (3), along with p-coumaric acid (4), caffeic acid (5), gallic acid (6), eicosanyl-trans-p-coumarate (7), hexadecyl ferulate (8), and hexacosyl ferulate (9). The compounds 1-9 were characterized using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) and in comparison with the reported data in the literature. Compound 1 showed weak inhibitory activity against enzymes, such as acetylcholinesterase, butyrylcholinesterase, and lipoxygenase with IC50 values 205.1, 304.1, and 212.3 μM, respectively, whereas compounds 2 and 3 were only weakly active against the enzyme acetylcholinesterase.

Antioxidant and anti-inflammatory activities of Aerva pseudotomentosa leaves

“…6)-glactoside], aervanone, isorhamnetin-3-O-b-[4 000 -p-coumaroyl-a-rhamnosyl(1 ! 6)galactoside], ecdysteroids, ascorbic acid, b-sitosterol, gallic acid, alkaloids, and terpenoids (Garg et al 1980;Saleh et al 1990;Mussadiq et al 2013;Saleem et al 2013). This evidence suggests that anti-inflammatory effect of APAE may be attributed to presence of rutin and other phenolic compounds and further strengthens the present findings.…”

Therapeutic efficacy of ethanolic extract ofAerva javanicaaerial parts in the amelioration of CCl4-induced hepatotoxicity and oxidative damage in rats

“…A phytochemical analysis of A. javanica has revealed the presence of polyphenols, terpenoids, flavonoids, and alkaloids ( 11 ). Notably, four new ecdysteroids, aervecdysteroid A–D ( 1 – 4 ), and three new acylated flavone glycosides have been isolated from the flowers ( 19 ). In addition, heptacosane (3-allyl-6-methoxyphenol) and pentacosane were identified as the major components of the A. javanica seed oil ( 20 ).…”

Pharmaceutical, Ethnopharmacological, Phytochemical and Synthetic Importance of Genus Aerva: A Review

“…In another report, 2.61 µg/mL of gallic acid was quantified by HPTLC in ethanolic root extract of A. lanata [108]. Gallic acid (78) was also found in the extract of A. javanica [93] along with 3-hydroxy-4 methoxybenzaldehyde 81 Aerva plants also produce other phenolic derivatives like chromones e.g., 2H-1-benzopyran-2-one (87), 5,7-dimethoxy coumarin (88), 5, 8-dihydroxy coumarin (89) 5,6,7-trimethoxy coumarin (90) and coumaranochromones i.e., aervin A-D (91-94 )are isolated from A. persica [109], 5-methylmellein (95) has been isolated from A. javanica [101] (Figure 11). known as the metabolites of A. javanica [112].…”

“…Other Phenolics: Methanolic extract of flowers of A. javanica yielded p-coumaric acid (71), caffeic acid (72), eicosanyl-trans-pcoumarate (73), hexadecyl ferulate (74) and hexacosyl ferulate (75) [93]. Ferulic acid (76), which is an important phytochemical has been known as the metabolite of A. lanata [2], Methyl grevillate (77) has been reported from A. persica [13] (Figure 9).…”