Maj Institute of Pharmacology, Polish Academy of Sciences, Smętna Street 12, 31-343 Kraków, Poland.
Department of Pharmacognosy, Collegium Medicum, Jagiellonian University, Medyczna Street 9, 30-688 Kraków, Poland.
Molecules. 2021 Nov 20;26(22):7013. doi: 10.3390/molecules26227013.
A. DC. (Primulaceae) is a plant species that has been frequently used by practitioners of the traditional ethnobotany knowledge from northern and central Vietnam. However, the chemical constituents of the plant remained unknown until recently. Chromatographic separation of a chloroform-soluble fraction of extract from leaves of led to the isolation of two new polyesterified ursane triterpenes (-) and two known apocarotenoids: (+)-dehydrovomifoliol () and (+)-vomifoliol (). The chemical structures of the undescribed triterpenoids were elucidated using 1D and 2D MNR and HRESIMS spectral data as 2,6,22-triacetoxy-11-(2-methylbutyryloxy)-urs-12-ene-3,20-diol () and 2,6,22-triacetoxy-urs-12-ene-3,11,20-triol (). The newly isolated triterpenoids were tested for their cytotoxic activity in vitro against two melanoma cell lines (HTB140 and A375), normal skin keratinocytes (HaCaT), two colon cancer cell lines (HT29 and Caco-2), two prostate cancer cell lines (DU145 and PC3) and normal prostate epithelial cells (PNT-2). Doxorubicin was used as a reference cytostatic drug. The 2,6,22-triacetoxy-11-(2-methylbutyryloxy)-urs-12-ene-3,20-diol demonstrated cytotoxic activity against prostate cancer cell lines (Du145-IC = 35.8 µg/mL, PC3-IC = 41.6 µg/mL), and at a concentration of 100 µg/mL reduced viability of normal prostate epithelium (PNT-2) cells by 41%.
A. DC.（Primulaceae）是一种植物物种，经常被越南北部和中部传统民族植物学知识的从业者使用。然而，直到最近，该植物的化学成分仍不清楚。从叶子的氯仿可溶部分的提取物中进行色谱分离导致了两种新的聚酯化 Ursane 三萜（(-)）和两种已知的类胡萝卜素：（+）-脱氢沃米福醇（()）和（+）-沃米福醇（()）的分离。未描述的三萜的化学结构是使用 1D 和 2D MNR 和 HRESIMS 光谱数据阐明的，作为 2,6,22-三乙酰氧基-11-（2-甲基丁酰氧基）-urs-12-烯-3,20-二醇（()）和 2,6,22-三乙酰氧基-urs-12-烯-3,11,20-三醇（()）。新分离的三萜在体外对两种黑色素瘤细胞系（HTB140 和 A375）、正常皮肤角质形成细胞（HaCaT）、两种结肠癌细胞系（HT29 和 Caco-2）、两种前列腺癌细胞系（Du145 和 PC3）和正常前列腺上皮细胞（PNT-2）进行了细胞毒性活性测试。阿霉素被用作参考细胞毒药物。2,6,22-三乙酰氧基-11-（2-甲基丁酰氧基）-urs-12-烯-3,20-二醇对前列腺癌细胞系（Du145-IC=35.8µg/mL，PC3-IC=41.6µg/mL）具有细胞毒性活性，并且在 100µg/mL 浓度下，正常前列腺上皮细胞（PNT-2）的活力降低了 41%。
