New Deoxyisoaustamide Derivatives from the Coral-Derived Fungus Penicillium dimorphosporum KMM 4689

被引:20
作者
Zhuravleva, Olesya I. [1 ,2 ]
Antonov, Alexandr S. [1 ]
Trang, Vo Thi Dieu [3 ]
Pivkin, Mikhail V. [1 ]
Khudyakova, Yuliya V. [1 ]
Denisenko, Vladimir A. [1 ]
Popov, Roman S. [1 ]
Kim, Natalya Y. [1 ]
Yurchenko, Ekaterina A. [1 ]
Gerasimenko, Andrey V. [4 ]
Udovenko, Anatoly A. [4 ]
Amsberg, Gunhild von [5 ,6 ]
Dyshlovoy, Sergey A. [1 ,2 ,5 ,6 ]
Afiyatullov, Shamil S. [1 ]
机构
[1] Russian Acad Sci, Far Eastern Branch, GB Elyakov Pacific Inst Bioorgan Chem, Prospect 100 Letiya Vladivostoka,159, Vladivostok 690022, Russia
[2] Far Eastern Fed Univ, Sch Nat Sci, Sukhanova St 8, Vladivostok 690000, Russia
[3] Vietnam Acad Sci & Technol, Nhatrang Inst Technol Res & Applicat, Dept Marine Biotechnol, Nha Trang 650000, Vietnam
[4] Russian Acad Sci, Far Eastern Branch, Inst Chem, Prospect 100 Letiya Vladivostoka,159, Vladivostok 690022, Russia
[5] Univ Med Ctr Hamburg Eppendorf, Dept Oncol, Hematol & Bone Marrow Transplantat Sect Pneumol, Hubertus Wald TumorzentrumLab Expt Oncol, D-20246 Hamburg, Germany
[6] Univ Hosp Hamburg Eppendorf, Prostate Canc Ctr, Martini Klin, D-20246 Hamburg, Germany
基金
俄罗斯科学基金会;
关键词
Penicillium dimorphosporum; secondary metabolites; prenylated indole diketopiperazines; deoxyisoaustamide; neuroprotective activity; paraquat; INDOLE DIKETOPIPERAZINE ALKALOIDS; ASPERGILLUS;
D O I
10.3390/md19010032
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Seven new deoxyisoaustamide derivatives (1-7) together with known compounds (8-10) were isolated from the coral-derived fungus Penicillium dimorphosporum KMM 4689. Their structures were established using spectroscopic methods, X-ray diffraction analysis and by comparison with related known compounds. The absolute configurations of some alkaloids were determined based on CD and NOESY data as well as biogenetic considerations. The cytotoxic and neuroprotective activities of some of the isolated compounds were examined and structure-activity relationships were pointed out. New deoxyisoaustamides 4-6 at concentration of 1 mu M revealed a statistical increase of PQ(paraquat)-treated Neuro-2a cell viability by 30-39%.
引用
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页数:12
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