Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
School of Pharmacy, Fujian University of Traditional Chinese Medicine, 1 Qiuyang Road, Fuzhou 350122, China.
Fitoterapia. 2018 Jun;127:362-366. doi: 10.1016/j.fitote.2018.04.004. Epub 2018 Apr 4.
Chemical investigation on the solid rice culture of Trichoderma atroviride S361, an endophyte isolated from Cephalotaxus fortunei, has afforded a pair of novel N-furanone amide enantiomers, (-)-trichodermadione A (1a) and (+)-trichodermadione A (1b), and a new cyclohexenone sesquiterpenoid, trichodermadione B (2), together with six known secondary metabolites. Chiral separation of compound 1 was successfully performed on a Lux Cellulose-2 column. Their structures were elucidated by detailed spectroscopic analyses on the basis of NMR, HRMS, and ECD data, and the absolute configurations of the new compounds were determined by computational analyses of their electronic circular dichroism (ECD) spectra and Snatzke's method. Compounds 1a, 1b and 2 were also evaluated for their cytotoxicity against DU145 and PC3 cell lines, as well as inhibitory effects against the production of NO in LPS-stimulated RAW264.7 cells.
从红豆杉内生真菌密粘褶菌(Trichoderma atroviride)S361 的固体大米培养物中进行化学研究,得到了一对新型 N-呋喃酮酰胺对映体(-)- Trichodermadione A(1a)和(+)- Trichodermadione A(1b),以及一个新的环己烯酮倍半萜类化合物 Trichodermadione B(2),此外还有六个已知的次级代谢产物。化合物 1 通过 Lux Cellulose-2 柱成功进行了手性分离。根据 NMR、HRMS 和 ECD 数据的详细光谱分析,阐明了它们的结构,通过对其电子圆二色性(ECD)光谱和 Snatzke 方法的计算分析,确定了新化合物的绝对构型。还评估了 1a、1b 和 2 对 DU145 和 PC3 细胞系的细胞毒性以及对 LPS 刺激的 RAW264.7 细胞中 NO 产生的抑制作用。