ABSTRACT
Soft corals of the genus Sinularia are widely distributed in the South China Sea. Two new lipid analogues (Z)-N-(3,4-dihydroxyphenethyl)-3-methyldo-dec-2-enamide (1) and (E)-1-(2,5-dihydroxy-4-methylphenyl)-6-acetoxy-2,3,7-trihydroxy-3,7,11,15-tetramethylhexadeca-11,14-dien (2), together with three known compounds (3-5) were isolated from the soft coral Sinularia flexibilis. Their structures were elucidated on the basis of extensive spectroscopic analysis, including one and two-dimensional NMR, MS, IR, UV, as well as by comparison with published data.
Subject(s)
Anthozoa/chemistry , Lipids/chemistry , Animals , China , Lipids/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Structure , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, UltravioletABSTRACT
Using bioactive compounds 7-hydroxy flavone, salicylaldehyde, cinnamic acid and 4-amino-5- mercapto-1,2,4-triazoles as starting materials, three new types of flavone derivatives containing 1,2,4-triazole structure were synthesized via different step reactions. These new compounds were characterized by 1IHNMR, ESI-MS, IR and elemental analysis. Their scavenging effects on the superoxide radical (O2·-), hydroxyl radical (·OH), DPPH · radical and their total reduction activities were tested. The results showed that all of the compounds possessed some antioxidative activity at the concentration of 0.5 mg · mL(-1), but the scavenging ability of the target compounds was lower than that of the standard compound Vc.
Subject(s)
Flavones/chemistry , Flavones/chemical synthesis , Free Radical Scavengers/chemistry , Cinnamates/chemistry , Flavonoids/chemistry , Free Radical Scavengers/chemical synthesis , Triazoles/chemistryABSTRACT
Alkannin derivatives (3-19) were prepared through the reaction of beta,beta-dimethylacrylalkannin (1), the most abundant isohexenylnaphthazarin isolated from the roots of Arnebia euchroma, with different types of nucleophiles such as amines and thiols in the absence or presence of a reducing agent. The cytotoxicities of 1-8, 10-14 and 19 against four human carcinoma cell line (GLC-82, CNE2, Bel-7402, K-562) were found to be markedly higher than that of the naturally occurring beta,beta-dimethylacrylalkannin (1) and acetylalkannin (2). This study also shed light on the understanding of the biological activities in terms of the chemical reactivity of alkannins.