title: Imidazole Alkaloids from the South China Sea Sponge Pericharax heteroraphis and Their Cytotoxic and Antiviral Activities.
abstract: Marine sponges continue to serve as a rich source of alkaloids possessing interesting biological activities and often exhibiting unique structural frameworks. In the current study, chemical investigation on the marine sponge Pericharax heteroraphis collected from the South China Sea yielded one new imidazole alkaloid named naamidine J (1) along with four known ones (2-5). Their structures were established by extensive spectroscopic methods and comparison of their data with those of the related known compounds. All the isolates possessed a central 2-aminoimidazole ring, substituted by one or two functionalized benzyl groups in some combination of the C4 and C5 positions. The cytotoxicities against selected HL-60, HeLa, A549 and K562 tumor cell lines and anti-H1N1 (Influenza a virus (IAV)) activity for the isolates were evaluated. Compounds 1 and 2 exhibited cytotoxicities against the K562 cell line with IC50 values of 11.3 and 9.4 μM, respectively. Compound 5 exhibited weak anti-H1N1 (influenza a virus, IAV) activity with an inhibition ratio of 33%.
authors.affiliation: Department of Pharmacy, Binzhou Medical University Hospital, Yellow River Second Road 661, Binzhou 256603, China. gongkaikai1005@163.com.|Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Yushan Road 5, Qingdao 266003, China. gongkaikai1005@163.com.
authors.forename: Kai-Kai
authors.initials: KK
authors.lastname: Gong
authors.affiliation: College of Chemistry and Chemical Engineering, Ocean University of China, Songling Road 238, Qingdao 266100, China. tangxuli@ouc.edu.cn.
authors.forename: Xu-Li
authors.initials: XL
authors.lastname: Tang
authors.affiliation: Department of Pharmacy, Binzhou Medical University Hospital, Yellow River Second Road 661, Binzhou 256603, China. byfy_lys@163.com.
authors.forename: Yi-Sheng
authors.initials: YS
authors.lastname: Liu
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Yushan Road 5, Qingdao 266003, China. lipinglin@ouc.edu.cn.
authors.forename: Ping-Lin
authors.initials: PL
authors.lastname: Li
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Yushan Road 5, Qingdao 266003, China. liguoqiang@ouc.edu.cn.
authors.forename: Guo-Qiang
authors.initials: GQ
authors.lastname: Li
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D018922:HL-60 Cells; D006367:HeLa Cells; D006801:Humans; D007093:Imidazoles / Q000737:chemistry; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects*; D020014:K562 Cells; D011161:Porifera / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000998:Antiviral Agents; D007093:Imidazoles; C014973:2-aminoimidazole
keywords: 2-aminoimidazole alkaloids; Pericharax heteroraphis; anti-H1N1 activity; cytotoxicities; sponge
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