Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula

Xu Liu; Xiaoming Li; Lixin Gao; Chuanming Cui; Chunshun Li; Jia Li; Bingui Wang

doi:10.1007/s00343-011-0136-1

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Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula

Updated：2023-05-16

- Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula
- Journal of Oceanology and Limnology Vol. 29, Issue 3, Pages: 686-690(2011)
- Affiliations：
  
  1. Key Laboratory of Experimental Marine Biology Institute of Oceanology Chinese Academy of Sciences
  2. Graduate University of Chinese Academy of Sciences
  3. National Center for Drug Screening Shanghai Institute of Materia Medica Chinese Academy of Sciences
- Author bio：
- Funds：
- DOI：10.1007/s00343-011-0136-1
  CLC：
- Online First：15 May 2011，
  
  Published：2011
- Accepted：
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Liu, X., Li, X., Gao, L. et al. Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula, ., Chin. J. Ocean. Limnol. 29, 686–690 (2011). https://doi.org/10.1007/s00343-011-0136-1
DOI：

Liu, X., Li, X., Gao, L. et al. Extraction and PTP1B inhibitory activity of bromophenols from the marine red alga Symphyocladia latiuscula, ., Chin. J. Ocean. Limnol. 29, 686–690 (2011). https://doi.org/10.1007/s00343-011-0136-1 DOI：

摘要

Abstract

Previously

we had characterized several structurally interesting brominated phenols from the marine red alga Symphyocladia latiuscula collected from various sites. However

Phytochemical investigations on this species collected from the Weihai coastline of Shandong Province remains blank. Therefore

we characterized the chemical constituents of individuals of this species collected from the region. Eight bromophenols were isolated and identified. Using detailed spectroscopic techniques and comparisons with published data

these compounds were identified as 2

3-dibromo-4

5-dihydroxybenzyl methyl ether (1)

5-dibromo-4-hydroxybenzoic acid (2)

6-tribromo-4

5-dihydroxymethylbenzene (3)

6-tribromo-4

5-dihydroxybenzaldehyde (4)

6-tribromo-4

5-dihydroxybenzyl methyl ether (5)

bis(2

6-tribromo-4

5-dihydroxyphenyl)methane (6)

2-bis(2

6-tribromo-4

5-dihydroxyphenyl)-ethane (7)

and 1-(2

6-tribromo-4

5-dihydroxybenzyl)-pyrrolidin-2-one (8). Among these compounds

1 and 2 were isolated for the first time from S. latiuscula. Each compound was evaluated on the ability to inhibit protein tyrosine phosphatase 1B (PTP1B)

which is a potential therapeutic target in the treatment of type 2 diabetes. Bromophenols 5

and 7 showed strong activities with IC50 values of 3.9

4.3

and 3.5 μmol/L

respectively. This study provides further evidence that bromophenols are predominant among the chemical constituents of Symphyocladia

and that some of these compounds may be candidates for the development of anti-diabetes drugs.

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references

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