Alkaloids isolated from Tropaeolum tuberosum with cytotoxic activity and apoptotic capacity in tumour cell lines. (September 2020)

• Record Type: Journal Article
• Authors: Apaza Ticona, Luis; Arnanz Sebastián, Julia; Serban, Andreea Madalina; Rumbero Sánchez, Ángel
• Is Part Of: Phytochemistry. Volume 177(2020)
• Publication Date: 2020-09
• Subjects: Tropaeolum tuberosum -- Tropaeolaceae -- Cytotoxicity -- Apoptosis -- Alkaloids; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2020.112435
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Two alkaloids were isolated and identified for the first time in the black tubers of Tropaeolum tuberosum, collected from the Titicani-Taca, Ingavi province in La Paz, Bolivia. Their structures were elucidated by extensive NMR and MS spectroscopic analyses. The isolated compounds were evaluated for their cytotoxicity and apoptotic capacity against four human cancer cell lines. 2-Benzyl-3-thioxohexahydropyrrolo[1, 2-c]imidazole-1-one (1 ) showed slight cytotoxic activity against all the cancer cell lines which were tested, with IC50 values ranging from 27.45 ± 0.80 to 31.07 ± 0.87 μ M. Moreover, N -(4-acetyl-5-methyl-5-phenyl-4, 5-dihydro-1, 3, 4-thiadiazol-2-yl) acetamide (2 ) showed significant anti-cancer potential, with IC50 values between 1.26 ± 0.57 μ M and 1.37 ± 0.09 μ M against all human cancer cell lines which were tested. Treatment of tumour cell lines with the compounds caused an increase in the apoptotic rate of these cells, observing that compound 2 presented an apoptotic effect which was double with respect to the control (Dimethylenastron). Graphical abstract: Isolated T. tuberosum compounds interact on the DNA chain. Image 1 Highlights: Isolation of compounds from T. tuberosum with apoptotic capacity in tumour cells.