Phytochemistry ( IF 3.2 ) Pub Date : 2022-12-05 , DOI: 10.1016/j.phytochem.2022.113545 Hai-Xin Zhang 1 , Jin-Guang Si 1 , Jing-Rong Li 2 , Meng Yu 1 , Ling-Ling Qin 1 , Chen-Xu Zhao 1 , Tao Zhang 1 , Zhong-Mei Zou 1
Fifteen undescribed eudesmane−type sesquiterpenes, named atramacronoids D−R, along with fourteen known analogues were isolated from the rhizomes of Atractylodes macrocephala. The structures of atramacronoids D−R were elucidated based on extensive spectroscopic data analysis, Snatzke's rule, electronic circular dichroism (ECD) calculations, and X-ray crystallographic analysis. Notably, of the undescribed isolates, atramacronoids D and E are the first example of eudesmanolactam−phenol and eudesmanolactam−ethyl hybrids obtained from plants, respectively. A pair of enantiomers, (+)- and (−)-atramacronoids F, were successfully resolved by chiral-phase HPLC. Atramacronoid D exhibited weak cytotoxicity against SGC-7901 cells. Atramacronoid E significantly promoted the proliferation of LPS-induced IEC-6 cells.
中文翻译:
白术根茎中的 Eudesmane 型倍半萜烯及其生物活性
从Atractylodes macrocephala的根茎中分离出 15 种未描述的 eudesmane 型倍半萜,命名为 atramacronoids D-R,以及 14 种已知的类似物。基于广泛的光谱数据分析、Snatzke 法则、电子圆二色性 (ECD) 计算和 X 射线晶体学分析,阐明了 atramacronoids D-R 的结构。值得注意的是,在未描述的分离物中,atramacronoids D 和 E 分别是从植物中获得的 eudesmanolactam-phenol 和 eudesmanolactam-ethyl 杂化物的第一个例子。一对对映体,(+)- 和 (-)-atramacronoids F,通过手性相 HPLC 成功分离。Atramacronoid D 对 SGC-7901 细胞表现出较弱的细胞毒性。Atramacronoid E 显着促进 LPS 诱导的 IEC-6 细胞的增殖。