Yurchenko Anton N, Smetanina Olga F, Ivanets Elena V, Kalinovsky Anatoly I, Khudyakova Yuliya V, Kirichuk Natalya N, Popov Roman S, Bokemeyer Carsten, von Amsberg Gunhild, Chingizova Ekaterina A, Afiyatullov Shamil Sh, Dyshlovoy Sergey A
G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, Russia.
School of Natural Science, Far Eastern Federal University, Sukhanova St., 8, Vladivostok 690000, Russia.
Mar Drugs. 2016 Jun 27;14(7):122. doi: 10.3390/md14070122.
Three new epidithiodiketopiperazines pretrichodermamides D-F (1-3), together with the known N-methylpretrichodermamide B (4) and pretrichodermamide С (5), were isolated from the lipophilic extract of the marine algae-derived fungus Penicillium sp. KMM 4672. The structures of compounds 1-5 were determined based on spectroscopic methods. The absolute configuration of pretrichodermamide D (1) was established by a combination of modified Mosher's method, NOESY data, and biogenetic considerations. N-Methylpretrichodermamide B (5) showed strong cytotoxicity against 22Rv1 human prostate cancer cells resistant to androgen receptor targeted therapies.
从海洋藻类来源的青霉菌Penicillium sp. KMM 4672的亲脂性提取物中分离出三种新的环(二硫代二酮哌嗪)前木霉酰胺D - F(1 - 3)，以及已知的N - 甲基前木霉酰胺B(4)和前木霉酰胺C(5)。基于光谱方法确定了化合物1 - 5的结构。通过改良的莫舍尔方法、核Overhauser效应光谱(NOESY)数据和生源学考虑相结合的方式确定了前木霉酰胺D(1)的绝对构型。N - 甲基前木霉酰胺B(5)对抵抗雄激素受体靶向治疗的22Rv1人前列腺癌细胞表现出强烈的细胞毒性。
