2株软珊瑚共附生曲霉属真菌EGF7-0-1和EGF15-0-3共培养中杂萜类成分研究  

Research on the meroterpenoids from the coculture of soft coralassociated fungi Aspergillus sp. EGF7-0-1 and EGF15-0-3

作　　者：蔡金旋 冯冉奇 韦霞 司徒美霞 王纪元 张翠仙[1] CAI Jin-xuan;FENG Ran-qi;WEI Xia;SITU Mei-xia;WANG Ji-yuan;ZHANG Cui-xian(School of Pharmaceutical Sciences,Guangzhou University of Chinese Medicine,Guangzhou 510006,China)

机构地区：[1]广州中医药大学中药学院,广东广州510006

出　　处：《中国海洋药物》2022年第4期19-26,共8页Chinese Journal of Marine Drugs

基　　金：广东省自然资源厅广东省海洋经济发展(海洋六大产业)专项资金(GDNRC[2020]039,GDNRC[2021]48);广东省科技计划(2017A020217008,2015A020216017);广东省大学生创新创业项目(S202010572208,S202110572092)资助。

摘　　要：目的 对从混合培养的海洋软珊瑚共附生真菌中获得的结构新颖、活性良好的杂萜类成分进行研究。方法采用大米培养基对2株软珊瑚共附生曲霉属真菌EGF7-0-1和EGF15-0-3进行共培养;根据杂萜类化合物的结构特征,在基于质谱的分子网络(GNPS)和薄层色谱(TLC)的共同指导下,运用多种柱色谱及高效液相色谱(HPLC)等方法对其杂萜类成分进行目标导向分离;通过核磁共振(NMR)、高分辨质谱(HRMS)和旋光(ORD)等技术及物理常数对照等手段对单体化合物进行结构鉴定;采用液相色谱质谱联用(LC-MS^(n))和GNPS技术分析比较获得的杂萜类成分在2株真菌共培养及EGF7-0-1单培养中的含量。结果 从2株海洋真菌Aspergillus sp. EGF7-0-1和EGF15-0-3共培养的大米培养基中共分离得到7个杂萜类化合物,结构分别为terretonin (1)、terretonin A (2)、terretonin D1 (3)、terretonin H (4)、terreustoxin E (5)、aperterpene N (6)和asperterpene J (7)。LC-MSn和GNPS分析结果表明共培养条件下杂萜类化合物更为丰富。结论 化合物1~7均为具6/6/6骈并骨架的3,5-二甲基苔色酸(DMOA)途径衍生而成的杂萜。与菌株EGF7-0-1单培养相比,2株真菌共培养可以诱导产生丰富的杂萜,为进一步新颖杂萜类化合物的挖掘提供支持数据。Objective To obtain novel and bioactive meroterpenoids from the coculture of soft coral-associated fungi Aspergillus sp. EGF7-0-1 and EGF15-0-3. Methods Two soft coral-associated fungi Aspergillus sp.EGF7-0-1 and EGF15-0-3 were cocultured on rice medium. Under the guidance of GNPS(Global Natural Products Social Molecular Networking) and TLC(Thin Layer Chromatography), meroterpenoids were separated by silica gel, ODS, Sephadex LH-20 column chromatography and HPLC(Semi-preparative High Performance Liquid Chromatography). Their structures were determined by NMR(Nuclear Magnetic Resonance),HRMS(High-Resolution Mass Spectrometry), ORD(Optical Rotatory Dispersion) and comparison with the literature data. The contents of meroterpenoids between coculture and single culture were analysised by LCMSn and GNPS. Results Seven meroterpenoids were isolated from coculture of EGF7-0-1 and EGF15-0-3 on rice medium, and identified as terretonin(1), terretonin A(2), terretonin D1(3), terretonin H(4), terreustoxin E(5), aperterpene N(6) and asperterpene J(7). Conclusion Compounds 1–7 were belonged to meroterpenoids with a 6/6/6 skeleton from the DMOA(3,5-dimethyl-orsellinic acid) biosynthetic pathway. The contents and types of meroterpenoids from coculture strategy were more abundant than the single culture of EGF7-0-1. So above all provided important clues for the further mining of novel meroterpenoids.

关 键 词：软珊瑚共附生真菌 Aspergillus sp.EGF7-0-1和EGF15-0-3 共培养 杂萜 

分 类 号：R931.77[医药卫生—生药学]