State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.
Phytochemistry. 2022 Feb;194:113020. doi: 10.1016/j.phytochem.2021.113020. Epub 2021 Nov 24.
(+)/(-)-Diobolignans A-F, six pairs of enantiomeric obovatol dimeric neolignans, were isolated from the bark of Magnolia officinalis var. biloba. (+)/(-)-Diobolignans A to C possessed a dioxane ring between the benzene ring and the propyl side chain, while (+)/(-)-diobolignans D to F possessed a furan ring. Meanwhile, (+)/(-)-diobolignans B and C, as well as (+)/(-)-diobolignans E and F, were two epimeric pairs of enantiomers, respectively. Their structures were determined by extensive analyses of HRESIMS, UV, IR, NMR and electronic circular dichroism (ECD) calculations. The bioassay showed (+)-diobolignan A displayed cytotoxic activities against human cancer cell lines HGC27 and HT29 with the IC values of 9.43 and 9.45 μM, respectively. In addition, (-)-diobolignan A and (±)-diobolignan E showed neuroprotective effect on glutamic acid-induced cellular damage in SK-N-SH cell.
(+)/(-)-二羟苯并烷 A-F，六种对映体异钩藤二聚新木脂素，从厚朴树皮中分离得到。(+)/(-)-二羟苯并烷 A 到 C 在苯环和丙基侧链之间具有一个二氧六环，而(+)/(-)-二羟苯并烷 D 到 F 具有一个呋喃环。同时，(+)/(-)-二羟苯并烷 B 和 C 以及(+)/(-)-二羟苯并烷 E 和 F 分别是两个对映体的差向异构体对。通过对 HRESIMS、UV、IR、NMR 和电子圆二色性 (ECD) 计算的广泛分析，确定了它们的结构。生物测定表明，(+)-二羟苯并烷 A 对人癌细胞系 HGC27 和 HT29 表现出细胞毒性，IC 值分别为 9.43 和 9.45 μM。此外，(-)-二羟苯并烷 A 和(±)-二羟苯并烷 E 对谷氨酸诱导的 SK-N-SH 细胞损伤具有神经保护作用。
