Citation: LING Huiping, CHEN Xiaoqing, XIE Shengnan, CHEN Yuejian, SHE Zhigang, LIN Yongcheng, TAO Yiwen. Dihydroisocoumarin Compounds from Endophytic Fungi of Rhizophora apiculata and Its Antibacterial Activity[J]. Chinese Journal of Applied Chemistry, ;2018, 35(6): 708-713. doi: 10.11944/j.issn.1000-0518.2018.06.170281 shu

Dihydroisocoumarin Compounds from Endophytic Fungi of Rhizophora apiculata and Its Antibacterial Activity

  • Corresponding author: TAO Yiwen, yywentao@aliyun.com
  • Received Date: 10 August 2017
    Revised Date: 8 November 2017
    Accepted Date: 29 November 2017

    Fund Project: the Natural Science Program of Guangdong Province 2016A030313588Supported by the Natural Science Program of Guangdong Province(No.2016A030313588), the Education Bureau Project of Guangzhou City(No.1201610155), the Projects of Guangdong Oceanic and Fishery Administration in 2017(No.A201701C07), the Open-Laboratory Project of Guangzhou Medical University in 2018the Projects of Guangdong Oceanic and Fishery Administration in 2017 A201701C07the Education Bureau Project of Guangzhou City 1201610155

Figures(2)

  • In order to study the secondary metabolites of dihydroisocoumarin compounds from mangrove endophytic fungi Fusarium sp. F67 and B42, the metabolites of strains F67 and B42 were isolated and purified by chromatographic techniques, and their structures were determined as follows:3, 6, 8-trihydroxy-3, 4, 5, 7-tetramethyl-3, 4-dihydroisocoumarin(sclerotinin A)(1), dihydrocitrinone(2), 5-methylmellein(3), 5-carboxymellein(4), 4-hydroxymellein(5) and mellein(6). Antibacterial activities of compounds 1~4 in 1.0 g/L show that the inhibitory zone against the tested strains ranges from 5.1 to 11.0 mm. Among them, compound 4 has the strongest antibacterial activities and the broadest bacteriostatic spectra. These results provide supplement to the research and development of new antibacterial drug.
  • 加载中
    1. [1]

      Park H, Perez C, Perry E. Activating and Attenuating the Amicoumacin Antibiotics[J]. Molecules, 2016,21(7)824. doi: 10.3390/molecules21070824

    2. [2]

      BI Yunmei, ZHAO Qianrong, A Fang. 3, 4-Dihydroisocoumarins from Secondary Metabolites of Microorganisms[J]. Yunnan Chem Technol, 2005(4):47-50.  

    3. [3]

      LOU Jie, LI Limei, WANG Yuede. A New Cytotoxic Isocoumarin from Endophytic Fungus Aspergillus versicolor[J]. China J Chinese Mater Med, 2016(1):92-95.  

    4. [4]

      WEI Meiyan, HU Guping, ZHENG Caijuan. Dihydroisocoumarin Derivatives of Mangrove Endophytic Fungus Microsphaeropsis sp. Isolated from the South China Sea[J]. Acta Sci Nat Univ Sunyatseni, 2010,49(2):92-95.

    5. [5]

      WANG Huijun, SHI Wensi, ZHU Huajie. A New Isocoumarin Compound from Marine-derived Fungus Hansfordia sinuosae[J]. Nat Prod Res Dev, 2016(2):179-181.

    6. [6]

      Santiago C, Lin S, Munro M H G. Polyketide and Benzopyran Compounds of an Endophytic Fungus Isolated from Cinnamomum Mollissimum:Biological Activity and Structure[J]. Asian Pac J Trop Biomed, 2014,4(8):627-632. doi: 10.12980/APJTB.4.2014APJTB-2014-0030

    7. [7]

      LI Ying, LI Jinjun, WANG Lu. Isolation and Structural Elucidation of the Antibacterial Metabolites Produced by Marine-Derived Aspergillus Strain F5[J]. Chinese J Antibiot, 2013,38(3):191-199.  

    8. [8]

      BI Yunmei, BAO Lei, BAO Wei. Studies on Antibacterial Activities of Secondary Metabolites from Fungus Cephalosporium sp.AL031[J]. J Chinese Med Mater, 2004,27(4):270-272.  

    9. [9]

      Macías-Rubalcava M L, Sánchez-Fernández R E. Secondary Metabolites of Endophytic Xylaria Species with Potential Applications in Medicine and Agriculture[J]. World J Microbiol Biotechnol, 2017,33(1)15. doi: 10.1007/s11274-016-2174-5

    10. [10]

      Tanaka A K, Sato C, Shibata Y. Growth Promoting Activities of Sclerotinin A and Its Analogs[J]. Agric Biol Chem, 1974,38(7):1311-1315. doi: 10.1080/00021369.1974.10861325

    11. [11]

      Tao Y W, Wang Y. 3, 6, 8-Trihydroxy-3, 4, 5, 7-tetramethyl-3, 4-dihydroisocoumarin[J]. Acta Cryst, 2011,E67O1675.

    12. [12]

      Xin Z H, Li T, Zhu T J. Isocoumarin Derivatives from the Sea Squirt-derived Fungus Penicillium stoloniferum QY2-10 and the Halotolerant Fungus Penicillium notatum B-52[J]. Arch Pharm, 2007,30(7):816-819. doi: 10.1007/BF02978830

    13. [13]

      Ardus J A, Gillman I G, Manderville R A. On the Role of Copper and Iron in DNA Cleavage by Ochratoxin A, Structure-Activity Relationships in Metal Binding and Copper-Mediated DNA Cleavage[J]. Can J Chem, 1998,76(6):907-918. doi: 10.1139/v98-088

    14. [14]

      Moore J. Production, Extraction, Characterization, Quantitation, and Biological Activity of Mellein, 4-Hydroxymellein, and Ochratoxin A from Aspergillus ochraceus[J]. J Nat Prod, 1971146.

    15. [15]

      Chinworrungsee M, Kittakoop P, Isaka M. Antimalarial Halorosellinic Acid from the Marine Fungus Halorosellinia oceanica[J]. Bioorg Med Chem Lett, 2001,11:1965-1969. doi: 10.1016/S0960-894X(01)00327-4

    16. [16]

      HU Liqing, SUN Dinghe, WANG Sheng. Feasibility study of Allicin Agar Disc Diffusion Combining Antimicrobial Susceptibility Testing[J]. Chinese J Health Lab Technol, 2017(6):767-770.  

    17. [17]

      DONG Haijiao. The Synthesis of Six Isocounmarin Derivatives[D]. Agricultural University of Hebei, 2015(in Chinese).

  • 加载中
    1. [1]

      Xinting XIONGZhiqiang XIONGPanlei XIAOXuliang NIEXiuying SONGXiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145

    2. [2]

      Jia JIZhaoyang GUOWenni LEIJiawei ZHENGHaorong QINJiahong YANYinling HOUXiaoyan XINWenmin WANG . Two dinuclear Gd(Ⅲ)-based complexes constructed by a multidentate diacylhydrazone ligand: Crystal structure, magnetocaloric effect, and biological activity. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 761-772. doi: 10.11862/CJIC.20240344

    3. [3]

      Rong Tian Yadi Yang Naihao Lu . Comprehensive Experimental Design of Undergraduate Students Based on Interdisciplinarity: Study on the Effect of Quercetin on Chlorination Activity of Myeloperoxidase. University Chemistry, 2024, 39(8): 247-254. doi: 10.3866/PKU.DXHX202312064

    4. [4]

      Lijuan Wang Yuping Ning Jian Li Sha Luo Xiongfei Luo Ruiwen Wang . Enhancing the Advanced Nature of Natural Product Chemistry Laboratory Courses with New Research Findings: A Case Study of the Application of Berberine Hydrochloride in Photodynamic Antimicrobial Films. University Chemistry, 2024, 39(11): 241-250. doi: 10.12461/PKU.DXHX202403017

    5. [5]

      Benhua Wang Chaoyi Yao Yiming Li Qing Liu Minhuan Lan Guipeng Yu Yiming Luo Xiangzhi Song . 一种基于香豆素氟离子荧光探针的合成、表征及性能测试——“科研反哺教学”在有机化学综合实验教学中的探索与实践. University Chemistry, 2025, 40(6): 201-209. doi: 10.12461/PKU.DXHX202408070

    6. [6]

      Jianjun LIMingjie RENLili ZHANGLingling ZENGHuiling WANGXiangwu MENG . UV-assisted degradation of tetracycline hydrochloride by MnFe2O4@activated carbon activated persulfate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1869-1880. doi: 10.11862/CJIC.20240187

    7. [7]

      Yu Wang Haiyang Shi Zihan Chen Feng Chen Ping Wang Xuefei Wang . 具有富电子Ptδ-壳层的空心AgPt@Pt核壳催化剂:提升光催化H2O2生成选择性与活性. Acta Physico-Chimica Sinica, 2025, 41(7): 100081-. doi: 10.1016/j.actphy.2025.100081

    8. [8]

      Yixuan Zhu Qingtong Wang Jin Li Lin Chen Junlong Zhao . Blog of Oxytocin. University Chemistry, 2024, 39(9): 134-140. doi: 10.12461/PKU.DXHX202310090

    9. [9]

      Jing SUBingrong LIYiyan BAIWenjuan JIHaiying YANGZhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414

    10. [10]

      Yanxi LIUMengjia XUHaonan CHENQuan LIUYuming ZHANG . A fluorescent-colorimetric probe for peroxynitrite-anion-imaging in living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1112-1122. doi: 10.11862/CJIC.20240423

    11. [11]

      Yukun Xing Xiaoyu Xie Fangfang Chen . A Sunlit Gift: Vitamin D. University Chemistry, 2024, 39(9): 28-34. doi: 10.12461/PKU.DXHX202402006

    12. [12]

      Jijun Sun Qianlang Wang Qian Chen Quanqin Zhao Shumei Zhai . The Antibiotic Legion’s Manifesto to Human Allies. University Chemistry, 2025, 40(4): 307-321. doi: 10.12461/PKU.DXHX202405206

    13. [13]

      Quanliang Chen Zhaohui Zhou . Research on the Active Site of Nitrogenase over Fifty Years. University Chemistry, 2024, 39(7): 287-293. doi: 10.3866/PKU.DXHX202310133

    14. [14]

      Fengmiao Yu Yang Sheng Chanyue Li Bao Li . The Three Lives of Aspirin. University Chemistry, 2024, 39(9): 115-121. doi: 10.12461/PKU.DXHX202402033

    15. [15]

      Yaling Chen . Basic Theory and Competitive Exam Analysis of Dynamic Isotope Effect. University Chemistry, 2024, 39(8): 403-410. doi: 10.3866/PKU.DXHX202311093

    16. [16]

      Haitang WANGYanni LINGXiaqing MAYuxin CHENRui ZHANGKeyi WANGYing ZHANGWenmin WANG . Construction, crystal structures, and biological activities of two Ln3 complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188

    17. [17]

      Yukai Jiang Yihan Wang Yunkai Zhang Yunping Wei Ying Ma Na Du . Characterization and Phase Diagram of Surfactant Lyotropic Liquid Crystal. University Chemistry, 2024, 39(4): 114-118. doi: 10.3866/PKU.DXHX202309033

    18. [18]

      Jiayu Gu Siqi Wang Jun Ling . Kinetics of Living Copolymerization: A Brief Discussion. University Chemistry, 2025, 40(4): 100-107. doi: 10.12461/PKU.DXHX202406012

    19. [19]

      Xiaoning TANGJunnan LIUXingfu YANGJie LEIQiuyang LUOShu XIAAn XUE . Effect of sodium alginate-sodium carboxymethylcellulose gel layer on the stability of Zn anodes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1452-1460. doi: 10.11862/CJIC.20240191

    20. [20]

      Zhenhua Wang Haoyang Feng Xiaoyang Shao Wenru Fan . Vitamins in Solid Propellants: Controlled Synthesis of Neutral Macromolecular Bonding Agents. University Chemistry, 2025, 40(4): 1-9. doi: 10.3866/PKU.DXHX202401007

Metrics
  • PDF Downloads(1)
  • Abstract views(1787)
  • HTML views(1146)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return