Abstract
This review considers modern concepts on the structural-functional properties and antiproliferative, antitumor, and antiviral effects of cyclopentenone prostaglandins A and mechanisms underlying their actions. Possible directions of pharmacological application of these compounds and their analogs are discussed.
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Abbreviations
- COX:
-
cyclooxygenase
- PC:
-
prostacyclins
- PG:
-
prostaglandins
- Tx:
-
thromboxanes
References
Varfolomeev, S. D., and Mevkh, A. T. (1985) Prostaglandins — Molecular Bioregulators [in Russian], MGU Press, Moscow.
Tolstikov, G. A., Miftakhov, M. S., and Lazareva, D. N. (1989) Prostaglandins and Their Analogs in Animals and Human Reproduction [in Russian], BRC Press, UB, Academy of Sciences of USSR, Ufa.
Parker, J. (1995) Prostaglandins, 50, 359–375.
Fukushima, M., Kato, T., and Narumiya, S. (1989) Adv. Prostaglandin Thromboxane Leukot. Res., 19, 415–418.
Coleman, R. A., Smith, W. L., and Narumiya, S. (1994) Pharmac. Rev., 46, 205–229.
Boller, Y. C., Brandes, L. M., and Russell, R. L. (2000) Oncol. Res., 12, 383–395.
Choi, A. M., Tucker, R. W., and Carlson, S. G. (1994) FASEB J., 8, 1048–1054.
Conti, G., Portincasa, P., and Visalli, S. (2001) Virus Res., 75, 43–57.
Joubert, A. M., Panzer, A., and Bianchi, P. C. (2003) Cancer Lett., 191, 203–209.
Kawamoto, Y., Nakamura, Y., and Naito, Y. (2000) J. Biol. Chem., 275, 11291–11299.
Zhuang, H., Pin, S., and Li, X. (2003) Exp. Biol. Med., 228, 499–505.
Amici, C., Sistonen, L., and Santoro, M. G. (1992) PNAS USA, 89, 6227–6231.
Bureau, F., Desmet, C., Melotte, D., Jaspar, F., Volanti, C., Vanderplasschen, A., Pastoret, P. P., Piette, J., and Lekeux, P. (2002) J. Immunol., 168, 5318–5325.
Kondo, M., Oya-Ito, T., and Kumagai, T. J. (2001) Biol. Chem., 276, 12076–12083.
Negishi, M., and Katoh, H. (2002) Prostaglandin & Other Lipid Mediators, 68/69, 611–617.
Straus, D. S., and Glass, C. K. (2001) Med. Res. Rev., 21, 185–210.
Attallah, A. A., Duchesne, M. J., and Lee, J. B. (1975) Life Sci., 16, 1743–1752.
Honn, K. V., and Marnett, L. J. (1985) Biochem. Biophys. Res. Commun., 129, 34–40.
Bogaards, J. J., Venekamp, J. C., and van Bladeren, P. J. (1997) Chem. Res. Toxicol., 10, 310–317.
Ham, E. A., Oien, H. G., and Ulm, E. H. (1975) Prostaglandins, 10, 217–229.
Hubich, O. I., Koroleva, E. V., Tchernikova, T. V., and Sholukh, M. V. (2004) News Bio-Med. Sci., 4, 64–69.
Litvinko, N. M., Kuchuro, S. V., and Lis, L. G. (1998) Izv. Belarus Nats. Akad. Nauk, 1, 59–70.
Litvinko, N. M., Kuchuro, S. V., and Zheldakova, T. A. (1999) Izv. Belarus Nats. Akad. Nauk, 3, 82–88.
Shimanets, A. I., Filich, E. R., Zheldakova, T. A., and Sholukh, M. V. (2000) in Materials of Int. Sci. Conf. “Biologically Active Compounds in Regulation of Metabolic Homeostasis” [in Russian], Grodno, pp. 301–305.
Butyanyan, A. A., Muratov, V. K., and Flerov, E. V. (1979) Akush. Ginekol., 1, 13–17.
Solopaeva, I. M., Roschina, N. M., and Ivanova, N. L. (1983) Byul. Eksp. Biol. Med., 12, 40–42.
Flerov, E. V., and Ismailov, Sh. I. (1977) Farmakol. Toksilkol., 4, 407–411.
Bito, L. Z., Miranda, O. C., and Tendler, M. R. (1990) Exp. Eye Res., 50, 419–428.
Gryglewski, R. J. (1980) Biochemistry, 7, 291–338.
Cicardo, V. H. (1981) Acta Physiol. Lat. Am., 31, 85–91.
Matsukawa, R., Hayakawa, M., and Tanaka, M. (1985) Gen. Pharmacol., 16, 121–124.
Asano, T., and Ogasawara, N. (1982) Eur. J. Pharm., 80, 271–274.
Narumiya, S., Ohno, K., and Fukushima, M. (1987) J. Pharmacol. Exp. Ther., 242, 306–311.
Santoro, M. G. (2000) Biochem. Pharmacol., 59, 55–63.
Qin, Z.-H., Wang, Y., and Chen, R.-W. (2001) J. Pharmac. Exp. Ther., 297, 78–87.
Rossi, A., Elia, G., and Santoro, M. G. (1997) PNAS USA, 94, 746–750.
He, J.-K., Gu, Z.-L., and Fan, P.-S. (2002) Acta Pharmacol., 23, 331–335.
Tanikawa, M., Yamada, K., and Tominaga, K. (1998) J. Biol. Chem., 273, 18522–18527.
Funk, C. (2001) Science, 294, 1871–1875.
Van Iersel, M., Cnubben, N., and Smink, N. (1999) Biochem. Pharmac., 57, 1383–1390.
Ohno, K., and Hirata, M. (1993) Biochem. Pharmacol. 46, 661–670.
Santoro, M. G., Garaci, E., and Amici, C. (1989) PNAS USA, 86, 8407–8411.
Narumiya, S., Ohno, K., and Fujiwara, M. (1986) J. Pharmacol. Exp. Ther., 239, 506–511.
Narumiya, S., and Fukushima, M. (1986) J. Pharmacol. Exp. Ther., 239, 500–505.
Arce, J. M., Naughton, B. A., and Kolks, G. A. (1981) Prostaglandins, 21, 367–377.
Markov, Kh. M., Chekunova, L. F., and Zyabkina, A. G. (1977) Kardiologiya, 4, 133–137.
Golub, M., Zia, P., and Matsuno, M. (1975) J. Clin. Invest., 56, 1404–1410.
Kupfer, D., Navarro, J., and Piccolo, D. E. (1978) J. Biol. Chem., 253, 2804–2811.
Santoro, M. G., Benedetto, A., and Carruba, G. (1980) Science, 209, 1032–1034.
Santoro, M. G., Benedetto, A., and Zaniratti, S. (1983) Prostaglandins, 25, 353–364.
Conti, C., Mastromarino, P., and Tomao, P. (1996) Antimicrob. Agents Chemother., 40, 367–372.
Superti, F., Amici, C., and Tinary, A. (1998) J. Infect. Dis., 178, 564–568.
Ishimaru, D., Marcicano, F. G., and Rebello, M. A. (1998) Bras. J. Med. Biol. Res., 31, 1119–1123.
Burlandy, F. M., and Rebello, M. A. (2001) Intervirology, 44, 344–349.
Freitas, T. R., Caldas, L. A., and Rebello, M. A. (2003) J. Basic Microbiol., 43, 468–472.
Rozera, C., Carattoli, A., and De Marco, A. (1996) J. Clin. Invest., 97, 1795–1803.
Ankel, H., Turriziani, O., and Antonelli, G. (1991) J. Gen. Virol., 72, 2797–2800.
Santoro, M. G., Jaffe, B. M., and Garaci, E. (1982) J. Gen. Virol., 63, 435–440.
Santoro, M. G., Jaffe, B. M., and Esteban, M. (1983) J. Gen. Virol., 64, 2797–2801.
Amici, C., Giorgi, C., and Rossi, A. (1994) J. Virol., 68, 6890–6899.
O’Brien, W. J., Taylor, J. L., Ankel, H., and Sitengo, G. (1996) Antimicrob. Agents Chemother., 40, 2327–2331.
Ankel, H., Mittnacht, S., and Jacobsen, H. (1985) J. Gen. Virol., 66, 2355–2364.
Straus, D. S., and Pang, K. J. (1984) Exp. Cell Res., 151, 87–95.
Sugiura, S., Toru, T., Tanaka, T., Hazato, A., Okamura, N., Bannai, K., Manabe, K., Kurozumi, S., and Noyori, R. (1984) Chem. Pharm. Bull., 32, 4658–4661.
Sasaki, H. H., Niimi, S., Akiyama, M., Tanaka, T., Hazato, A., Kurozumi, S., Fukushima, S., and Fukushima, M. (1999) Cancer Res., 59, 3919–3922.
Suzuki, M., Kiho, T., Tomokiyo, K., Furuta, K., and Fukushima, S. (1998) J. Med. Chem., 41, 3084–3090.
Sasaki, H., and Fukushima, M. (1994) Anticancer Drugs, 5, 131–138.
Fukushima, S., Takeuchi, Y., and Kishimoto, S. (2001) Anticancer Drugs, 12, 221–234.
Favalli, C., Garaci, E., and Santoro, M. G. (1980) Prostaglandins, 19, 587–594.
Gorospe, M., Liu, Y., Xu, Q., Chrest, F. J., and Holbrook, N. J. (1996) Mol. Cell Biol., 16, 762–770.
Kim, H. S., Rhim, H., and Jeong, S. W. (2002) Prostaglandins Other Lipid Mediat., 70, 169–183.
Amici, C., Palamara, A. T., and Santoro, M. G. (1993) Exp. Cell Res., 207, 230–234.
Cornelussen, R. N. M., Gupta, S., and Knowlton, A. A. (2001) J. Moll. Cell Cardiol., 33, 1447–1454.
Rappaport, R. S., and Dodge, G. R. (1982) J. Exp. Med., 155, 943–948.
Rabson, A. R., Anderson, R., Glover, A., and Lomnitzer, R. (1978) Br. J. Exp. Pathol., 59, 298–304.
Yurkova, C., Samova, L., and Bairakova, A. (1974) Cor Vasa, 16, 293–302.
Pavlovskii, M. P., Oborin, L. N., Chuklin, S. N., and Musij, I. L. (1990) Anesteziol. Reanimatol., 5, 115–124.
Markov, Kh. M., and Pineli, V. G. (1973) Kardiologiya, 13, 32–38.
Santoro, M. G., Amici, C., and Elia, G. (1989) J. Gen. Virol., 70, 798–800.
Amici, C., and Santoro, M. G. (1991) J. Gen. Virol., 72, 1877–1885.
Sasaki, H., and Fukushima, M. (1994) Anticancer Drugs, 5, 131–138.
Glantz, R. M., and Mudrovskaya, L. V. (1982) Probl. Gematol. Perelivaniya Krovi, 11, 46–49.
Toppozada, M., Ghoneim, A., and Habib, Y. A. (1979) Amer. J. Obstetrics Gynecol., 1, 581–585.
Hu, D. N., Stjernschantz, J., and McCormick, S. A. (2000) Exp. Eye Res., 70, 113–120.
Wang, R. F., Camras, C. B., and Lee, P. Y. (1990) Invest. Ophthalmol. Vis. Sci., 31, 2466–2470.
Hayashi, M., Yablonski, M. E., and Bito, L. Z. (1987) Invest. Ophthalmol. Vis. Sci., 28, 1639–1643.
Bito, L. Z., Baroody, R. A., and Miranda, O. C. (1987) Exp. Eye Res., 44, 825–837.
Prasad, K. N., La Rosa, F. G., and Prasad, J. E. (1998) In Vitro Cell. Dev. Biol. — Animal., 34, 265–274.
Satoh, T., Furuta, K., and Tomokiyo, K. (2000) J. Neurochem., 75, 1092–1102.
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Original Russian Text © A. I. Hubich, M. V. Sholukh, 2006, published in Biokhimiya, 2006, Vol. 71, No. 3, pp. 293–304.
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Hubich, A.I., Sholukh, M.V. Biochemistry of prostaglandins A. Biochemistry (Moscow) 71, 229–238 (2006). https://doi.org/10.1134/S0006297906030011
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DOI: https://doi.org/10.1134/S0006297906030011