红树林耐酸真菌Aspergillussp.OUCMDZ-1914次生代谢产物研究
收稿日期: 2015-04-07
修回日期: 2015-05-06
网络出版日期: 2015-05-14
基金资助
国家自然科学基金(Nos. 81373298 & 21172204)、高科技发展计划(Nos. 2013AA092901 & 2012AA092104)以及国家自然科学基金-山东联合资助海洋研究中心(No. U1406402)资助项目.
Bioactive Natural Products of Aspergillus sp. OUCMDZ-1914, an Aciduric Fungus from the Mangrove Soils
Received date: 2015-04-07
Revised date: 2015-05-06
Online published: 2015-05-14
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 81373298 & 21172204), the National High-Tech R&D Program of China (Nos. 2013AA092901 & 2012AA092104), and the NSFC-Shandong Joint Fund for Marine Science Research Centers (No. U1406402).
为获得活性微生物代谢产物, 从海南文昌红树林根泥样品中分离筛选到耐酸真菌Aspergillus sp. OUCMDZ-1914, 通过酸性条件发酵培养, 发酵产物经过硅胶柱色谱、凝胶柱色谱和半制备高效液相色谱进行分离纯化, 运用NMR、MS、UV、IR、X射线单晶衍射等手段鉴定了9个化合物的化学结构, 即: (2Z,3E,5E,7E,9E)-4,10-二甲基-11-[3-(2,5-二氧亚基四氢吡咯)基]-2-(2-羟基乙亚基)-11-氧亚基-3,5,7,9-十一碳四烯酸甲酯(1)、RKB-3384A (2)、JBIR-74 (3)、JBIR-75 (4)、secalonic acid D (5)、oxaline (6)、meleagrin (7)、okaramine H (8)、citreorosein (9), 其中1为新化合物. 活性测试表明化合物2对甲型流感病毒H1N1的抑制活性与阳性药利巴韦林相当, IC50为116.2 μmol/L; 化合物5对A549、MCF-7和K562细胞株表现出较好的抑制活性, IC50分别0.23, 4.45和3.68 μmol/L; 化合物6具有α-糖苷酶抑制活性, IC50为0.84 mmol/L, 与阳性药阿卡波糖相当.
林亚伟 , 王立平 , 王乂 , 王伟 , 郝杰杰 , 朱伟明 . 红树林耐酸真菌Aspergillussp.OUCMDZ-1914次生代谢产物研究[J]. 有机化学, 2015 , 35(9) : 1955 -1960 . DOI: 10.6023/cjoc201504007
In order to investigate bioactive metabolites from aciduric fungi, Aspergillus sp. OUCMDZ-1914 was isolated from the mangrove soil in Wenchang Hainan, China. The strain was fermented under low pH and the products were extracted and the extract was purified by column chromatography over silica gel, Sephadex LH-20 and semi-preparative HPLC. The structures were identified by means of NMR, MS, UV, IR and X-ray single crystal diffraction. As a results, a new compound, methyl (2Z,3E,5E,7E,9E)-4,10-dimethyl-11-(2,5-dioxopyrrolidin-3-yl)-2-(2-hydroxyethylidene)-11-oxoundeca-3,5,7,9-tetraenoate (1), along with eight known ones, RKB-3384A (2), JBIR-74 (3), JBIR-75 (4), secalonic acid D (5), oxaline (6), meleagrin (7), okaramine H (8) and citreorosein (9), was obtained. Compound 2 showed H1N1 influenza virus inhibition with an IC50 value of 116.2 μmol/L. Compound 5 showed cytotoxicities against A549, MCF-7 and K562 cell lines with the IC50 values of 0.23, 4.45 and 3.68 μmol/L respectively. Compound 6 showed α-glucosidase inhibition with an IC50 value of 0.84 mmol/L.
Key words： mangrove fungi; natural products; bioactivities
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