New α-Pyridones with Quorum-Sensing Inhibitory Activity from Diversity-Enhanced Extracts of a Streptomyces sp Derived from Marine Algae

被引:44
|
作者
Du, Yuqi [1 ]
Sun, Jian [1 ]
Gong, Qianhong [1 ]
Wang, Yi [1 ]
Fu, Peng [1 ]
Zhu, Weiming [1 ,2 ]
机构
[1] Ocean Univ China, Sch Med & Pharm, Minist Educ China, Key Lab Marine Drugs, Qingdao 266003, Peoples R China
[2] Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266003, Peoples R China
关键词
pyridone; QS-inhibition; diversity-enhanced extracts; Streptomyces sp; Enteromorpha prolifera; NATURAL-PRODUCTS; SP OUCMDZ-3434; DERIVATIVES; FUNGUS; AGENTS; POLYSIPHONIA; POLYKETIDES; METABOLITES; UNIT;
D O I
10.1021/acs.jafc.7b05330
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Four new alpha-pyrones (1-4) and eight known analogues (5-12) were identified from the secondary metabolites of Streptomyces sp. OUCMDZ-3436 derived from the marine green algae Enteromorpha prolifera. Seven new alpha-pyridones (14-20) were constructed by diversity-oriented synthesis, which has been an effective approach to expanding the chemical space of natural-product-like compounds. Compounds 16, 17, 19, and 20 were found to have inhibitory effect on the gene expression controlled by quorum sensing in Pseudomonas aeruginosa QSIS-lasI.
引用
收藏
页码:1807 / 1812
页数:6
相关论文
共 50 条
  • [41] Rakicidin F, a new antibacterial cyclic depsipeptide from a marine sponge-derived Streptomyces sp.
    Shigeru Kitani
    Tatsuya Ueguchi
    Yasuhiro Igarashi
    Kantinan Leetanasaksakul
    Arinthip Thamchaipenet
    Takuya Nihira
    The Journal of Antibiotics, 2018, 71 : 139 - 141
  • [42] A new medermycin analog from the marine-derived actinomycetes Streptomyces sp. ZS-A45
    Huang, Yun
    Jiang, Qing
    Chen, Yu-Hong
    Zhang, Da-Shan
    Ding, Wan-Jing
    Ma, Zhong-Jun
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2019, 21 (08) : 826 - 831
  • [43] Quorum Sensing Inhibitory and Antifouling Activities of New Bromotyrosine Metabolites from the Polynesian Sponge Pseudoceratina n. sp.
    Tintillier, Florent
    Moriou, Celine
    Petek, Sylvain
    Fauchon, Marilyne
    Hellio, Claire
    Saulnier, Denis
    Ekins, Merrick
    Hooper, John N. A.
    Al-Mourabit, Ali
    Debitus, Cecile
    MARINE DRUGS, 2020, 18 (05)
  • [44] Deoxyvasicinone with Anti-Melanogenic Activity from Marine-Derived Streptomyces sp. CNQ-617
    Lee, Se-eun
    Kim, Min-ju
    Hillman, Prima F.
    Oh, Dong-Chan
    Fenical, William
    Nam, Sang-Jip
    Lim, Kyung-Min
    MARINE DRUGS, 2022, 20 (02)
  • [45] Heliomycin and tetracinomycin D: anthraquinone derivatives with histone deacetylase inhibitory activity from marine sponge-associated Streptomyces sp SP9
    Abdelfattah, Mohamed Saleh
    Elmallah, Mohammed Ismail Youssef
    Faraag, Ahmed Hassan Ibrahim
    Hebishy, Ali Mohamed Salah
    Ali, Neama Hassan
    3 BIOTECH, 2018, 8 (06)
  • [46] New Chromones from a Marine-Derived Fungus, Arthrinium sp., and Their Biological Activity
    Bao, Jie
    He, Fei
    Yu, Jin-Hai
    Zhai, Huijuan
    Cheng, Zhi-Qiang
    Jiang, Cheng-Shi
    Zhang, Yuying
    Zhang, Yun
    Zhang, Xiaoyong
    Chen, Guangying
    Zhang, Hua
    MOLECULES, 2018, 23 (08)
  • [47] Streptokordin, a new cytotoxic compound of the methylpyridine class from a marine-derived Streptomyces sp KORDI-3238
    Jeong, Seong-Yun
    Shin, Hee Jae
    Kim, Tae Sik
    Lee, Hyi-Seung
    Park, Song-kyu
    Kim, Hwan Mook
    JOURNAL OF ANTIBIOTICS, 2006, 59 (04): : 234 - 240
  • [48] Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp SBT345
    Cheng, Cheng
    Othman, Eman M.
    Fekete, Agnes
    Krischke, Markus
    Stopper, Helga
    Edrada-Ebel, RuAngelie
    Mueller, Martin J.
    Hentschel, Ute
    Abdelmohsen, Usama Ramadan
    TETRAHEDRON LETTERS, 2016, 57 (37) : 4196 - 4199
  • [49] Naseseazine C, a new anti-plasmodial dimeric diketopiperazine from a marine sediment derived Streptomyces sp.
    Buedenbender, Larissa
    Grkovic, Tanja
    Duffy, Sandra
    Kurtboke, D. Ipek
    Avery, Vicky M.
    Carroll, Anthony R.
    TETRAHEDRON LETTERS, 2016, 57 (52) : 5893 - 5895
  • [50] Albidopyrone, a new α-pyrone-containing metabolite from marine-derived Streptomyces sp. NTK 227
    Claudia Hohmann
    Kathrin Schneider
    Christina Bruntner
    Roselyn Brown
    Amanda L Jones
    Michael Goodfellow
    Marco Krämer
    Johannes F Imhoff
    Graeme Nicholson
    Hans-Peter Fiedler
    Roderich D Süssmuth
    The Journal of Antibiotics, 2009, 62 : 75 - 79