从长筒石蒜鳞茎中分离得到的同型异黄酮及其潜在细胞毒性活性评价。
Homoisoflavonoids from the bulbs of Bellevalia longipes and an assessment of their potential cytotoxic activity.
机构信息
Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, Irbid, 22110, Jordan.
Department of Medicinal Chemistry and Pharmacognosy, Faculty of Pharmacy, Jordan University of Science and Technology, Irbid, 22110, Jordan.
出版信息
Phytochemistry. 2022 Nov;203:113343. doi: 10.1016/j.phytochem.2022.113343. Epub 2022 Aug 11.
Seven undescribed homoisoflavonoids were identified from the bulbs of Bellevalia longipes Post (Asparagaceae) as well as thirteen known and one natural homoisoflavonoid that had been reported as a synthetic product previously. A general approach for recognizing homoisoflavonoids via NMR spectroscopy data were presented. The undescribed compounds were: 8-dehydroxy-5-O-demethyl-6-hydroxyscillapersicone, 6-methoxyscillapersicone, 5-O-demethyl-6-methoxyscillapersicone, 8-O-methylscillapersicone, 4'-O-methylscillapersicone, 4',8-O,O-dimethylscillapersicone, 3'-O-methylscillapersicone, and 3-hydroxy-desmethylophiopogonanone A. Structures were determined based on analysis of HRMS and NMR data, while absolute configurations were assigned using ECD spectroscopy. Human cancer cell lines were used to assess the cytotoxic activities of the isolated compounds, where 3-dehydroxy-3'-hydroxyeucomol showed IC values of 0.62 μM, 5.36 μM, and 2.52 μM, when tested against MDA-MB-435 (melanoma), MDA-MB-231 (breast), and OVCAR3 (ovarian) cells, respectively.
从长叶贝母兰（天门冬科）的鳞茎中鉴定出 7 种未描述的异黄酮，以及 13 种已知和 1 种先前报道为合成产物的天然异黄酮。提出了一种通过 NMR 光谱数据识别异黄酮的一般方法。未描述的化合物为：8-去羟基-5-O-去甲基-6-羟基獐牙菜酮，6-甲氧基獐牙菜酮，5-O-去甲基-6-甲氧基獐牙菜酮，8-O-甲基獐牙菜酮，4'-O-甲基獐牙菜酮，4'，8-O,O-二甲基獐牙菜酮，3'-O-甲基獐牙菜酮和 3-去甲氧基-去甲基ophiopogonanone A。结构是基于 HRMS 和 NMR 数据分析确定的，而绝对构型则是使用 ECD 光谱法确定的。用人癌细胞系评估分离化合物的细胞毒性活性，其中 3-去羟基-3'-羟基eucomol 对 MDA-MB-435（黑色素瘤），MDA-MB-231（乳腺癌）和 OVCAR3（卵巢）细胞的 IC 值分别为 0.62 μM，5.36 μM 和 2.52 μM。
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