1-1-diphenyl-2-picrylhydrazyl and uvaol

Phytochemical study of the aerial parts of Cassiaitalica Mill. (family: Fabaceae) growing in Saudi Arabia afforded one new cycloartane triterpene, named (22E)-3-β-hydroxycycloart-22-en-24-one (2), together with eight known compounds: β-sitosterol (1), uvaol (3), daucosterol (4), methyl 3,4-dihydroxybenzoate (5), emodin (6), 4-hydroxypheny-O-β-D-glucopyranoside (7), aloin (8) and rutin (9). The structure of the isolated compounds was determined by physical, chemical and spectral data (UV, IR, MS, 1D ((1)H, (13)C and DEPT) and 2D ((1)H-(1)H COSY, HSQC and HMBC) NMR), as well as by comparing with authentic samples. Compounds 3-5 and 7-9 were isolated for the first time from the plant. Compound 2 was evaluated for its cytotoxic activity against the L5178Y and PC12 cell lines. The total methanolic extract and compounds 5-9 exhibited free radical-scavenging activity using DPPH assay.

Topics: Algorithms; Animals; Biphenyl Compounds; Cassia; Free Radical Scavengers; Humans; Hydroxybenzoates; Nuclear Magnetic Resonance, Biomolecular; PC12 Cells; Picrates; Rats; Saudi Arabia; Sitosterols; Triterpenes

Chemical investigation of extracts from the stems and leaves of Alchorneopsis floribunda Müll. Arg., collected in the Amazon region, was performed. The main isolated compounds were triterpenes (α-amyrin, β-amyrin, lupeol, betulin, betulinic acid, uvaol, erythrodiol and oleanolic acid) and phenolic acid derivatives from 4-hydroxybenzoic acid (gallic and protocatechuic acids and isocorilagin). In the germination assays, high inhibitory allelopathic effects of the extracts and isocorilagin were observed and 2,2-diphenyl-1-picrylhydrazyl radical scavenging activity of isocorilagin was higher than those of the standards used (Trolox and butylated hydroxyanisole). This is the first chemical study of the genus Alchorneopsis (Euphorbiaceae).

Topics: Antioxidants; Biphenyl Compounds; Euphorbiaceae; Oleanolic Acid; Phenols; Picrates; Terpenes; Triterpenes