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Dimeric 1,4-benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129.
Mar Drugs. 2019 Jun 26; 17(7)MD

Abstract

Two new dimeric 1,4-benzoquinone derivatives, peniquinone A (1) and peniquinone B (2), a new dibenzofuran penizofuran A (3), and a new pyrazinoquinazoline derivative quinadoline D (4), together with 13 known compounds (5-17), were isolated from a marine-derived fungus Penicillium sp. L129. Their structures, including absolute configurations, were elucidated by extensive spectroscopic data and electronic circular dichroism calculations. Compound 1 exhibited cytotoxicity against the MCF-7, U87 and PC3 cell lines with IC50 values of 12.39 µM, 9.01 µM and 14.59 µM, respectively, while compound 2 displayed relatively weak cytotoxicity activities against MCF-7, U87 and PC3 cell lines with IC50 values of 25.32 µM, 13.45 µM and 19.93 µM, respectively. Furthermore, compound 2 showed weak quorum sensing inhibitory activity against Chromobacterium violaceum CV026 with an MIC value of 20 μg/well.

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Authors+Show Affiliations

Zhang HM
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. 15725214505@163.com.
Ju CX
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. jucx@qdu.edu.cn.
Li G
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. gang.li@qdu.edu.cn.
Sun Y
Key Laboratory of Chemical Biology of Ministry of Education, Department of Natural Product Chemistry, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China. sunyongsy1@163.com.
Peng Y
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. pengyupy@126.com.
Li YX
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. li_yx1964@163.com.
Peng XP
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. pengxiaoping@qdu.edu.cn.
Lou HX
Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, China. louhongxiang@sdu.edu.cn. Key Laboratory of Chemical Biology of Ministry of Education, Department of Natural Product Chemistry, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China. louhongxiang@sdu.edu.cn.

MeSH

Anti-Bacterial AgentsAntineoplastic AgentsAquatic OrganismsBenzoquinonesCell Line, TumorChromobacteriumDrug Screening Assays, AntitumorHumansInhibitory Concentration 50Molecular StructurePenicilliumQuorum Sensing

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31248044

Citation

Zhang, Hui-Min, et al. "Dimeric 1,4-benzoquinone Derivatives With Cytotoxic Activities From the Marine-Derived Fungus Penicillium Sp. L129." Marine Drugs, vol. 17, no. 7, 2019.
Zhang HM, Ju CX, Li G, et al. Dimeric 1,4-benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129. Mar Drugs. 2019;17(7).
Zhang, H. M., Ju, C. X., Li, G., Sun, Y., Peng, Y., Li, Y. X., Peng, X. P., & Lou, H. X. (2019). Dimeric 1,4-benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129. Marine Drugs, 17(7). https://doi.org/10.3390/md17070383
Zhang HM, et al. Dimeric 1,4-benzoquinone Derivatives With Cytotoxic Activities From the Marine-Derived Fungus Penicillium Sp. L129. Mar Drugs. 2019 Jun 26;17(7) PubMed PMID: 31248044.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Dimeric 1,4-benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129. AU - Zhang,Hui-Min, AU - Ju,Chuan-Xia, AU - Li,Gang, AU - Sun,Yong, AU - Peng,Yu, AU - Li,Ying-Xia, AU - Peng,Xiao-Ping, AU - Lou,Hong-Xiang, Y1 - 2019/06/26/ PY - 2019/06/12/received PY - 2019/06/21/revised PY - 2019/06/24/accepted PY - 2019/6/29/entrez PY - 2019/6/30/pubmed PY - 2020/1/29/medline KW - Penicillium sp. KW - antifungal activity KW - cytotoxicity KW - marine-derived fungus KW - quorum sensing KW - secondary metabolites JF - Marine drugs JO - Mar Drugs VL - 17 IS - 7 N2 - Two new dimeric 1,4-benzoquinone derivatives, peniquinone A (1) and peniquinone B (2), a new dibenzofuran penizofuran A (3), and a new pyrazinoquinazoline derivative quinadoline D (4), together with 13 known compounds (5-17), were isolated from a marine-derived fungus Penicillium sp. L129. Their structures, including absolute configurations, were elucidated by extensive spectroscopic data and electronic circular dichroism calculations. Compound 1 exhibited cytotoxicity against the MCF-7, U87 and PC3 cell lines with IC50 values of 12.39 µM, 9.01 µM and 14.59 µM, respectively, while compound 2 displayed relatively weak cytotoxicity activities against MCF-7, U87 and PC3 cell lines with IC50 values of 25.32 µM, 13.45 µM and 19.93 µM, respectively. Furthermore, compound 2 showed weak quorum sensing inhibitory activity against Chromobacterium violaceum CV026 with an MIC value of 20 μg/well. SN - 1660-3397 UR - https://www.unboundmedicine.com/medline/citation/31248044/Dimeric_14_benzoquinone_Derivatives_with_Cytotoxic_Activities_from_the_Marine_Derived_Fungus_Penicillium_sp__L129_ DB - PRIME DP - Unbound Medicine ER -