Department of Organic Chemistry, Faculty of Sciences, University Autónoma of Madrid. Cantoblanco, 28049, Madrid, Spain; Department of Pharmacology, Pharmacognosy and Botany, Faculty of Pharmacy, University Complutense of Madrid. Ciudad Universitaria s/n, 28040, Madrid, Spain.
Department of Organic Chemistry, Faculty of Sciences, University Autónoma of Madrid. Cantoblanco, 28049, Madrid, Spain.
Phytochemistry. 2020 Sep;177:112435. doi: 10.1016/j.phytochem.2020.112435. Epub 2020 Jun 17.
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 IC values ranging from 27.45 ± 0.80 to 31.07 ± 0.87 μM. 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 IC values between 1.26 ± 0.57 μM and 1.37 ± 0.09 μM 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).
首次从玻利维亚拉巴斯省因加维省的 Titicani-Taca 采集的黑块茎中分离并鉴定出两种生物碱。通过广泛的 NMR 和 MS 光谱分析阐明了它们的结构。对分离得到的化合物进行了细胞毒性和促凋亡能力评估，以测试其对四种人类癌细胞系的作用。2-苄基-3-硫代六氢吡咯并[1,2-c]咪唑-1-酮（1）对所有测试的癌细胞系均显示出轻微的细胞毒性活性，IC 值范围为 27.45±0.80 至 31.07±0.87μM。此外，N-（4-乙酰基-5-甲基-5-苯基-4,5-二氢-1,3,4-噻二唑-2-基）乙酰胺（2）对所有测试的人类癌细胞系均表现出显著的抗癌潜力，IC 值在 1.26±0.57μM 至 1.37±0.09μM 之间。用这些化合物处理肿瘤细胞系会导致这些细胞的凋亡率增加，观察到化合物 2 表现出的凋亡作用是对照（米托蒽醌）的两倍。
