title: Structure of Sphingolipids From Sea Cucumber Cucumaria frondosa and Structure-Specific Cytotoxicity Against Human HepG2 Cells.
abstract: To investigate the relationship between structure and activity, three glucocerebroside series (CFC-1, CFC-2 and CFC-3), ceramides (CF-Cer) and long-chain bases (CF-LCB) of sea cucumber Cucumaria frondosa (C. frondosa) were isolated and evaluated in HepG2 cells. The molecular species of CFC-1, CFC-2 and CFC-3 and CF-Cer were identified using reversed-phase liquid chromatography with heated electrospray ionization coupled to high-resolution mass spectrometry (RPLC-HESI-HRMS), and determined on the basis of chemical and spectroscopic evidence: For the three glucocerebroside series, fatty acids (FA) were mainly saturated (18:0 and 22:0), monounsaturated (22:1, 23:1 and 24:1) and 2-hydroxyl FA (2-HFA) (23:1 h and 24:1 h), the structure of long-chain bases (LCB) were dihydroxy (d17:1, d18:1 and d18:2) and trihydroxy (t16:0 and t17:0), and the glycosylation was glucose; For CF-Cer, FA were primarily saturated (17:0) and monounsaturated (16:1 and 19:1), the structure of LCB were dihydroxy (d17:1 and d18:1), and trihydroxy (t16:0). The results of cell experiment indicated that all of three glucocerebroside series, CF-Cer and CF-LCB exhibited an inhibitory effects on cell proliferation. Moreover, CFC-3 was most effective in three glucocerebrosides to HepG-2 cell viability. The inhibition effect of CF-LCB was the strongest, and the inhibition effect of CF-Cer was much stronger than glucocerebrosides.
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. jzcouc@gmail.com.
authors: Zicai
authors: Z
authors: Jia
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. song187662@163.com.
authors: Yu
authors: Y
authors: Song
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. taosuyuan@163.com.
authors: Suyuan
authors: S
authors: Tao
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. cpx69@139.com.
authors: Peixu
authors: P
authors: Cong
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. 17864271298@163.com.
authors: Xiaoxu
authors: X
authors: Wang
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. xuech@ouc.edu.cn.
authors: Changhu
authors: C
authors: Xue
authors: College of Food Science and Engineering, Ocean University of China, No. 5, Yu Shan Road, Qingdao, 266003, Shandong, China. xujie9@ouc.edu.cn.
authors: Jie
authors: J
authors: Xu
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D048016:Cucumaria / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D056945:Hep G2 Cells; D006801:Humans; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology*; D013107:Sphingolipids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D013107:Sphingolipids
keywords: Anti-tumor; Cucumaria frondosa; HepG2 cells; Sphingolipids; Structure–activity relationship