Photeroids A and B, unique phenol-sesquiterpene meroterpenoids from the deep-sea-derived fungus Phomopsis tersa

被引:24
作者
Chen, Shanchong [1 ,2 ]
Liu, Zhaoming [1 ]
Tan, Haibo [3 ]
Chen, Yuchan [1 ]
Zhu, Shuang [2 ]
Liu, Hongxin [1 ]
Zhang, Weimin [1 ]
机构
[1] Guangdong Acad Sci, State Key Lab Appl Microbiol Southern China, Guangdong Prov Key Lab Microbial Culture Collect, Guangdong Open Lab Appl Microbiol,Guangdong Inst, Guangzhou 510070, Peoples R China
[2] Guangdong Pharmaceut Univ, Sch Biosci & Biopharmaceut, Guangzhou 510006, Peoples R China
[3] Chinese Acad Sci, Program Nat Prod Chem Biol, Key Lab Plant Resources Conservat & Sustainable U, Guangdong Prov Key Lab Appl Bot,South China Bot G, Guangzhou 510650, Peoples R China
基金
中国国家自然科学基金;
关键词
MARINE NATURAL-PRODUCTS;
D O I
10.1039/c9ob02625h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photeroids A (1) and B (2), two structurally fascinating meroterpenoids, were isolated from the deep-sea-derived fungus Phomopsis tersa FS441. Their structures were sufficiently established by a comprehensive interpretation of the spectroscopic data, NMR spectra, and ECD calculation. Photeroids A and B represented the first phenolic sesquiterpene meroterpenoids featuring a highly fused 6/6/6/6 tetracyclic ring system derived through a rarely-occurring hetero-Diels-Alder reaction via an orthoquinone methide intermediate. Additionally, they were also evaluated for their cytotoxic activities against four human cancer cells, wherein compounds 1 and 2 exhibited moderate cytotoxic activities.
引用
收藏
页码:642 / 645
页数:4
相关论文
共 15 条
  • [1] Potential of marine natural products against drug-resistant fungal, viral, and parasitic infections
    Abdelmohsen, Usama Ramadan
    Balasubramanian, Srikkanth
    Oelschlaeger, Tobias A.
    Grkovic, Tanja
    Ngoc B Pham
    Quinn, Ronald J.
    Hentschel, Ute
    [J]. LANCET INFECTIOUS DISEASES, 2017, 17 (02) : E30 - E41
  • [2] Marine Proteobacteria as a source of natural products: advances in molecular tools and strategies
    Buijs, Yannick
    Bech, Pernille Kjersgaard
    Vazquez-Albacete, Dario
    Bentzon-Tilia, Mikkel
    Sonnenschein, Eva C.
    Gram, Lone
    Zhang, Sheng-Da
    [J]. NATURAL PRODUCT REPORTS, 2019, 36 (09) : 1333 - 1350
  • [3] Genome Mining and Activation of a Silent PKS/NRPS Gene Cluster Direct the Production of Totopotensamides
    Chen, Ruidong
    Zhang, Qingbo
    Tan, Bin
    Zheng, Liujuan
    Li, Huixian
    Zhu, Yiguang
    Zhang, Changsheng
    [J]. ORGANIC LETTERS, 2017, 19 (20) : 5697 - 5700
  • [4] Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
    Chen, Shan-Chong
    Liu, Zhao-Ming
    Tan, Hai-Bo
    Chen, Yu-Chan
    Li, Sai-Ni
    Li, Hao-Hua
    Guo, Heng
    Zhu, Shuang
    Liu, Hong-Xin
    Zhang, Wei-Min
    [J]. MARINE DRUGS, 2019, 17 (07):
  • [5] Three new diterpenes and two new sesquiterpenoids from the endophytic fungus Trichoderma koningiopsis A729
    Chen, Shanchong
    Li, Haohua
    Chen, Yuchan
    Li, Saini
    Xu, Jianlin
    Guo, Heng
    Liu, Zhaoming
    Zhu, Shuang
    Liu, Hongxin
    Zhang, Weimin
    [J]. BIOORGANIC CHEMISTRY, 2019, 86 : 368 - 374
  • [6] Natural products: A continuing source of novel drug leads
    Cragg, Gordon M.
    Newman, David J.
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2013, 1830 (06): : 3670 - 3695
  • [7] Aspersecosteroids A and B, Two 11(9 → 10)-abeo-5,10-Secosteroids with a Dioxatetraheterocyclic Ring System from Aspergillus flocculosus 16D-1
    Gu, Bin-Bin
    Wu, Wei
    Jiao, Fu-Rong
    Jiao, Wei-hua
    Li, Lei
    Sun, Fan
    Wang, Shu-Ping
    Yang, Fan
    Lin, Hou-Wen
    [J]. ORGANIC LETTERS, 2018, 20 (24) : 7957 - 7960
  • [8] Chromone-Derived Polyketides from the Deep-Sea Fungus Diaporthe phaseolorum FS431
    Guo, Heng
    Liu, Zhao-Ming
    Chen, Yu-Chan
    Tan, Hai-Bo
    Li, Sai-Ni
    Li, Hao-Hua
    Gao, Xiao-Xia
    Liu, Hong-Xin
    Zhang, Wei-Min
    [J]. MARINE DRUGS, 2019, 17 (03)
  • [9] Marine Natural Products in Medicinal Chemistry
    Jimenez, Carlos
    [J]. ACS MEDICINAL CHEMISTRY LETTERS, 2018, 9 (10): : 959 - 961
  • [10] Limbadri S., 2019, ORG BIOMOL CHEM, V17, P2182