Highly brominated metabolites from marine red alga Laurencia similis inhibit protein tyrosine phosphatase 1B

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 23, 2010, Pages 7152-7154

  Qin, Jianchun ^a   Su, Hua ^b   Zhang, Yamei ^a   Gao, Jinming ^c   Zhu, Lin ^a   Wu, Xian ^a   Pan, Hongyu ^a   Li, Xiang ^a,d  

^a JILIN UNIVERSITY   (China)

^b QINGDAO INSTITUTE OF BIOENERGY AND BIOPROCESS TECHNOLOGY   (China)

^c NORTHWEST A F UNIVERSITY   (China)

^d AGRICULTURE AND AGRI FOOD CANADA   (Canada)

Author keywords

Brominated metabolites; Laurencia similis; Protein tyrosine phosphatase 1B

Indexed keywords

1,2,5 TRIBROMO 3 BROMOAMINO 7 BROMOMETHYLNAPHTHALENE; 2',5',6',5,6 PENTABROMO 3',4',3,4 TETRAMETHOXYBENZOPHENONE; 2,5,6 TRIBROMO 3 BROMOAMINO 7 BROMOMETHYLNAPHTHALENE; 2,5,8 TRIBROMO 3 BROMOAMINO 7 BROMOMETHYLNAPHTHALENE; 3',5',6',6 TETRABROMO 2,4 DIMETHYLDIPHENYL ETHER; BROMINE DERIVATIVE; NAPHTHALENE DERIVATIVE; PROTEIN TYROSINE PHOSPHATASE 1B INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; ENZYME INHIBITION; IC 50; LAURENCIA SIMILIS; RED ALGA; STRUCTURE ANALYSIS;

ANIMALS; ENZYME INHIBITORS; HUMANS; HYDROCARBONS, BROMINATED; INHIBITORY CONCENTRATION 50; LAURENCIA; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PROTEIN TYROSINE PHOSPHATASE, NON-RECEPTOR TYPE 1; RHODOPHYTA; STRUCTURE-ACTIVITY RELATIONSHIP;

LAURENCIA SIMILIS; RHODOPHYTA;

EID: 78149280976     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.08.144     Document Type: Article

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17. Algal material:The marine red alga L. similis was collected from Hainan coastlines of People's Republic of China, in May 2006 and identified by Professor L. P. Ding at the Institute of Oceanology, Chinese Academy of Sciences (IOCAS). A voucher specimen (No. 2006037) was deposited in the Herbarium of Marine Organisms at IOCAS.
18. 2O and EtOAc. The EtOAc-soluble portion was subjected to column chromatography over silica gel. The subsequent fractions were further purified by a combination of Si gel and Sephadex LH-20 column chromatography, to yield compounds 1-5.
19. 2O, 513.7424).
20. 2N, 550.6376).
21. 2N, 550.6376).
22. 2N, 550.6376).
23. 5, 692.6758).
24. 16 Briefly, 2 mM p-NPP and PTP1B (0.1 μg) in a buffer, containing 50 mM citrate (pH 6.0), 0.1 M NaCl, 1 mM EDTA, and 1 mM dithiothreitol (DTT) with or without compounds 1-5, were added into 96-well to a final volume of 200 μL. Following incubation at 37 °C for 30 min, the reaction was terminated with 10 M NaOH. The amount of produced p-nitro phenol was calculated by measuring the absorbance at 405 nm.