Highly brominated metabolites from marine red alga Laurencia similis inhibit protein tyrosine phosphatase 1B.
Five new highly brominated metabolites, 3',5',6',6-tetrabromo-2,4-dimethyldiphenyl ether (1), 1,2,5-tribromo-3-bromoamino-7-bromomethylnaphthalene (2), 2,5,8-tribromo-3-bromoamino-7-bromomethylnaphthalene (3), 2,5,6-tribromo-3-bromoamino-7-bromomethylnaphthalene (4) and 2',5',6',5,6-pentabromo-3',4',3,4-tetramethoxybenzo-phenone (5) were isolated from the red alga Laurencia similis. Their structures were elucidated by spectroscopic methods including one- and two- dimensional NMR as well as HREIMS analysis. Compounds 1 and 5 showed strong inhibitory activities against protein tyrosine phosphatase 1B (PTP1B) with IC(50) of 2.97 and 2.66 μM, respectively.
Qin
Jianchun
J
College of Plant Science, Jilin University, Changchun, China.
Su
Hua
H
Zhang
Yamei
Y
Gao
Jinming
J
Zhu
Lin
L
Wu
Xian
X
Pan
Hongyu
H
Li
Xiang
X
D000818:Animals; D004791:Enzyme Inhibitors / Q000302:isolation & purification; D006801:Humans; D006842:Hydrocarbons, Brominated / Q000302:isolation & purification / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D044722:Laurencia / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D000461:Rhodophyta; D013329:Structure-Activity Relationship
D004791:Enzyme Inhibitors; D006842:Hydrocarbons, Brominated; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1