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Penicipyrrolizidinones A- C, three pyrrolizidinone alkaloids with unprecedented skeletons from the mangrove-derived fungus Penicillium sp. DM27  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Penicipyrrolizidinones A- C, three pyrrolizidinone alkaloids with unprecedented skeletons from the mangrove-derived fungus Penicillium sp. DM27

作者:Chen, Zhenling Zhang, Jing-Jing Huang, Cheng-Yun Chen, Wei-Chen He, Li-Ming Tang, Qing-Qing Zhu, Kong-Kai Li, Jing Gao, Ping Zhang, Meng-Ke Cai, You-Sheng

第一作者:陈振玲

通信作者:Gao, P[1];Cai, YS[1];Zhang, MK[2]

机构:[1]Guizhou Inst Technol, Sch Chem Engn, Guiyang 550025, Peoples R China;[2]Wuhan Univ, Zhongnan Hosp, Sch Pharmaceut Sci, Dept Nephrol, Wuhan 430071, Peoples R China;[3]Wuhan Univ, Dept Pharm, Renmin Hosp, Wuhan 430060, Peoples R China;[4]South Cent Minzu Univ, Sch Pharmaceut Sci, Wuhan 430079, Peoples R China;[5]Wuhan Univ, Sch Pharmaceut Sci, Key Lab Combinatorial Biosynth & Drug Discovery, Minist Educ, Wuhan 430071, Peoples R China;[6]Shandong Univ, Adv Med Res Inst, Jinan 250012, Peoples R China

第一机构:贵州理工学院化学工程学院

通信机构:corresponding author), Wuhan Univ, Zhongnan Hosp, Sch Pharmaceut Sci, Dept Nephrol, Wuhan 430071, Peoples R China;corresponding author), Wuhan Univ, Dept Pharm, Renmin Hosp, Wuhan 430060, Peoples R China.

年份:2025

卷号:229

外文期刊名:PHYTOCHEMISTRY

收录:;WOS:【SCI-EXPANDED(收录号:WOS:001310873900001)】;

基金:This research was supported by the National Natural Science Foundation of China (82204225, 81973201) , the High Level Scientific Research Funding Project of Guizhou Institute of Technology (2023GCC024) , the Natural Science Foundation of Hubei Province (2021CFB061) , the Hubei Province Health and Family Planning Scientific Research Project (WJ2023M046) , the Science and Technology Plan Project of Guizhou Province (QiankeheJichu ZK [2024] yiban 519, ZK [2023] yiban 132) , the Academic New Seedling Plan Project of Guizhou Institute of Technology (GZLGXM-18) , the Open Project of Hubei Key Laboratory of Purification and Application of Plant Anti-Cancer Ingredients (HLPAI2023002) , and the Translational Medicine and Interdisciplinary Research Joint Fund Project of Zhongnan Hospital of Wuhan University (XKJC202313) . We thank Dr. Ran Zhang from the Core Facility of Wuhan University and Dr. Xue Zhou from the Core Research Facilities of CCMS (WHU) for their assistance with NMR analysis.

语种:英文

外文关键词:Penicillium sp. DM27; Mangrove-derived fungus; Pyrrolizidinone alkaloids; Pyrrolidine derivatives; Cytotoxicity; B16-F10 melanoma cells

摘要:Three previously undescribed pyrrolizidinone alkaloids, penicipyrrolizidinones A and B (1 and 2 ), possessing an unprecedented 2-methyl-2-(oct-6-enoyl)pyrrolizidin-3-one skeleton, and penicipyrrolizidinone C (3), featuring a rare 1-alkenyl-2-methyl-pyrrolizidin-3,7-dione skeleton, together with four known pyrrolidine derivatives (4-7) were isolated from the mangrove-derived fungus Penicillium sp. DM27. Their structures were elucidated through comprehensive spectroscopic analysis, theoretical calculations of ECD spectra, and the modified Mosher's method. A plausible biosynthetic pathway for penicipyrrolizidinones A-C (1-3) was proposed. Compounds 4 and 5 exhibited moderate cytotoxicity against B16-F10 melanoma cells with IC50 values of 10.5 mu M and 15.5 mu M, respectively.

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