Janthinoid A, an unprecedented tri-nor-meroterpenoid with highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold, produced by the endophyte of Penicillium janthinellum TE-43
Li, Xiao-Dong6; Su, Jun-Cheng5; Jiang, Bao-Zhen4; Li, Ye-Ling2,3; Guo, Yuan-Qiang2,3; Zhang, Peng1
刊名ORGANIC CHEMISTRY FRONTIERS
2021-09-20
页码7
ISSN号2052-4129
DOI10.1039/d1qo01066b
通讯作者Li, Xiao-Dong() ; Guo, Yuan-Qiang() ; Zhang, Peng()
英文摘要Janthinoid A (1), an unprecedented C-22 meroterpenoid featuring a highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold incorporating eight continuous quaternary carbons, along with its biosynthetic-related C-25 analogue andrastone I (2), were isolated from the endophytic fungus Penicillium janthinellum TE-43. Their structures were unambiguously established by comprehensive analyses of spectroscopic data, quantum chemical calculations, and X-ray diffraction. The tri-nor-meroterpenoid skeleton of 1 was produced by a unique biosynthetic pathway, involving the ring cleavage and continuous carbon degradations of the aromatic polyketide precursor, which is distinct from the commonly-observed meroterpenoids both structurally and biogenetically, representing a new type of meroterpenoid. Both compounds showed significant in vivo anti-tumor activities against NSCLC cells A549.
WOS关键词ALPHA-KETOLS ; ZEBRAFISH ; METASTASIS ; CLEAVAGE ; CANCER
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000704422200001
资助机构National Natural Science Foundation of China ; Central Public-Interest Scientific Institution Basal Research Fund
内容类型期刊论文
源URL[http://ir.yic.ac.cn/handle/133337/30762]  
专题烟台海岸带研究所_中科院烟台海岸带研究所知识产出
通讯作者Li, Xiao-Dong; Guo, Yuan-Qiang; Zhang, Peng
作者单位1.Chinese Acad Agr Sci, Tobacco Res Inst, Qingdao 266101, Peoples R China
2.Nankai Univ, Drug Discovery Ctr Infect Dis, Tianjin 300350, Peoples R China
3.Nankai Univ, Coll Pharm, Tianjin Key Lab Mol Drug Res, State Key Lab Med Chem Biol, Tianjin 300350, Peoples R China
4.Shandong Agr Univ, Coll Plant Protect, Tai An 271018, Shandong, Peoples R China
5.Shanghai Jiao Tong Univ, Renji Hosp, Sch Med, State Key Lab Oncogenes & Related Genes, Shanghai 200025, Peoples R China
6.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Yantai 264003, Peoples R China
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Li, Xiao-Dong,Su, Jun-Cheng,Jiang, Bao-Zhen,et al. Janthinoid A, an unprecedented tri-nor-meroterpenoid with highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold, produced by the endophyte of Penicillium janthinellum TE-43[J]. ORGANIC CHEMISTRY FRONTIERS,2021:7.
APA Li, Xiao-Dong,Su, Jun-Cheng,Jiang, Bao-Zhen,Li, Ye-Ling,Guo, Yuan-Qiang,&Zhang, Peng.(2021).Janthinoid A, an unprecedented tri-nor-meroterpenoid with highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold, produced by the endophyte of Penicillium janthinellum TE-43.ORGANIC CHEMISTRY FRONTIERS,7.
MLA Li, Xiao-Dong,et al."Janthinoid A, an unprecedented tri-nor-meroterpenoid with highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold, produced by the endophyte of Penicillium janthinellum TE-43".ORGANIC CHEMISTRY FRONTIERS (2021):7.
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