Abstract
The possible presence of an inhibitor of pancreatic lipase (triacylglycerol acylhydrolase, EC 3.1.1.3) was screened in 54 marine algae. An active inhibitor, caulerpenyne, was purified from an extract of Caulerpa taxifolia, using ethyl acetate extraction, followed by successive chromatographies on ODS and silica gel columns. The purified inhibitor was identified by thin-layer chromatography, infrared and nuclear magnetic resonance spectroscopy. Caulerpenyne competitively inhibited lipase activities using emulsified triolein and dispersed 4-methylumbelliferyl oleate (4-MU oleate) as substrates. The concentrations producing 50% inhibition against triolein and 4-MU oleate hydrolysis were 2 mM and 13 μM, respectively. In vivo, oral administration of corn oil with or without caulerpenyne to rats demonstrated a reduced and delayed peak plasma triacylglycerol concentration with caulerpenyne.
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Abbreviations
- 4-MU oleate:
-
4-methylumbelliferyl oleate
References
Satouchi, K., and Matsushita, S. (1976) Purification and Properties of a Lipase Inhibiting Protein from Soybean Cotyledons, Agric. Biol. Chem. 40, 889–897.
Gargouri, Y., Julien, R., Pieroni, G., Verger, R., and Sarda, L. (1984) Studies on the Inhibition of Pancreatic and Microbial Lipase by Soybean Proteins, J. Lipid Res. 25, 1214–1221.
Knuckles, B.E. (1988) Effect of Phytate and Other Myo-Inositol Phosphate Esters on Lipase Activity, J. Food Sci. 53, 250–252.
Shimura, S., Itoh, Y., Tsuzuki, W., Kobayashi, S., and Suzuki, T. (1994) Inhibitory Effect of Tannin Fraction from Cassia mimosoides L. var. nomame Makino on Lipase Activity, Nippon Nogeikagaku Kaishi 41, 561–564.
Tsujita, T., and Okuda, H. (1990) Effect of Bile Salts on the Interfacial Inactivation of Pancreatic Carboxylester Lipase, J. Lipid Res. 31, 831–838.
Borgström, B., and Erlanson, C. (1978) Interactions of Serum Albumin and Other Proteins with Porcine Pancreatic Lipase, Gastroenterology 75, 382–386.
Weibel, E.K., Hadvary, P., Hochuli, E., Kupfer, E., and Lengsfeld, H. (1987) Lipstatin, and Inhibitor of Pancreatic Lipase, Produced by Streptomyces toxytricini, J. Antibiot. 40, 1081–1085.
Tsujita, T., Matsuura, Y., and Okuda, H. (1996) Studies on the Inhibition of Pancreatic and Carboxylester Lipase by Protamine, J. Lipid Res. 37, 1481–1487.
Zapf, J., Schoenle, E., Waldvogel, M., Sand, M., and Froesch, E.R. (1981) Effect of Trypsin Treatment of Rat Adipocyte on Biological Effects and Binding of Insulin and Insulin-like Growth Factors: Further Evidence for the Action of Insulin-like Growth Factors Through the Insulin Receptor, Eur. J. Biochem. 133, 605–609.
Tsujita, T., and Okuda, H. (1983) Carboxylesterase in Rat and Human Sera and Their Relationship to Serum Aryl Acylamidases and Cholinesterase, Eur. J. Biochem. 133, 215–220.
Shimura, S., Tsuzuki, W., Itoh, Y., Kobayashi, S., and Suzuki, T. (1993) Lipase Inhibitors in Cassia mimosoides L. var. nomame Makino, Nippon Nogeikagaku Kaishi 67, 1583–1589.
Loomis, W.D. (1974) Overcoming Problems of Phenolics and Quinones in the Isolation of Plant Enzymes and Organelles, Methods Enzymol. 16, 528–544.
Guerriero, A., Meinesz, A., D'Ambrosio, M., and Pietra, F. (1992) Isolation of Toxic and Potentially Toxic Sesqui- and Monoterpenes from the Tropical Green Seaweed Caulerpa taxifolia Which Has Invaded the Region of Cap Martin and Monaco, Helv. Chim. Acta 75, 689–695.
Verlaque, M., and Fritayre, P. (1994) Mediterranean Algal Communities Are Changing in the Face of the Invasive Alga Caulerpa taxifolia (Vahl) C. Agardh, Oceanol. Acta, 17, 659–672.
Fischel, J.L., Lemee, R., Formento, P., Caldani, C., Moll, J.L., Pesando, D., Meinesz, A., Grelier, P., Pietra, F., Guerriero, A., and Milano, G. (1995) Cell Growth Inhibitory Effect of Caulerpenyne, a Sesquiterpenoid from the Marine Algae Caulerpa taxifolia, Anticancer Res. 15, 2155–2160.
Parent-Massin, D., Fournier, V., Amade, P., Lemee, P., Durand-Clement, M., Delescluse, C., and Pesando, D. (1996) Evaluation of the Toxicological Risk to Human of Caulerpenyne Using Human Hematopoietic Progenitors, Melanocytes, and Keratinocytes in Culture, J. Toxicol. Environ. Health 47, 47–59.
Trono, G.C., Jr., and Ganzon-Fortes, E.T. (1988) in Philippine Seaweeds, National Book Store, Inc., Metro Manila, Philippines.
Rietsch, J., Pattus, F., Desnuelle, P., and Verger, R. (1977) Further Studies of Mode of Action of Lipolytic Enzymes, J. Biol. Chem. 252, 4313–4318.
Brokerhoff, H. (1971) On the Function of Bile Salts and Proteins as Cofactor of Lipase, J. Biol. Chem. 246, 5828–5831.
Gargouri, Y., Julien, R., Sugihara, A., Verger, R., and Sarda, L. (1984) Inhibition on Pancreatic and Microbial Lipase by Proteins, Biochim. Biophys. Acta, 795, 326–331.
Benzonana, G., and Desnuelle, P. (1968) Action of Some Effectors on the Hydrolysis of Long-Chain Triglyceride by Pancreatic Lipase, Biochim. Biophys. Acta 164, 47–58.
Mattson, F.H., Volpenhein, R.A., and Benjamin, L. (1970) Inhibition of Lipolysis by Normal Alcohols, J. Biol. Chem. 245, 5335–5340.
Ferreira, G.C., and Patton, J.S. (1990) Inhibition of Lipolysis by Hydrocarbons and Fatty Alcohols, J. Lipid Res. 31, 889–897.
Fernandez, E., and Borgstrom, B. (1989) Effect of Tetrahydrolipstatin, a Lipase Inhibitor, on Absorption of Fat from the Intestine of the Rat, Biochim. Biophys. Acta 1001, 249–255.
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Bitou, N., Ninomiya, M., Tsujita, T. et al. Screening of lipase inhibitors from marine algae. Lipids 34, 441–445 (1999). https://doi.org/10.1007/s11745-999-0383-7
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DOI: https://doi.org/10.1007/s11745-999-0383-7