title: Structurally diverse secondary metabolites from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001 and their biological evaluation.
abstract: Five new compounds, including a cytotoxic dimeric isocoumarin, bipenicilisorin (1), a merosesquiterpenoid, yaminterritrem C (2), a citrinin dimer, penicitrinone F (3), a alkaloid, terremide D (4), and a δ-valerolacton, (E)-4-(propen-1-yl)-5,6-dihydro-2H-pyran-2-one (5), along with ten known compounds (6-15) were isolated from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 1 exhibited significant cytotoxic activities against K562, A549, and Huh-7 cell lines with IC50values of 6.78, 6.94, and 2.59μM, respectively. Compound 3 exhibited moderate inhibitory activity against EV71 with IC50value of 14.50μM. In addition, 13 and 14 showed specific COX-2 inhibitory activities with IC50values of 1.09 and 1.97μM, respectively.
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, China; CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Ecology/Guangdong Key Laboratory of Marine Matria Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
authors.forename: Shengtian
authors.initials: S
authors.lastname: Chen
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Ecology/Guangdong Key Laboratory of Marine Matria Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
authors.forename: Junfeng
authors.initials: J
authors.lastname: Wang
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Wang
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Ecology/Guangdong Key Laboratory of Marine Matria Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
authors.forename: Xiuping
authors.initials: X
authors.lastname: Lin
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, China.
authors.forename: Bingxin
authors.initials: B
authors.lastname: Zhao
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Ecology/Guangdong Key Laboratory of Marine Matria Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
authors.forename: Kumaravel
authors.initials: K
authors.lastname: Kaliaperumal
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, China.
authors.forename: Xiaojian
authors.initials: X
authors.lastname: Liao
authors.affiliation: Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, China.
authors.forename: Zhengchao
authors.initials: Z
authors.lastname: Tu
authors.affiliation: School of Pharmacy, Nantong University, Nantong 226001, China.
authors.forename: Jianlin
authors.initials: J
authors.lastname: Li
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, China. Electronic address: txush@jnu.edu.cn.
authors.forename: Shihai
authors.initials: S
authors.lastname: Xu
authors.affiliation: CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Ecology/Guangdong Key Laboratory of Marine Matria Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, China. Electronic address: yonghongliu@scsio.ac.cn.
authors.forename: Yonghong
authors.initials: Y
authors.lastname: Liu
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification; D045744:Cell Line, Tumor; D002953:Citrinin / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification; D018360:Crystallography, X-Ray; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry / Q000302:isolation & purification; D006801:Humans; D020128:Inhibitory Concentration 50; D049934:Isocoumarins / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D010408:Penicillium chrysogenum / Q000737:chemistry*; D012623:Seawater / Q000382:microbiology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D000470:Alkaloids; D000970:Antineoplastic Agents; D016861:Cyclooxygenase Inhibitors; D049934:Isocoumarins; D012717:Sesquiterpenes; C000614777:penicitrinone F; D002953:Citrinin
keywords: Alkaloid; COX-2; Citrinin dimer; Cytotoxic; Isocoumarin; Merosesquiterpenoid