Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
Laboratory of Natural Products, Chulabhorn Research Institute, Kamphaeng Phet 6 Road, Laksi, Bangkok 10210, Thailand.
Fitoterapia. 2019 Sep;137:104182. doi: 10.1016/j.fitote.2019.104182. Epub 2019 May 28.
Three previously undescribed polyoxygenated cyclohexene derivatives named cherrevenol M (1), cherrevenol N (2), and cherrevenone (3), together with nine related known analogues 4-12 were isolated from the ethyl acetate fraction partitioned from the methanol extract of the aerial parts of Uvaria cherrevensis (Annonaceae). The determination of the structures and their relative configurations of the isolated compounds were established by spectroscopic techniques, electronic circular dichroism (ECD) analysis as well as comparison with the literature data. For cherrevenone (3), the relative and absolute configurations were also confirmed by using X-ray diffraction and ECD techniques, respectively. Compounds isolated except for compounds 8 and 10 were evaluated for their cytotoxic activity and cherrevenone (3) showed moderate cytotoxic activity against all cancerous cell lines except for ASK cell line with ED values ranging from 1.04 ± 0.13 to 10.09 ± 4.31 μM.
从 Uvaria cherrevensis（番荔枝科）的地上部分甲醇提取物的乙酸乙酯部分中分离出三种以前未描述的多氧化环己烯衍生物，分别命名为 cherrevenol M（1）、cherrevenol N（2）和 cherrevenone（3），以及九种相关的已知类似物 4-12。通过光谱技术、电子圆二色性（ECD）分析以及与文献数据的比较，确定了分离化合物的结构及其相对构型。对于 cherrevenone（3），还通过 X 射线衍射和 ECD 技术分别确定了其相对和绝对构型。除了化合物 8 和 10 之外，分离出的化合物均进行了细胞毒性活性评价，除了 ASK 细胞系外，cherrevenone（3）对所有癌细胞系均表现出中等的细胞毒性活性，ED 值范围为 1.04±0.13 至 10.09±4.31μM。
