EPR studies of O(2)(*-), OH, and (1)O(2) scavenging and prevention of glutathione depletion in fibroblast cells by cyanidin-3-rhamnoglucoside isolated from fig (Ficus carica L.) fruits.

Cyanidin-3-rhamnoglucoside (C3R) is the major anthocyanin in fresh fig fruits. In this study, the free radical scavenging potential of C3R was evaluated in vitro using several free radical generators. This naturally occurring anthocyanin was superior to other tested natural antioxidants in scavenging ABTS(*+). Electron paramagnetic resonance served to determine the scavenging properties of C3R toward superoxide radical anion (O(2)(*-)), hydroxyl radical ((*)OH), and singlet radical ((1)O(2)). The protection of NIH-3T3 fibroblast cells was then tested as the inhibition of reactive oxygen species (ROS) formation in a dose-dependent manner. It was further demonstrated that treatment with C3R elevates the reduced glutathione (GSH) concentration and the redox ratio (GSH/GSSG) in fibroblast cells in a dose-dependent manner. Moreover, C3R reduced the induction of ROS by butathionine sulfoximine (BSO) and elevated the redox ratio. Thus, it is suggested that C3R in fresh fig fruits is a potent scavenger and may influence endogenous antioxidant systems of consumers.

Protection of fibroblasts (NIH-3T3) against oxidative damage by cyanidin-3-rhamnoglucoside isolated from fig fruits (Ficus carica L.).

Anthocyanins, plant secondary metabolites, have been recognized for their health-promoting properties when consumed by humans. In this study, the antioxidant properties of a major anthocyanin in fresh fig fruits, cyanidin-3-rhamnoglucoside (C3R), were evaluated by various assays in vitro and correlated with the protection afforded by C3R to cultured NIH-3T3 fibroblast cells. C3R inhibited lipid peroxidation from producing peroxy radicals (ROO(*)) and MDA in a dose-dependent manner, and a high calculated stoichiometric coefficient [n] for peroxy radicals was demonstrated. In addition to its scavenging of reactive oxygen species (ROS), C3R showed a strong chelating activity toward the Fe(2+) ion. Finally, pretreatment with C3R inhibited proapoptotic processes that were initiated by the oxidation of lysosome membranes in fibroblast cells. The high antioxidant potential, with several modes of action of purified C3R, may contribute to health benefits gained by the consumption of fresh fig fruits.

Antioxidant activities and anthocyanin content of fresh fruits of common fig (Ficus carica L.).

Fig fruit has been a typical component in the health-promoting Mediterranean diet for millennia. To study the potential health-promoting constituents of fig fruits, six commercial fig varieties differing in color (black, red, yellow, and green) were analyzed for total polyphenols, total flavonoids, antioxidant capacity, and amount and profile of anthocyanins. Using reversed-phase liquid chromatography (RP-LC), various concentrations of anthocyanins but a similar profile was found in all varieties studied. Hydrolysis revealed cyanidin as the major aglycon. Proton and carbon NMR confirmed cyanidin-3-O-rhamnoglucoside (cyanidin-3-O-rutinoside; C3R) as the main anthocyanin in all fruits. Color appearance of fig extract correlated well with total polyphenols, flavonoids, anthocyanins, and antioxidant capacity. Extracts of darker varieties showed higher contents of phytochemicals compared to lighter colored varieties. Fruit skins contributed most of the above phytochemicals and antioxidant activity compared to the fruit pulp. Antioxidant capacity correlated well with the amounts of polyphenols and anthocyanins (R2 = 0.985 and 0.992, respectively). In the dark-colored Mission and the red Brown-Turkey varieties, the anthocyanin fraction contributed 36 and 28% of the total antioxidant capacity, respectively. C3R contributed 92% of the total antioxidant capacity of the anthocyanin fraction. Fruits of the Mission variety contained the highest levels of polyphenols, flavonoids, and anthocyanins and exhibited the highest antioxidant capacity.