Cytotoxic butenolides and diphenyl ethers from the endophytic fungus Pestalotiopsis sp.

被引:11
作者
Yang, Beiye [1 ]
Tong, Qingyi [1 ]
Lin, Shuang [1 ]
Guo, Jieru [2 ]
Zhang, Jinwen [2 ]
Liu, Junjun [1 ]
Wang, Jianping [1 ]
Zhu, Hucheng [1 ]
Hu, Zhengxi [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Hubei, Peoples R China
[2] Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
Pestalotiopsis sp; Butenolides; Diphenyl ethers; Cytotoxic activity; METABOLITES; DERIVATIVES;
D O I
10.1016/j.phytol.2018.11.021
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Chemical investigation of the plant endophytic fungus Pestalotiopsis sp. afforded two new butenolides, pestalolides B and C (1 and 2), two new diphenyl ethers, pestalotethers E and F (3 and 4), together with seven known compounds (5-11). Their structures were established by extensive spectroscopic analyses and the absolute configuration of 1 was further confirmed by ECD calculation. Structurally, compound 1 represents the first example of a new type of butenolide derivatives, bearing an unprecedented carbon scaffold having 13 carbon atoms. Compounds 1-4 were evaluated for the cytotoxic activities, and compound 1 showed remarkable inhibitory potency against human tumor HL60, U87MG, MDA-MB-231, and HEP-3B cell lines, with IC50, values of 1.42, 5.90, 5.90, and 4.29 mu M, respectively.
引用
收藏
页码:186 / 189
页数:4
相关论文
共 20 条
[1]   Bioactive Steroid Derivatives and Butyrolactone Derivatives from a Gorgonian-Derived Aspergillus sp Fungus [J].
Chen, Min ;
Wang, Kai-Ling ;
Liu, Min ;
She, Zhi-Gang ;
Wang, Chang-Yun .
CHEMISTRY & BIODIVERSITY, 2015, 12 (09) :1398-1406
[2]   Antifungal metabolites from the plant endophytic fungus Pestalotiopsis foedan [J].
Ding, Gang ;
Liu, Shuchun ;
Guo, Liangdong ;
Zhou, Yuguang ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2008, 71 (04) :615-618
[3]   BIOSYNTHESIS OF TRICHOTHECIN FROM ACETATE-[1,2-C-13(2)] [J].
DOCKERILL, B ;
HANSON, JR ;
SIVERNS, M .
PHYTOCHEMISTRY, 1978, 17 (03) :427-430
[4]   Chemical characterization of new oxylipins from Cestrum parqui, and their effects on seed germination and early seedling growth [J].
Fiorentino, Antonio ;
D'Abrosca, Brigida ;
DellaGreca, Marina ;
Izzo, Angelina ;
Natale, Angela ;
Pascarella, Maria Teresa ;
Pacifico, Severina ;
Zarrelli, Armando ;
Monaco, Pietro .
CHEMISTRY & BIODIVERSITY, 2008, 5 (09) :1780-1791
[5]   Bioassay-Guided Isolation of Antibacterial Metabolites from Emericella sp TJ29 [J].
He, Yan ;
Hu, Zhengxi ;
Li, Qin ;
Huang, Jinfeng ;
Li, Xiao-Nian ;
Zhu, Hucheng ;
Liu, Junjun ;
Wang, Jianping ;
Xue, Yongbo ;
Zhang, Yonghui .
JOURNAL OF NATURAL PRODUCTS, 2017, 80 (09) :2399-2405
[6]   7α,20-Epoxy-ent-kaurane Diterpenoids from the Aerial Parts of Isodon pharicus [J].
Hu, Zheng-Xi ;
Liu, Miao ;
Wang, Wei-Guang ;
Li, Xiao-Nian ;
Hu, Kun ;
Li, Xing-Ren ;
Du, Xue ;
Zhang, Yong-Hui ;
Puno, Pema-Tenzin ;
Sun, Han-Dong .
JOURNAL OF NATURAL PRODUCTS, 2018, 81 (01) :106-116
[7]   Fusicoccane-Derived Diterpenoids from Alternaria brassicicola: Investigation of the Structure-Stability Relationship and Discovery of an IKKβ Inhibitor [J].
Hu, Zhengxi ;
Sun, Weiguang ;
Li, Fengli ;
Guan, Jiankun ;
Lu, Yuanyuan ;
Liu, Junjun ;
Tang, Ying ;
Du, Guang ;
Xue, Yongbo ;
Luo, Zengwei ;
Wang, Jianping ;
Zhu, Hucheng ;
Zhang, Yonghui .
ORGANIC LETTERS, 2018, 20 (17) :5198-5202
[8]   Spiroaspertrione A, a Bridged Spirocyclic Meroterpenoid, as a Potent Potentiator of Oxacillin against Methicillin-Resistant Staphylococcus aureus from Aspergillus sp TJ23 [J].
Hu, Zhengxi ;
Sun, Weiguang ;
Li, Qin ;
Li, Xiao-Nian ;
Zhu, Hucheng ;
Huang, Jinfeng ;
Liu, Junjun ;
Wang, Jianping ;
Xue, Yongbo ;
Zhang, Yonghui .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (06) :3125-3131
[9]   Phomopsterones A and B, Two Functionalized Ergostane-Type Steroids from the Endophytic Fungus Phomopsis sp TJ507A [J].
Hu, Zhengxi ;
Wu, Ye ;
Xie, Shuangshuang ;
Sun, Weiguaug ;
Guo, Yi ;
Li, Xiao-Nian ;
Liu, Junjun ;
Li, Hua ;
Wang, Jianping ;
Luo, Zengwei ;
Xue, Yongbo ;
Zhang, Yonghui .
ORGANIC LETTERS, 2017, 19 (01) :258-261
[10]   Pestaloporonins: Caryophyllene-Derived Sesquiterpenoids from a Fungicolous Isolate of Pestalotiopsis sp. [J].
Hwang, In Hyun ;
Swenson, Dale C. ;
Gloer, James B. ;
Wicklow, Donald T. .
ORGANIC LETTERS, 2015, 17 (17) :4284-4287