Abstract
In the course of our search for Acyl-CoA: cholesterol acyltransferase (ACAT) inhibitors from natural sources, a new type of ACAT inhibitor was isolated from a methanol extract ofDiospyros kaki. On the basis of spectral and structural evidence, the compound was identified as pheophorbide A-methyl ester. Pheophorbide A-methyl ester inhibited ACAT activity in a dose dependent manner with an IC50 value of 1.85 μg/mL.
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Buhman, K. F., Accad, M., and Farese Jr, R. V., Mammalian acyl-CoA: cholesterol acyltransferase.Biochim. Biophs. Acta, 1529, 142–154 (2000).
Gerlach, B., Brantley, S. E., and Smith, K. M., Novel synthetic routes to 8-vinyl chlorophyll derivatives.J. Org. Chem., 63, 2314–2320 (1998).
Kim, Y. K., Lee, H. W., Son, K. H., Kwon, B. M., Jeong, T. S., Lee, D. H., Shin, J., Seo, Y., Kim, S. U., and Bok, S. H., GERI-BP002-A, novel inhibitor of acyl-CoA: cholesterol acyltransferase produced byAspergillus fumigatus F93.J. Antibiotics, 49, 31–36 (1996).
Kwon, O. E., Rho, M. C., Song, H. Y., Lee, S. W., Chung, M. Y., Lee, J. H., Kim, Y. H., Lee, H. S., and Kim, Y. K., Phenylpyropen A and B, new inhibitors of acyl-CoA: cholesterol acyltransferase produced byPenicillim griseofulvum F1959.J. Antibiotics, 55, 1004–1008 (2002).
Ohshima, T., Hirata, M., Oda, T., Sasaki, A., and Shiratsuchi, M., Pheophorbide-a, a potent endothelin receptor antagonist for both ETA and ETB subtype.Chem. Pharm. Bull., 42, 2174–2176 (1994).
Rudel, L. L., Lee, R. G., and Cockman, T. L., Acyl conenzyme A: cholesterol acyltransferase type 1 and 2: Structure and function in atherosclerosis.Curr. Opin. Lipidol., 12, 121–127 (2001)
Sakata, K., Yamamoto, K., Ishikawa, H., Yagi, A., Etoh, H., and Ina, K., Chlorophyllone-A, a new pheophorbide-a related compound isolated fromRuditapes philippinarum as an antioxidative compound.Tetrahedron Lett., 31, 1165–1168 (1990).
Steinberg, D., Atherosclerosis in perspective: hypercholesterolemia and inflammation as partners in crime.Nature Med., 8, 1211–1217 (2002)
Song, H. Y., Rho, M. C., Lee, S. W., Kwon, O. E., Chang, Y. D., Lee, H. S., and Kim, Y. K., Isolation of acyl-CoA: cholesterol acyltransferase inhibitor fromPersicaria vulgaris.Planta Med., 68, 843–845 (2002).
Tang, W. and Eisenbrand, G., Chinese drugs of plant origin. Springer-Verkag, pp. 931–943 (1992).
Wongsinkongman, P., Brossi, A., Wang, H. K., Bastow, W. K., and Lee, K. H., Antitumor agents. Part 209: pheophorbide-a derivatives as photo-independent cytotoxic agents.Bioorg. Med. Chem., 10, 583–591 (2002).
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Rho, MC., Chung, M.Y., Song, H.Y. et al. Pheophorbide a-methyl ester, acyl-coa: cholesterol acyltransferase inhibitor fromDiospyros kaki . Arch Pharm Res 26, 716–718 (2003). https://doi.org/10.1007/BF02976679
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DOI: https://doi.org/10.1007/BF02976679