title: Brominated polyunsaturated lipids with protein tyrosine phosphatase-1B inhibitory activity from Chinese marine sponge Xestospongia testudinaria.
abstract: A new brominated polyunsaturated lipid, methyl (E,E)-14,14-dibromo-4,6,13-tetradecatrienoate (1), along with three known related analogues (2-4), were isolated from the Et2O-soluble portion of the acetone extract of Chinese marine sponge Xestospongia testudinaria treated with diazomethane. The structure of the new compound was elucidated by detailed spectroscopic analysis and by comparison with literature data. Compound 3 exhibited significant inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), a key target for the treatment of type II diabetes and obesity, with an IC50 value of 5.30 ± 0.61 μM, when compared to the positive control oleanolic acid (IC50 = 2.39 ± 0.26 μM).
authors.affiliation: a School of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou 325035 , China.
authors.forename: Wen-Fei
authors.initials: WF
authors.lastname: He
authors.forename: Lin-Fu
authors.initials: LF
authors.lastname: Liang
authors.forename: You-Sheng
authors.initials: YS
authors.lastname: Cai
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Gao
authors.forename: Yu-Fen
authors.initials: YF
authors.lastname: Li
authors.forename: Jia
authors.initials: J
authors.lastname: Li
authors.forename: Hai-Li
authors.initials: HL
authors.lastname: Liu
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: Guo
mesh_terms: D000818:Animals; D003924:Diabetes Mellitus, Type 2; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008386:Marine Biology; D015394:Molecular Structure; D009426:Netherlands; D009828:Oleanolic Acid / Q000737:chemistry; D011161:Porifera / Q000737:chemistry*; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D047131:Xestospongia / Q000737:chemistry*
chemical_list: D005231:Fatty Acids, Unsaturated; D006842:Hydrocarbons, Brominated; C000602499:methyl (E,E)-14,14-dibromo-4,6,13-tetradecatrienoate; D009828:Oleanolic Acid; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1
keywords: PTP1B inhibitory activity; Xestospongia testudinaria; brominated polyunsaturated lipid; sponge