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J. Ocean Univ. China (Oceanic and Coastal Sea Research) Review
DOI 10.1007/s11802-012-2109-1
ISSN 1672-5182, 2012 11 (4): 533-538
http://www.ouc.edu.cn/xbywb/
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Bromophenols from Marine Algae with Potential
Anti-Diabetic Activities

1) Department of Pharmacology, Capital Medical University, Beijing 100069, P. R. China 2) Institute of Oceanology, Chinese Academy of Science, Qingdao 266071, P. R. China (Received July 16, 2012; revised August 13, 2012; accepted September 17, 2012) Ocean University of China, Science Press and Spring-Verlag Berlin Heidelberg 2012 Abstract Marine algae contain various bromophenols with a variety of biological activities, including antim-
icrobial, anticancer, and anti-diabetic effects. Here, we briefly review the recent progress in researches on the biomaterials from marine algae, emphasizing the relationship between the structure and the potential anti-diabetic applications. Bromophenols from marine algae display their hyperglycemic effects by inhibiting the activities of protein tyrosine phosphatase 1B, α-glucosidase, as well as other mechanisms. Key words bromophenols; marine algae; type 2 diabetes mellitus
* Corresponding authors. Tel.: 0086-532-82898916 E-mail: [email protected]; [email protected] References
Carroll, A. R., Healy, P. C., Quinn, R. J., and Tranter, C. J., 1999. Prunolides a, b, and c: Novel tetraphenolic
bis-spiroketals from the australian ascidian Synoicum prunum. Journal of Organic Chemistry, 64 (8):
Choi, J. S., Park, H. J., Jung, H. A., Chung, H. Y., Jung, J. H., and Choi, W. C., 2000. A cyclohexanonyl bromophenol from the red alga Symphyocladia latiuscula. Journal of Natural Products, 63 (12): 1705-1706.
Ciminiello, P., Dell'Aversano, C., Fattorusso, E., Magno, S., and Pansini, M., 2000. Chemistry of verongida sponges. 10. Secondary metabolite composition of the caribbean sponge Verongula gigantea. Journal of Natural Products, 63 (2): 263-266.
Duan, X. J., Li, X. M., and Wang, B. G., 2007. Highly bro- minated mono- and bis-phenols from the marine red alga Symphyocladia latiuscula with radical-scavenging activity. Journal of Natural Products, 70 (7):
El Gamal, A. A., 2010. Biological importance of marine algae. Saudi Pharmaceutical Journal, 18 (1): 1-25.
Fu, X., and Schmitz, F. J., 1996. New brominated diphenyl ether from an unidentified species of Dysidea sponge. 13c nmr data for some brominated diphenyl ethers. Journal of Natural Products, 59 (11): 1102-1103.
Fu, X., Schmitz, F. J., Govindan, M., Abbas, S. A., Hanson, K. M., Horton, P. A., Crews, P., Laney, M., and Schatzman, R. C., 1995. Enzyme inhibitors: New and known polybrominated phenols and diphenyl ethers from LIN et al. / J. Ocean Univ. China (Oceanic and Coastal Sea Research) 2012 11 (4): 533-538 four indo-pacific Dysidea sponges. Journal of Natural Products, 58 (9): 1384-1391.
Guo, S. J., Li, J., Li, T., Shi, D. Y., and Han, L. J., 2011. Synthesis of three bromophenols from red algae as ptp1b inhibitors. Chinese Journal of Oceanology and Limnology, 29 (1): 68-74.
Guo, S. J., Li, J., Su, H., Shi, D. Y., and Fan, X., 2010. Recent progess in the study of bromophenol derivatives from algae. Marine Science, 34 (4): 89-94.
Guven, K. C., Percot, A., and Sezik, E., 2010. Alkaloids in marine algae. Marine Drugs, 8 (2): 269-284.
Handayani, D., Edrada, R. A., Proksch, P., Wray, V., Witte, L., Van Soest, R. W., Kunzmann, A., and Soedarsono, 1997. Four new bioactive polybrominated diphenyl ethers of the sponge Dysidea herbacea from West Sumatra, Indonesia. Journal of Natural Products, 60 (12): 1313-1316.
Hanif, N., Tanaka, J., Setiawan, A., Trianto, A., de Voogd, N. J., Murni, A., Tanaka, C., and Higa, T., 2007. Polybrominated diphenyl ethers from the indonesian sponge Lamellodysidea herbacea. Journal of Natural Products, 70 (3): 432-435.
Hattori, T., Konno, A., Adachi, K., and Shizuri, Y., 2001. Four new bioactive bromophenols from the palauan sponge Phy- llospongia dendyi. Fisheries Science, 67 (5): 899-903.
Horikawa, Y., and Takeda, J., 2011. alpha-glucosidase inhibitors. Nihon Rinsho, 69 (Suppl. 1): 641-644.
Jiang, B., Shi, D. Y., Cui, Y. C., and Guo, S. J., 2012. Design, synthesis, and biological evaluation of bromophenol de- rivatives as protein tyrosine phosphatase 1b inhibitors. Archiv der Pharmazie, 345 (6): 444-453.
Kicklighter, C. E., Kubanek, J., and Hay, M. E., 2004. Do brominated natural products defend marine worms from consumers? Some do, most don’t. Limnology and Ocean- ography, 49 (2): 430-441.
Kim, K. Y., Nam, K. A., Kurihara, H., and Kim, S. M., 2008. Potent alpha-glucosidase inhibitors purified from the red alga grateloupia elliptica. Phytochemistry, 69 (16): 2820-2825.
Kim, K. Y., Nguyen, T. H., Kurihara, H., and Kim, S. M., 2010. Alpha-glucosidase inhibitory activity of bromophenol puri- fied from the red alga Polyopes lancifolia. Journal of Food Science, 75 (5): H145-150.
Koren, S., and Fantus, I. G., 2007. Inhibition of the protein tyrosine phosphatase ptp1b: Potential therapy for obesity, insulin resistance and type-2 diabetes mellitus. Best Practice & Research Clinical Endocrinology & Metabolism, 21 (4): 621-640.
Kurihara, H., Mitani, T., Kawabata, J., and Takahashi, K., 1999a. Inhibitory potencies of bromophenols from rhodomelaceae algae against α-glucosidase activity. Fish Science, 65: 300- 303.
Kurihara, H., Mitani, T., Kawabata, J., and Takahashi, K., 1999b. Two new bromophenols from the red alga Odonthalia corymbifera. Journal of Natural Products, 62 (6): 882-884.
Lee, J. H., Lee, T. K., Kang, R. S., Shin, H. J., and Lee, H. S., 2007. The in vitro antioxidant activities of the bromophenols from the red alga Tichocarpus crinitus and phenolic derivatives. Journal of the Korean Magnetic Resonance Society, 11: 56-63.
Li, K., Li, X. M., Ji, N. Y., and Wang, B. G., 2008. Bro- mophenols from the marine red alga Polysiphonia urceolata with dpph radical scavenging activity. Journal of Natural Products, 71 (1): 28-30.
Li, K., Li, X. M., Gloer, J. B., and Wang, B. G., 2011. Isolation, characterization, and antioxidant activity of bromophenols of the marine red alga Rhodomela confervoides. Journal of Agricultural and Food Chemistry, 59
Li, K., Li, X. M., Ji, N. Y., and Wang, B. G., 2007. Natural bromophenols from the marine red alga Polysiphonia urceolata (Rhodomelaceae): Structural elucidation and dpph radical-scavenging activity. Bioorganic & LIN et al. / J. Ocean Univ. China (Oceanic and Coastal Sea Research) 2012 11 (4): 533-538 Medicinal Chemistry, 15 (21): 6627-6631.
Lindsay, B. S., Battershill, C. N., and Copp, B. R., 1998. Isolation of 2-(3'-bromo-4'-hydroxyphenol)ethanamine from the New Zealand ascidian Cnemidocarpa bicornuta. Journal of Natural Products, 61 (6): 857-858.
Liu, H. W., Namikoshi, M., Meguro, S., Nagai, H., Kobayashi, H., and Yao, X. S., 2004. Isolation and characterization of polybrominated diphenyl ethers as inhibitors of microtubule assembly from the marine sponge Phyllospongia dendyi collected at palau. Journal of Natural Products, 67 (3): 472- 474.
Liu, M., Hansen, P. E., and Lin, X., 2011a. Bromophenols in marine algae and their bioactivities. Marine Drugs, 9
Liu, M., Zhang, W., Wei, J., and Lin, X., 2011b. Synthesis and alpha-glucosidase inhibitory mechanisms of bis (2,3-dibromo- 4,5-dihydroxybenzyl) ether, a potential marine bromophenol alpha-glucosidase inhibitor. Marine Drugs, 9 (9): 1554-1565.
Rudi, A., Evan, T., Aknin, M., and Kashman, Y., 2000. Polycitone b and prepolycitrin a: Two novel alkaloids from the marine ascidian Polycitor africanus. Journal of Natural Products, 63 (6): 832-833.
Scott, L. J., and Spencer, C. M., 2000. Miglitol: A review of its therapeutic potential in type 2 diabetes mellitus. Drugs, 59 (3): 521-549.
Shi, D. Y., Li, J., Jiang, B., Guo, S. J., Su, H., and Wang, T., 2012. Bromophenols as inhibitors of protein tyrosine phosphatase 1b with antidiabetic properties. Bioorganic & Medicinal Chem- istry Letters, 22 (8): 2827-2832.
Shi, D. Y., Xu, F., He, J., Li, J., Fan, X., and Han, L. J., 2008. Inhibition of bromophenols against ptp1b and anti-hyper- glycemic effect of Rhodomela confervoides extract in diabetic rats. Chinese Science Bulletin, 53
Shi, Y. C., and Pan, T. M., 2012. Red mold, diabetes, and oxidative stress: A review. Applied Microbiology and Bio- technology, 94 (1): 47-55.
Shridhar, D. M., Mahajan, G. B., Kamat, V. P., Naik, C. G., Parab, R. R., Thakur, N. R., and Mishra, P. D., 2009. Antibacterial activity of 2-(2',4'-dibromophenoxy)-4,6-dibro- mophenol from Dysidea granulosa. Marine Drugs, 7 (3): 464- 471.
Suzen, S., and Buyukbingol, E., 2003. Recent studies of aldose reductase enzyme inhibition for diabetic complications. Current Medicinal Chemistry, 10 (15): 1329-1352.
Utkina, N. K., Denisenko, V. A., Scholokova, O. V., Virovaya, M. V., Gerasimenko, A. V., Popov, D. Y., Krasokhin, V. B., and Popov, A. M., 2001. Spongiadioxins a and b, two new polybrominated dibenzo-p-dioxins from an australian marine sponge Dysidea dendyi. Journal of Natural Products, 64 (2): 151-153.
Utkina, N. K., Denisenko, V. A., Virovaya, M. V., Scholokova, O. V., and Prokof’eva, N. G., 2002. Two new minor poly- brominated dibenzo-p-dioxins from the marine sponge Dysidea dendyi. Journal of Natural Products, 65
Wang, W., Okada, Y., Shi, H., Wang, Y., and Okuyama, T., 2005. Structures and aldose reductase inhibitory effects of bromophenols from the red alga Symphyocladia latiuscula. Journal of Natural Products, 68 (4): 620-622.
Wijesekara, I., Pangestuti, R., and Kim, S. K., 2011. Biological activities and potential health benefits of sulfated poly- saccharides derived from marine algae. Carbohydrate Poly- mers, 84: 14-21.
Zhang, S., and Zhang, Z. Y., 2007. Ptp1b as a drug target: recent developments in ptp1b inhibitor discovery. Drug Discovery Today, 12 (9–10): 373-381.
Zhao, W., Feng, X., Ban, S., Lin, W., and Li, Q., 2010. Synthesis and biological activity of halophenols as potent LIN et al. / J. Ocean Univ. China (Oceanic and Coastal Sea Research) 2012 11 (4): 533-538 antioxidant and cytoprotective agents. Bioorganic Medicinal Chemistry Letters, 20 (14): 4132-4134.

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