School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, China.
Research Center for Classic Chinese Medines & Health Herbal Products, Zhengzhou 450046, China.
Molecules. 2019 Jul 27;24(15):2736. doi: 10.3390/molecules24152736.
To obtain diterpene glycosides from an aqueous extract of the aerial parts of and further investigate their cytotoxicities, in this study, a total of seven compounds were isolated, including six -kaurane diterpene glycosides (-) and one diterpene aglycon (7). Among the seven -kaurane diterpenes obtained, four were novel compounds, including ent-7,20-epoxy- kaur-16-en-1α,6β,7β,15β-tetrahydroxyl-11-O-β-d-glucopyranoside (), -7,20-epoxy-kaur-16-en- 6,7,14,15-tetrahydroxyl-1---d-glucopyranoside (), -7,20-epoxy-kaur-16-en-6,7,15- trihydroxyl-1---d-glucopyranoside (), and -7,20-epoxy-kaur-16-en-7,11,14α,15-tetrahydr- oxyl-6---d-glucopyranoside (), and three were isolated from this plant for the first time (-7). Their structures were elucidated by utilizing spectroscopic methods and electronic circular dichroism analyses. Furthermore, the cytotoxicities of all seven compounds were investigated in four human cancer cell lines, including A2780, BGC-823, HCT-116, and HepG2. The IC values of these diterpenes ranged from 0.18 to 2.44 mM in the tested cell lines. In addition, the structure-cytotoxicity relationship of diterpene glycosides was also evaluated to study the effect of glycosylation on the cytotoxicity of diterpene compounds.
为从 地上部分的水提物中获得二萜糖苷，并进一步研究其细胞毒性，本研究共分离得到七种化合物，包括六种 -贝壳杉烷二萜糖苷（-）和一种二萜苷元（7）。在所获得的七种 -贝壳杉烷二萜中，有四个是新化合物，包括 ent-7,20-环氧-贝壳杉-16-烯-1α,6β,7β,15β-四羟基-11-O-β-D-吡喃葡萄糖苷（）、-7,20-环氧-贝壳杉-16-烯-6,7,14,15-四羟基-1-O-β-D-吡喃葡萄糖苷（）、-7,20-环氧-贝壳杉-16-烯-6,7,15-三羟基-1-O-β-D-吡喃葡萄糖苷（）和 -7,20-环氧-贝壳杉-16-烯-7,11,14α,15-四羟基-6-O-β-D-吡喃葡萄糖苷（），其中三个是从该植物中首次分离得到的（-7）。它们的结构通过光谱方法和电子圆二色性分析来阐明。此外，还研究了这七种化合物在四种人类癌细胞系（包括 A2780、BGC-823、HCT-116 和 HepG2）中的细胞毒性。这些二萜的 IC 值在测试的细胞系中范围为 0.18 至 2.44 mM。此外，还评估了二萜糖苷的结构-细胞毒性关系，以研究糖苷化对二萜化合物细胞毒性的影响。
