Department of Pharmacognosy, Faculty of Pharmacy, Istanbul University, Istanbul, 34116, Türkiye.
Department of Pharmacognosy, Faculty of Pharmacy, Karadeniz Technical University, Trabzon, Türkiye.
Chem Biodivers. 2023 Mar;20(3):e202201058. doi: 10.1002/cbdv.202201058. Epub 2023 Mar 3.
This study is the first chemical investigation of Ferula mervynii M. Sağıroğlu & H. Duman, an endemic species to Eastern Anatolia. The isolations of nine compounds including six previously undescribed sesquiterpene esters, 8-trans-cinnamoyltovarol (1), 8-trans-cinnamoylantakyatriol (3), 6-acetyl-8-trans-cinnamoyl-3-epi-antakyatriol (5), 6-acetyl-8-trans-cinnamoylshiromodiol (6), 6-acetyl-8-trans-cinnamoylfermedurone (7), and 6-acetyl-8-trans-cinnamoyl-(1S),2-epoxyfermedurone (8), were described along with three known sesquiterpene esters, 6-acetyl-8-benzoyltovarol (2), 6-acetyl-8-trans-cinnamoylantakyatriol (4), and ferutinin (9). The structures of novel compounds were elucidated through extensive spectroscopic analyses and quantum chemistry calculations. The putative biosynthetic pathways for compounds 7 and 8 were discussed. The extracts and isolated compounds were tested for cytotoxic activity against the COLO 205, K-562, MCF-7 cancer cell lines, and Human Umbilical Vein Endothelial Cell (HUVEC) lines using MTT assay. Compound 4 showed the highest activity against the MCF-7 cell lines with an IC value of 16.74±0.21 μM.
本研究首次对仅分布于东安纳托利亚的特有种 Ferula mervynii M. Sağıroğlu & H. Duman 进行了化学研究。从该植物中共分离得到 9 个化合物，包括 6 个以前从未报道过的倍半萜酯类化合物，分别为 8-反式肉桂酰基托瓦醇（1）、8-反式肉桂酰基塔卡三醇（3）、6-乙酰基-8-反式肉桂酰基-3-表-安托尼三醇（5）、6-乙酰基-8-反式肉桂酰基雪罗莫迪醇（6）、6-乙酰基-8-反式肉桂酰基费鲁杜酮（7）和 6-乙酰基-8-反式肉桂酰基-（1S），2-环氧费鲁杜酮（8），此外还分离得到 3 个已知的倍半萜酯类化合物，分别为 6-乙酰基-8-苯甲酰基托瓦醇（2）、6-乙酰基-8-反式肉桂酰基塔卡三醇（4）和费鲁汀（9）。通过广泛的光谱分析和量子化学计算确定了新化合物的结构。讨论了化合物 7 和 8 的可能生物合成途径。对提取物和分离得到的化合物进行了细胞毒性测试，采用 MTT 法检测其对 COLO 205、K-562、MCF-7 癌细胞系和人脐静脉内皮细胞（HUVEC）的抑制活性。化合物 4 对 MCF-7 细胞系的活性最高，IC 值为 16.74±0.21 μM。
