Six flavonoids, namely 6-methoxykaempferol (1), 6-methoxykaempferol 7-O-glucoside (2), kaempferol 7-O-glucoside (3), 6methoxyluteolin (4), patuletin 7-O-glucoside (5), and hispidulin 7-O-glucoside (6), were isolated from a n-butanolic fraction of Centaurea microcarpa Coss et Dur. flowers. This work describes for the first time the phytochemical composition of this endemic Algerian plant.
Chemical investigation of the leaves of Bupleurum lancifolium led to the isolation and identification of two triterpenoid saponins previously undescribed named 3-O-[α-L-rhamnopyranosyl (1 → 4)-β-D-glucopyranosyl] echinocystic acid 28-O-β-D-glucopyranosyl ester (1) and 3-O-[α-L-rhamnopyranosyl (1 → 4)-β-D-glucopyranosyl] oleanolic acid 28-O-β-D-glucopyranosyl ester (2) along with the two known compounds isorhamnetin 3-rutinoside (3) and rutin (4). Their structures were elucidated by different spectroscopic methods, including HRESIMS analysis as well as 1D and 2D NMR experiments.
Ranunculus is a large genus with a worldwide distribution. In Algeria it consist of about 55 genera and 130 species [1]. In continuation of our studies on Algerian medicinals plants [2, 3], we report here a phytochemical study of aerial parts of Ranunculus bulbosus [3]. This species was collected during the flowering phase in the Oued Seguin region east of Algeria in June 2006.Hexadecanoic acid (1), E-sitosterol (2), and anemonin (3) were isolated from the ethyl acetate extract. The structural elucidation was performed mainly by RX, MS, and 1D and 2D NMR spectral data.The dried and powdered aerial parts of R. bulbosus (350 g) were extracted three times with 70% MeOH at room temperature for 24 h. The MeOH extract was evaporated to dryness. The residue was dissolved in boiling water; after filtration, the filtrates were concentrated and re-extracted several times with EtOAc and n-BuOH, resulting in 2.3 g of the EtOAc and 7.3 g of the n-BuOH extracts, respectively. The solvents were evaporated, and the residual EtOAc and n-BuOH extracts were dissolved in small volumes of MeOH. The EtOAc phase (2.3 g) was fractionated on a silica gel chromatographic column eluting with n-hexane-EtOAc mixtures of increasing polarities to obtain ten fractions (A-G). Fractions A, B, and I were concentrated under reduced pressure to give three precipitates, which were filtered and washed with EtOAc and MeOH, yielding three crystalline compounds 1 (50 mg), 2 (35 mg), and 3 (65 mg).The structures of the pure compounds were improved using UV, 1 H NMR, 1 H-1 H COSY, 13 C-1 H HETCOR, 13 C-1 H COLOC, and MS and RX mass spectrometry.
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