School of Pharmacy , Sungkyunkwan University , Suwon 440-746 , Republic of Korea.
Agricultural Microbiology Division , National Institute of Agricultural Sciences (NAS), RDA , 166, Nongsaengmyeong-ro , Iseo-myeon, Wanju-gun, Jeollabuk-do 55365 , Republic of Korea.
J Nat Prod. 2019 Jan 25;82(1):122-128. doi: 10.1021/acs.jnatprod.8b00823. Epub 2018 Nov 20.
Three new macrocyclic trichothecenes (1-3) and five known related compounds (4-8) were isolated from the MeOH extract of a plate culture of the fungus Podostroma cornu-damae, a deadly poisonous mushroom. Miophytocen D (1) is a rearranged macrocyclic type D trichothecene, featuring a bicyclo-[6.5]dodecahydrocyclopenta[ b]chromene scaffold, and the structures of new compounds (1-3) were delineated by the combination of 1D and 2D NMR spectroscopic experiments and HRESIMS, modified Mosher's esterification, and quantum chemical ECD calculations. The isolated compounds (1-8) were evaluated for cytotoxicity against four human breast cancer cell lines (Bt549, HCC70, MDA-MB-231, and MDA-MB-468). Compounds 4, 6, and 8 exhibited significant cytotoxic effects against the breast cancer cell lines, with IC values in the range of 0.02-80 nM, which is stronger than doxorubicin, the positive control, and a structure-activity relationship was suggested.
从致命毒蘑菇角鳞灰伞的平板培养物的 MeOH 提取物中分离得到三个新的大环倍半萜烯（1-3）和五个已知的相关化合物（4-8）。Miophytocen D（1）是一种重排的大环型 D 倍半萜烯，具有双环-[6.5]十二氢化环戊[b]色烯骨架，新化合物（1-3）的结构通过 1D 和 2D NMR 光谱实验和 HRESIMS、改良的莫舍尔酯化以及量子化学 ECD 计算的组合来描绘。分离得到的化合物（1-8）对四种人乳腺癌细胞系（Bt549、HCC70、MDA-MB-231 和 MDA-MB-468）进行了细胞毒性评估。化合物 4、6 和 8 对乳腺癌细胞系表现出显著的细胞毒性作用，IC 值范围为 0.02-80 nM，比阳性对照阿霉素更强，提示了构效关系。
