Ocean College, Zhejiang University, Hangzhou, 310058, China.
Department of Applied Chemistry, Zhejiang Gongshang University, Hangzhou, 310018, China.
Mar Biotechnol (NY). 2017 Oct;19(5):469-479. doi: 10.1007/s10126-017-9765-5. Epub 2017 Jul 11.
Five new compounds were isolated from Penicillium sp. Y-5-2 including an austin derivative 4, four isocoumarins 9, 11, 12, and 13, together with two known isocoumarins 8 and 10, and six known austin derivatives 1, 2, 3, 5, 6, and 7 and one phenol 14. Their structures and relative configurations were established by spectroscopic means. The absolute configurations of 4, 11, and 13 were defined mainly by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. The cyclization of the pentan-2-ol pendant at C-3 in compound 13 allowed the assignment of a new 2,3,4,4a,6,10b-hexahydro-1H-benzo[c]chromene isocoumarin skeleton. New compounds 9, 11, and 13 revealed inhibitory activities against E. coli at MIC values around 32 μg/mL. The known compound 14 showed potent antibiotic activity against Staphylococcus aureus and Bacillus subtilis with MIC values 8 and 2 μg/mL, respectively, with no cytotoxicity when tested in vitro. A rapid and efficient technique for selecting antibiotic fungal strain among eight marine-derived fungi was also described.
从 Penicillium sp. Y-5-2 中分离得到了 5 种新化合物，包括一个 austin 衍生物 4、4 个异香豆素 9、11、12 和 13，以及 2 个已知的异香豆素 8 和 10，和 6 个已知的 austin 衍生物 1、2、3、5、6 和 7 以及一个酚 14。通过光谱学方法确定了它们的结构和相对构型。通过比较量子化学 TDDFT 计算和实验 ECD 光谱，主要确定了 4、11 和 13 的绝对构型。化合物 13 中 C-3 上戊烷-2-醇侧链的环化允许分配一个新的 2,3,4,4a,6,10b-六氢-1H-苯并[c]色烯异香豆素骨架。新化合物 9、11 和 13 在 MIC 值约为 32μg/mL 时显示出对大肠杆菌的抑制活性。已知化合物 14 对金黄色葡萄球菌和枯草芽孢杆菌表现出很强的抗生素活性，MIC 值分别为 8 和 2μg/mL，体外测试时无细胞毒性。还描述了一种在 8 种海洋来源真菌中筛选抗生素真菌菌株的快速有效的技术。
