Talaverrucin A, Heterodimeric Oxaphenalenone from Antarctica Sponge-Derived Fungus Talaromyces sp. HDN151403, Inhibits Wnt/ β-Catenin Signaling Pathway

被引:17
作者
Sun, Chunxiao [1 ]
Liu, Qianwen [1 ]
Shah, Mudassir [1 ]
Che, Qian [1 ]
Zhang, Guojian [1 ,2 ,3 ]
Zhu, Tianjiao [1 ]
Zhou, Jianfeng [1 ,2 ]
Rong, Xiaozhi [1 ,2 ]
Li, Dehai [1 ,2 ]
机构
[1] Ocean Univ China, Sch Med & Pharm, Qingdao 266003, Peoples R China
[2] Pilot Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266071, Peoples R China
[3] Marine Biomed Res Inst Qingdao, Qingdao 266101, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
SMALL-MOLECULE INHIBITORS; CELLS; GROWTH; DIMERS; DUCLAUXIN; PORCUPINE; DISEASE; CANCER;
D O I
10.1021/acs.orglett.2c01394
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Wnt/fi-catenin signaling pathway is an evolutionarily conserved signaling cascade involved in a broad range of biological roles. Dysregulation of the Wnt/fi-catenin pathway is implicated in congenital malformations and various kinds of cancers. We discovered a novel Wnt/ficatenin inhibitor, talaverrucin A (1), featuring an unprecedented 6/6/6/5/ 5/5/6 fused ring system, from an Antarctica sponge-derived fungus Talaromyces sp. HDN151403. Talaverrucin A exhibits inhibitory activity on the Wnt/fi-catenin pathway in both zebrafish embryos in vivo and cultured mammalian cells in vitro, providing a naturally inspired small molecule therapeutic lead to target the Wnt/fi-catenin pathway.
引用
收藏
页码:3993 / 3997
页数:5
相关论文
共 45 条
  • [1] New Duclauxamide from Penicillium manginii YIM PH30375 and Structure Revision of the Duclauxin Family
    Cao, Pei
    Yang, Jing
    Miao, Cui-Ping
    Yan, Yijun
    Ma, Ya-Tuan
    Li, Xiao-Nian
    Zhao, Li-Xing
    Huang, Sheng-Xiong
    [J]. ORGANIC LETTERS, 2015, 17 (05) : 1146 - 1149
  • [2] Bioactive oxaphenalenone dimers from the fungus Talaromyces macrosporus KKU-1NK8
    Chaiyosang, Boonyanoot
    Kanokmedhakul, Kwanjai
    Sanmanoch, Wareerat
    Boonlue, Sophon
    Hadsadee, Sarinya
    Jungsuttiwong, Siriporn
    Kanokmedhakul, Somdej
    [J]. FITOTERAPIA, 2019, 134 : 429 - 434
  • [3] Small molecule-mediated disruption of Wnt-dependent signaling in tissue regeneration and cancer
    Chen, Baozhi
    Dodge, Michael E.
    Tang, Wei
    Lu, Jianming
    Ma, Zhiqiang
    Fan, Chih-Wei
    Wei, Shuguang
    Hao, Wayne
    Kilgore, Jessica
    Williams, Noelle S.
    Roth, Michael G.
    Amatruda, James F.
    Chen, Chuo
    Lum, Lawrence
    [J]. NATURE CHEMICAL BIOLOGY, 2009, 5 (02) : 100 - 107
  • [4] Wnt/β-Catenin Signaling and Disease
    Clevers, Hans
    Nusse, Roel
    [J]. CELL, 2012, 149 (06) : 1192 - 1205
  • [5] An intrinsically labile α-helix abutting the BCL9-binding site of β-catenin is required for its inhibition by carnosic acid
    de la Roche, Marc
    Rutherford, Trevor J.
    Gupta, Deepti
    Veprintsev, Dmitry B.
    Saxty, Barbara
    Freund, Stefan M.
    Bienz, Mariann
    [J]. NATURE COMMUNICATIONS, 2012, 3
  • [6] Bacillisporins D and E, new oxyphenalenone dimers from Talaromyces bacillisporus
    Dethoup, Tida
    Manoch, Leka
    Kijjoa, Anake
    Nascimento, Maria Sao Jose
    Puaparoj, Prapawadee
    Silva, Artur M. S.
    Eaton, Graham
    Herz, Werner
    [J]. PLANTA MEDICA, 2006, 72 (10) : 957 - 960
  • [7] Heptacyclic oligophenalenones from the soil fungus Talaromyces bacillisporus BCC17645
    Dramae, Aibrohim
    Intaraudom, Chakapong
    Bunbamrung, Nantiya
    Saortep, Wacharee
    Srichomthong, Kitlada
    Pittayakhajonwut, Pattama
    [J]. TETRAHEDRON, 2020, 76 (09)
  • [8] Fungal phenalenones: chemistry, biology, biosynthesis and phylogeny
    Elsebai, Mahmoud F.
    Saleem, Muhammad
    Tejesvi, Mysore V.
    Kajula, Marena
    Mattila, Sampo
    Mehiri, Mohamed
    Turpeinen, Ari
    Pirttila, Anna Maria
    [J]. NATURAL PRODUCT REPORTS, 2014, 31 (05) : 628 - 645
  • [9] A small molecule inhibitor of β-catenin/cyclic AMP response element-binding protein transcription
    Emami, KH
    Nguyen, C
    Ma, H
    Kim, DH
    Jeong, KW
    Eguchi, M
    Moon, RT
    Teo, JL
    Oh, SW
    Kim, HY
    Moon, SH
    Ha, JR
    Kahn, M
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (34) : 12682 - 12687
  • [10] Derricin and Derricidin Inhibit Wnt/β-Catenin Signaling and Suppress Colon Cancer Cell Growth In Vitro
    Fonseca, Barbara F.
    Predes, Danilo
    Cerqueira, Debora M.
    Reis, Alice H.
    Amado, Nathalia G.
    Cayres, Marina C. L.
    Kuster, Ricardo M.
    Oliveira, Felipe L.
    Mendes, Fabio A.
    Abreu, Jose G.
    [J]. PLOS ONE, 2015, 10 (03):