Abstract
In this study, biologically active compounds were isolated fromProtaetia brevitarsis larva (PBL) by dichloromethane extraction. The dichloromethane extract from PBL was highly cytotoxic to various cancer cells. From a silica gel column chromatograpy of this extract, we obtained four fractions (F-2, F-4, F-5 and F-7) having apoptosis-inducing activity. These fractions induced DNA ladder and caspase-3 activation during apoptosis in colon 26 tumor cells. In1H and13C NMR and mass spectral analysis of the fraction F-2 showing the highest apoptosis-inducing activity, we found that the fraction was composed of three free fatty acids such as palmitic acid, (Z)-9-octadecenoic acid and octadecenoic acid. These results indicate that the dichloromethane extract of PBL includes anticancer components composed of at least three fatty acids, and apoptosis-inducing activity of the extract was mediated by caspase-3 activation in tumor cells.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Referrences
Abdullaev, F. I. and Espinosa-Aguirre, J. J., Biomedical properties of saffron and its potential use in cancer therapy and chemoprevention trials.Cancer Detect Prev., 28, 426–432 (2004).
Andrade, L. N., de Lima, T. M., Curi, R., and Castrucci, A. M., Toxicity of fatty acids on murine and human melanoma cell lines.Toxicol. In vitro, 19, 553–660 (2005).
Boman, H. C., Peptide antibiotics and their role in innate immunity.Annu. Rev. Immunol., 13, 61–92 (1995).
Cai, Z., Xu, C, Xu, Y, Lu, W., Chi, C. W., Shi, Y, and Wu, J., Solution structure of BmBKTx1, a new BKCal channel blocker from the Chinese scorpionButhus martensi Karsch.Biochem., 43, 3764–3771 (2004).
Cozzi, P., Mongelli, N., and Suarato, A., Recent anticancer cytotoxic agents.Curr Med Chem Anti-cancer Agents, 4, 93–121 (2004).
Farkya, S., Bisaria, V. S., and Srivastava, A. K., Biotechnologi- cal aspects of the production of the anticancer drug podo- phyllotoxin.Appl Microbiol Biotechnol., 65, 504–519 (2004).
Fu, Y. J., Chai, B. F., Wang, W., Zhi, H., Yin, L.T., and Liang, A. H., Expression and purification of the BmK Mm2 neurotoxin from the scorpionButhus martensii Karsch and its biological activity test.Protein. Expr. Purif., 38, 45–50 (2004).
Goo, T. W., Yun, E. Y, Choi, K. H., Kim, S. H., Nho, S. K., Kang, S. W., and Kwon, O. Y., ATFC is a novel transducer for the unfolded protein response inBombyx mori BM5 cells.Biochem. Biophys. Res. Commun., 325, 626–631 (2004).
Kong, J. Y. and Rabkin, S. W., Lovastatin does not accentuate but is rather additive to palmitate-induced apoptosis in cardiomyocytes.Prostaglandins Leukot. Essent. Fatty Acids, 67, 293–302 (2002).
Kostova, I., Synthetic and natural coumarins as cytotoxic agents.Curr Med Chem Anti-Canc Agents, 5, 29–46 (2005).
Lee, D. G., Park, J. H., Lee, S. G, Kim, M. K., and Hahm, K. S., Design of novel analogue peptides with potent fungicidal but low hemolytic activity based on the cecrapin A-mellitin hybrid structure.Biochem. Mol. Biol. Int., 43, 489–498 (1997).
Palik, E. D., Handbook of proton-NMR spectra and data. Asahi Research Center, Japan (1985).
Park, C. W., Kim, J. H., Kim, K. M., Hwang, J. S., Kang, S. W., Kang, H. S., Cho, B. P, Yu, C. H., Kim, H. R., and Lee, B. H., Evidence for brain-derived neurotrophic factor-like neurope- ptide in brain of the silk mothBombyx mori during postem- bryonic periods.Peptides, 25, 1891–1897 (2004).
Tanaka, R., Noda, N., and Miyahara, K., Glycerophosphocholines of the earthworm, Pheretima asiatica.Chem. Pharm. Bull. (Tokyo), 47, 1167–1169 (1999).
Tettamanti, G., Grimaldi, A., Rinaldi, L., Amaboldi, F., Congiu, T., Valvassori, R., and de Eguileor, M., The multifunctional role of fibroblasts during wound healing in Hirudo medicinalis (Annelida, Hirudinea).Biol. Cell., 96, 443–455 (2004).
Tossi, A., Tarantino, C, and Romeo, D., Design of synthetic antimicrobial peptides based on sequence analogy and amphipathicity.Eur. J. Biochem., 250, 549–558 (1997).
Yang, L. L, Wang, M. C., Chen, L. G., and Wang, C. C., Cytotoxic activity of coumarins from the fruits ofCuidium monnieri on leukemia cell lines.Planta Med., 69, 1091–1095 (2003).
Yoo, Y. C., Watanabe, R., Koike, Y., Mitobe, M., Shimazaki, K., Watanabe, S., and Azuma, I., Apoptosis in human leukemic cells induced by lactoferricin, a bovine milk protein-derived peptide: involvement of reactive oxygen species.Biochem. Biophys. Res. Commun., 237, 624–628 (1997).
Yoon, H. S., Lee, C. S., Lee, S. Y, Choi, C. S., Lee, I. H., Yeo, S. M., and Kim, H. R., Purification and cDNA cloning of inducible antibacterial peptides fromProtaetia brevitarsis.Arch. Insect. Biochem. Physiol., 52, 92–103 (2003).
You, W. K., Sohn, Y D., Kim, K. Y, Park, D. H., Jang, Y., and Chung, K. H., Purification and molecular cloning of a novel serine protease from the centipede,Scolopendre subspinipes mutilans.Insect. Biochem. Mol. Biol., 34, 239–250 (2004).
Vergote, D., Sautiere, P. E., Vandenbulcke, F., Vieau, D., Mitta, G, Macagno, E. R., and Salzet, M., Up-regulation of neuro- hemerythrin expression in the central nervous system of the medicinal leech,Hirudo medicinalis, following septic injury.J. Biol. Chem., 279, 43828–43837 (2004).
Xu, C. Q., Brone, B., Wicher, D., Bozkurt, O., Lu, W. Y, Huys, I., Han, Y. H., Tytgat, J., Van Kerkhove, E., and Chi, C. W., BmBKTx1, a novel Ca2+-activated K+ channel blocker purified from the Asian scorpionButhus martensi Karsch.J. Biol. Chem., 279, 34562–34569 (2004).
Author information
Authors and Affiliations
Corresponding author
Additional information
These two authors equally contributed to this work as the first author.
Rights and permissions
About this article
Cite this article
Yoo, YC., Shin, BH., Hong, JH. et al. Isolation of fatty acids with anticancer activity fromProtaetia brevitarsis Larva. Arch Pharm Res 30, 361–365 (2007). https://doi.org/10.1007/BF02977619
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02977619