Vaccinium myrtillusfruit (bilberry) is well known for its high richness in anthocyanins,which may be responsible for its preventive effects on several oxidative and carbonyl stress-relatedpathologies. However, limited data are available regarding the antioxidant and antiglycativecontributions of its constituents. Spectrometric analyses were performed to evaluate anthocyanincontent, radical scavenging and antiglycative properties of an anthocyanin-rich extract from bilberries.Additionally, original DPPH and methylglyoxal pre-column HPLC methods were instigated to allowstraightforward identification of the main contributors to radical and carbonyl trapping effects.Finally, representative pure anthocyanins were evaluated using classical DPPH and antiglycationassays. Delphinidin, petunidin and cyanidin glycosides were identified as the most effective radicalscavenging constituents in both HPLC and spectrometric DPPH evaluations. Potent antiglycativeactivities were also assessed for cyanidin, delphinidin and petunidin glucosides as attested by theirrespective IC50values of 114.2±7.8, 130.5±2.8, and 132.4±3.7μM. Interestingly, methylglyoxalspiking evaluation demonstrated that all bilberry anthocyanins exerted noticeable and comparableα-dicarbonyl trapping effects. Anthocyanins can be regarded as potent antiglycoxidant agents thatmight account for some health benefits of bilberries consumption. Besides, significant differences intheir contributions were successfully highlighted by the employed pre-column HPLC assays.