New Glycosides from Capsicum annuum L. Var. acuminatum. Isolation, Structure Determination, and Biological Activity

Investigation of polar extracts from ripe fruits of Capsicum annuum L. var. acuminatum yielded three new glycosides, capsosides A (1) and B (2) and capsianoside VII (3), along with seven known compounds (4−10). The chemical structures were elucidated mainly by extensive nuclear magnetic resonance methods and mass spectrometry, and the biological activities of icariside E5 (4) were tested by different assays. Icariside E5, in contrast to capsaicin, neither induces an increase in the intracellular levels of reactive oxygen species nor affects the mitochondria permeability transition, and it does not signal through the vanilloid receptor type 1. Interestingly, this compound protects Jurkat cells from apoptosis induced by the oxidative stress mediated by serum withdrawal. These results suggest that icariside E5 may have antioxidant properties that strengthen the importance of peppers in the Mediterranean diet. Keywords: Capsicum annuum L.; Solanaceae; red pepper; glycosides; ROS; vanilloid receptor 1; apoptosis