Mar. Drugs 2013, 11(2), 350-362; doi:10.3390/md11020350
Article

HPN, a Synthetic Analogue of Bromophenol from Red Alga Rhodomela confervoides: Synthesis and Anti-Diabetic Effects in C57BL/KsJ-db/db Mice

1 Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China 2 Nantong Branch, Institute of Oceanology, Chinese Academy of Sciences, Nantong 226006, China 3 Jiangsu Center for Drug Screening, China Pharmaceutical University, Nanjing 210009, China 4 National Center for Drug Screening, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203, China
* Author to whom correspondence should be addressed.
Received: 14 November 2012; in revised form: 16 January 2013 / Accepted: 21 January 2013 / Published: 30 January 2013
(This article belongs to the Special Issue Marine Algae)
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Abstract: 3,4-Dibromo-5-(2-bromo-3,4-dihydroxy-6-(isopropoxymethyl)benzyl)benzene-1,2-diol (HPN) is a synthetic analogue of 3,4-dibromo-5-(2-bromo-3,4-dihydroxy-6-(ethoxymethyl)benzyl)benzene-1,2-diol (BPN), which is isolated from marine red alga Rhodomela confervoides with potent protein tyrosine phosphatase 1B (PTP1B) inhibition (IC50 = 0.84 μmol/L). The in vitro assay showed that HPN exhibited enhanced inhibitory activity against PTP1B with IC50 0.63 μmol/L and high selectivity against other PTPs (T cell protein tyrosine phosphatase (TCPTP), leucocyte antigen-related tyrosine phosphatase (LAR), Src homology 2-containing protein tyrosine phosphatase-1 (SHP-1) and SHP-2). The results of antihyperglycemic activity using db/db mouse model demonstrated that HPN significantly decreased plasma glucose (P < 0.01) after eight weeks treatment period. HPN lowered serum triglycerides and total cholesterol concentration in a dose-dependent manner. Besides, both of the high and medium dose groups of HPN remarkably decreased HbA1c levels (P < 0.05). HPN in the high dose group markedly lowered the insulin level compared to the model group (P < 0.05), whereas the effects were less potent than the positive drug rosiglitazone. Western blotting results showed that HPN decreased PTP1B levels in pancreatic tissue. Last but not least, the results of an intraperitoneal glucose tolerance test in Sprague–Dawley rats indicate that HPN have a similar antihyperglycemic activity as rosiglitazone. HPN therefore have potential for development as treatments for Type 2 diabetes.
Keywords: bromophenol; protein tyrosine phosphatase 1B inhibitor; db/db mouse model; anti-diabetes properties

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MDPI and ACS Style

Shi, D.; Guo, S.; Jiang, B.; Guo, C.; Wang, T.; Zhang, L.; Li, J. HPN, a Synthetic Analogue of Bromophenol from Red Alga Rhodomela confervoides: Synthesis and Anti-Diabetic Effects in C57BL/KsJ-db/db Mice. Mar. Drugs 2013, 11, 350-362.

AMA Style

Shi D, Guo S, Jiang B, Guo C, Wang T, Zhang L, Li J. HPN, a Synthetic Analogue of Bromophenol from Red Alga Rhodomela confervoides: Synthesis and Anti-Diabetic Effects in C57BL/KsJ-db/db Mice. Marine Drugs. 2013; 11(2):350-362.

Chicago/Turabian Style

Shi, Dayong; Guo, Shuju; Jiang, Bo; Guo, Chao; Wang, Tao; Zhang, Luyong; Li, Jingya. 2013. "HPN, a Synthetic Analogue of Bromophenol from Red Alga Rhodomela confervoides: Synthesis and Anti-Diabetic Effects in C57BL/KsJ-db/db Mice." Mar. Drugs 11, no. 2: 350-362.

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