Liu Yang, Li Xiao-Ming, Meng Ling-Hong, Jiang Wen-Li, Xu Gang-Ming, Huang Cai-Guo, Wang Bin-Gui
†Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, People's Republic of China.
‡University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing 100049, People's Republic of China.
J Nat Prod. 2015 Jun 26;78(6):1294-9. doi: 10.1021/acs.jnatprod.5b00102. Epub 2015 Jun 3.
Chemical investigation of the marine-sponge-derived fungus Penicillium adametzioides AS-53 resulted in the identification of two new bisthiodiketopiperazine derivatives, adametizines A (1) and B (2), from cultivation in a liquid potato-dextrose broth (PDB) culture medium, whereas two new acorane sesquiterpenes, adametacorenols A (3) and B (4), were isolated from a rice solid culture medium. The structures of these compounds were elucidated on the basis of spectroscopic analysis. The absolute configuration of compound 1 was determined by X-ray crystallographic analysis, and that of 3 was determined by modified Mosher's method. Compound 1 exhibited lethality against brine shrimp (Artemia salina) with an LD50 value of 4.8 μM and inhibitory activities against Staphyloccocus aureus, Aeromonas hydrophilia, Vibrio spp. V. harveyi and V. parahaemolyticus, and Gaeumannomyces graminis with minimum inhibitory concentration values of 8, 8, 32, 8, and 16 μg/mL, respectively. Chlorination at C-7 significantly increased the brine shrimp lethality and antimicrobial activity of the bisthiodiketopiperazines.
对源自海洋海绵的真菌亚当茨青霉AS-53进行化学研究，结果从在液体马铃薯葡萄糖肉汤（PDB）培养基中培养物中鉴定出两种新的双硫代二酮哌嗪衍生物，即亚当茨嗪A（1）和B（2），而从大米固体培养基中分离出两种新的菖蒲烷倍半萜，亚当塔考醇A（3）和B（4）。这些化合物的结构通过光谱分析得以阐明。化合物1的绝对构型通过X射线晶体学分析确定，化合物3的绝对构型通过改良的莫舍尔方法确定。化合物1对卤虫（Artemia salina）表现出致死性，LD50值为4.8 μM，对金黄色葡萄球菌、嗜水气单胞菌、弧菌属、哈维氏弧菌、副溶血性弧菌和禾顶囊壳菌具有抑制活性，最低抑菌浓度值分别为8、8、32、8和16 μg/mL。在C-7位氯化显著提高了双硫代二酮哌嗪的卤虫致死性和抗菌活性。
