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Volumn 46, Issue 2-3, 1997, Pages 191-197

Monoterpenes in breast cancer chemoprevention

Author keywords

Apoptosis; d Limonene; Perillyl alcohol; Rat

Indexed keywords

ALCOHOL; CARCINOGEN; CARVEOL; LIMONENE; PERILLYL ALCOHOL; PROTEIN; SOBREROL; TERPENE; UNCLASSIFIED DRUG; UROTERPENOL;

EID: 0031446103     PISSN: 01676806     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1005939806591     Document Type: Review
Times cited : (104)

References (54)
  • 3
    • 0020688421 scopus 로고
    • Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species
    • Kjonaas R, Croteau R: Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. Arch Biochem Biophys 220:79-89, 1983
    • (1983) Arch Biochem Biophys , vol.220 , pp. 79-89
    • Kjonaas, R.1    Croteau, R.2
  • 4
    • 0026767463 scopus 로고
    • Purification of 4S-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha x piperita) and spearmint (Mentha spicata)
    • Alonso WR, Rajaonarivony JIM, Gershenzon J, Croteau R: Purification of 4S-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha x piperita) and spearmint (Mentha spicata). J Biol Chem 267:7582-7587, 1992
    • (1992) J Biol Chem , vol.267 , pp. 7582-7587
    • Alonso, W.R.1    Rajaonarivony, J.I.M.2    Gershenzon, J.3    Croteau, R.4
  • 5
    • 0025166521 scopus 로고
    • Monoterpene biosynthesis: Specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves
    • Karp F, Mihaliak CA, Harris JL, Croteau R: Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves. Arch Biochem Biophys 276:219-226, 1990
    • (1990) Arch Biochem Biophys , vol.276 , pp. 219-226
    • Karp, F.1    Mihaliak, C.A.2    Harris, J.L.3    Croteau, R.4
  • 7
    • 0022004418 scopus 로고
    • Host factors affecting the growth of carcinogen-induced rat mammary carcinomas: A review and tribute to Charles Brenton Huggins
    • Welsch C: Host factors affecting the growth of carcinogen-induced rat mammary carcinomas: a review and tribute to Charles Brenton Huggins. Cancer Res 45: 3415-3443, 1985
    • (1985) Cancer Res , vol.45 , pp. 3415-3443
    • Welsch, C.1
  • 9
    • 0024519869 scopus 로고
    • The prevention of nitrosomethylurea-induced mammary tumors by d-limonene and orange oil
    • Maltzman TH, Hurt LM, Elson CE, Tanner MA, Gould MN: The prevention of nitrosomethylurea-induced mammary tumors by d-limonene and orange oil. Carcinogenesis 10:781-785, 1989
    • (1989) Carcinogenesis , vol.10 , pp. 781-785
    • Maltzman, T.H.1    Hurt, L.M.2    Elson, C.E.3    Tanner, M.A.4    Gould, M.N.5
  • 10
    • 0003292149 scopus 로고
    • Integration of xenobiotic metabolism and carcinogen activation and detoxication
    • Caldwell J, Jacoby WB (eds) Academic Press, New York
    • Jefcoate CR: Integration of xenobiotic metabolism and carcinogen activation and detoxication. In: Caldwell J, Jacoby WB (eds) Biological Basis of Detoxication. Academic Press, New York, 1983
    • (1983) Biological Basis of Detoxication
    • Jefcoate, C.R.1
  • 11
    • 0021749950 scopus 로고
    • Binding and metabolism of benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene by seven purified forms of cytochrome P-450
    • Wilson NM, Christou M, Turner CR, Wrighton SA, Jefcoate CR: Binding and metabolism of benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene by seven purified forms of cytochrome P-450. Carcinogenesis 5:1475-1483, 1984
    • (1984) Carcinogenesis , vol.5 , pp. 1475-1483
    • Wilson, N.M.1    Christou, M.2    Turner, C.R.3    Wrighton, S.A.4    Jefcoate, C.R.5
  • 12
    • 0023217927 scopus 로고
    • Induction of mammary cytochromes P-450: An essential first step in the metabolism of 7,12-dimethylbenz[a]anthracene by rat mammary epithelial cells
    • Christou M, Moore CJ, Gould MN, Jefcoate CR: Induction of mammary cytochromes P-450: an essential first step in the metabolism of 7,12-dimethylbenz[a]anthracene by rat mammary epithelial cells. Carcinogenesis 8:73-80, 1987
    • (1987) Carcinogenesis , vol.8 , pp. 73-80
    • Christou, M.1    Moore, C.J.2    Gould, M.N.3    Jefcoate, C.R.4
  • 13
    • 0023870472 scopus 로고
    • Anti-carcinogenic activity of d-limonene during the initiation and promotion-progression stages of DMBA-induced rat mammary carcinogenesis
    • Elson CE, Maltzman TH, Boston JL, Tanner MA, Gould MN: Anti-carcinogenic activity of d-limonene during the initiation and promotion-progression stages of DMBA-induced rat mammary carcinogenesis. Carcinogenesis 9:331-332, 1988
    • (1988) Carcinogenesis , vol.9 , pp. 331-332
    • Elson, C.E.1    Maltzman, T.H.2    Boston, J.L.3    Tanner, M.A.4    Gould, M.N.5
  • 16
    • 0020587373 scopus 로고
    • Inhibition of neoplasia by minor dietary constituents
    • Wattenberg LW: Inhibition of neoplasia by minor dietary constituents. Cancer Res 43:2448s-2453s, 1983
    • (1983) Cancer Res , vol.43
    • Wattenberg, L.W.1
  • 17
    • 0026590679 scopus 로고
    • Inhibition of carcinogenesis by minor dietary constituents
    • Wattenberg LW: Inhibition of carcinogenesis by minor dietary constituents. Cancer Res 52:2085s-2091s, 1992
    • (1992) Cancer Res , vol.52
    • Wattenberg, L.W.1
  • 18
    • 0016430368 scopus 로고
    • Studies on the metabolism of d-limonene (p-mentha-1,8-diene). III. Effects of d-limonene on the lipids and drug-metabolizing enzymes in rat livers
    • Ariyoshi T, Arakaki M, Ideguchi K, Ishizuka Y, Noda K: Studies on the metabolism of d-limonene (p-mentha-1,8-diene). III. Effects of d-limonene on the lipids and drug-metabolizing enzymes in rat livers. Xenobiotica 5:33-38, 1975
    • (1975) Xenobiotica , vol.5 , pp. 33-38
    • Ariyoshi, T.1    Arakaki, M.2    Ideguchi, K.3    Ishizuka, Y.4    Noda, K.5
  • 20
    • 0025948240 scopus 로고
    • Effects of monoterpenoids on in vivo DMBA-DNA adduct formation and on phase I hepatic metabolizing enzymes
    • Maltzman TH, Christou M, Gould MN, Jefcoate CR: Effects of monoterpenoids on in vivo DMBA-DNA adduct formation and on phase I hepatic metabolizing enzymes. Carcinogenesis 12:2081-2090, 1991
    • (1991) Carcinogenesis , vol.12 , pp. 2081-2090
    • Maltzman, T.H.1    Christou, M.2    Gould, M.N.3    Jefcoate, C.R.4
  • 21
    • 0027192867 scopus 로고
    • Effects of anticarcinogenic monoterpenes on phase II hepatic metabolizing enzymes
    • Elegbede JA, Maltzman TH, Elson CE, Gould MN: Effects of anticarcinogenic monoterpenes on phase II hepatic metabolizing enzymes. Carcinogenesis 14: 1221-1225, 1993
    • (1993) Carcinogenesis , vol.14 , pp. 1221-1225
    • Elegbede, J.A.1    Maltzman, T.H.2    Elson, C.E.3    Gould, M.N.4
  • 23
    • 0026636635 scopus 로고
    • Limonene-induced regression of mammary carcinomas
    • Haag JD, Lindstrom MJ, Gould MN: Limonene-induced regression of mammary carcinomas. Cancer Res 52:4021-4026, 1992
    • (1992) Cancer Res , vol.52 , pp. 4021-4026
    • Haag, J.D.1    Lindstrom, M.J.2    Gould, M.N.3
  • 24
    • 0027965512 scopus 로고
    • Mammary carcinoma regression induced by perillyl alcohol, a hydroxylated analog of limonene
    • Haag JD, Gould MN: Mammary carcinoma regression induced by perillyl alcohol, a hydroxylated analog of limonene. Cancer Chemother Pharmacol 34:477-483, 1994
    • (1994) Cancer Chemother Pharmacol , vol.34 , pp. 477-483
    • Haag, J.D.1    Gould, M.N.2
  • 26
    • 0000075391 scopus 로고
    • Limonene trial in cancer
    • McNamee D: Limonene trial in cancer. Lancet 342: 801, 1993
    • (1993) Lancet , vol.342 , pp. 801
    • McNamee, D.1
  • 28
    • 0027527396 scopus 로고
    • Cancer chemoprevention: Principles and prospects
    • Morse MA, Stoner GD: Cancer chemoprevention: principles and prospects. Carcinogenesis 14:1737-1746, 1993
    • (1993) Carcinogenesis , vol.14 , pp. 1737-1746
    • Morse, M.A.1    Stoner, G.D.2
  • 29
    • 0028984650 scopus 로고
    • Induction of differentiation in neuro-2A cells by the monoterpene perillyl alcohol
    • Shi W, Gould MN: Induction of differentiation in neuro-2A cells by the monoterpene perillyl alcohol. Cancer Lett 95:1-6, 1995
    • (1995) Cancer Lett , vol.95 , pp. 1-6
    • Shi, W.1    Gould, M.N.2
  • 30
    • 0027199916 scopus 로고
    • Increased mannose 6-phosphate/insulin-like growth factor II receptor and transforming growth factor β1 levels during monoterpene-induced regression of mammary tumors
    • Jirtle RL, Haag JD, Ariazi E, Gould MN: Increased mannose 6-phosphate/insulin-like growth factor II receptor and transforming growth factor β1 levels during monoterpene-induced regression of mammary tumors. Cancer Res 53:3849-3853, 1993
    • (1993) Cancer Res , vol.53 , pp. 3849-3853
    • Jirtle, R.L.1    Haag, J.D.2    Ariazi, E.3    Gould, M.N.4
  • 31
    • 0029828909 scopus 로고    scopus 로고
    • Identifying differential gene expression in monoterpene-treated mammary carcinomas using subtractive display
    • Ariazi E, Gould MN: Identifying differential gene expression in monoterpene-treated mammary carcinomas using subtractive display. J Biol Chem 271: 29286-29294, 1996
    • (1996) J Biol Chem , vol.271 , pp. 29286-29294
    • Ariazi, E.1    Gould, M.N.2
  • 32
    • 0028928294 scopus 로고
    • Induction of apoptosis in liver tumors by the monoterpene perillyl alcohol
    • Mills JJ, Chari RS, Boyer IJ, Gould MN, Jirtle RL: Induction of apoptosis in liver tumors by the monoterpene perillyl alcohol. Cancer Res 55:979-983, 1995
    • (1995) Cancer Res , vol.55 , pp. 979-983
    • Mills, J.J.1    Chari, R.S.2    Boyer, I.J.3    Gould, M.N.4    Jirtle, R.L.5
  • 34
    • 0029841196 scopus 로고    scopus 로고
    • Antitumorigenic effects of d-limonene and perillyl alcohol against pancreatic and breast cancer
    • Crowell PL, Ayoubi AS, Burke YD: Antitumorigenic effects of d-limonene and perillyl alcohol against pancreatic and breast cancer. Adv Exper Med Biol 401:131-136, 1996
    • (1996) Adv Exper Med Biol , vol.401 , pp. 131-136
    • Crowell, P.L.1    Ayoubi, A.S.2    Burke, Y.D.3
  • 35
    • 0029048924 scopus 로고
    • Suppression of mevalonate pathway activities by dietary isoprenoids: Protective roles in cancer and cardiovascular disease
    • Elson CE: Suppression of mevalonate pathway activities by dietary isoprenoids: protective roles in cancer and cardiovascular disease. J Nutr 125:1666S-1672S, 1995
    • (1995) J Nutr , vol.125
    • Elson, C.E.1
  • 36
    • 0018838247 scopus 로고
    • Inhibition of hepatic cholesterol synthesis and S-3-hydroxy-3-methylglutaryl-CoA reductase by mono and bicyclic monoterpenes administered in vivo
    • Clegg RJ, Middleton B, Bell D, White DA: Inhibition of hepatic cholesterol synthesis and S-3-hydroxy-3-methylglutaryl-CoA reductase by mono and bicyclic monoterpenes administered in vivo. Biochemical Pharmacol 29:2125-2127, 1980
    • (1980) Biochemical Pharmacol , vol.29 , pp. 2125-2127
    • Clegg, R.J.1    Middleton, B.2    Bell, D.3    White, D.A.4
  • 37
    • 0019941618 scopus 로고
    • The mechanism of cyclic monoterpene inhibition of hepatic 3-hydroxy-3-methylglutaryl coenzyme A reductase in vivo in the rat
    • Clegg RJ, Middleton B, Bell D, White DA: The mechanism of cyclic monoterpene inhibition of hepatic 3-hydroxy-3-methylglutaryl coenzyme A reductase in vivo in the rat. J Biol Chem 257:2294-2299, 1982
    • (1982) J Biol Chem , vol.257 , pp. 2294-2299
    • Clegg, R.J.1    Middleton, B.2    Bell, D.3    White, D.A.4
  • 38
    • 0038651425 scopus 로고
    • Inhibition of hepatic mevalonate biosynthesis by the monoterpene, d-limonene
    • Qureshi AA, Mangels WR, Din ZZ, Elson CE: Inhibition of hepatic mevalonate biosynthesis by the monoterpene, d-limonene. J Agric Food Chem 36:1220-1224, 1988
    • (1988) J Agric Food Chem , vol.36 , pp. 1220-1224
    • Qureshi, A.A.1    Mangels, W.R.2    Din, Z.Z.3    Elson, C.E.4
  • 39
    • 0028158306 scopus 로고
    • Inhibition of ubiquinone and cholesterol synthesis by the monoterpene perillyl alcohol
    • Ren Z, Gould MN: Inhibition of ubiquinone and cholesterol synthesis by the monoterpene perillyl alcohol. Cancer Lett 76:185-190, 1994
    • (1994) Cancer Lett , vol.76 , pp. 185-190
    • Ren, Z.1    Gould, M.N.2
  • 40
    • 0025952954 scopus 로고
    • Selective inhibition of isoprenylation of 21-26 kDa proteins by the anticarcinogen d-limonene and its metabolites
    • Crowell PL, Chang RR, Ren Z, Elson CE, Gould MN: Selective inhibition of isoprenylation of 21-26 kDa proteins by the anticarcinogen d-limonene and its metabolites. J Biol Chem 266:17679-17685, 1991
    • (1991) J Biol Chem , vol.266 , pp. 17679-17685
    • Crowell, P.L.1    Chang, R.R.2    Ren, Z.3    Elson, C.E.4    Gould, M.N.5
  • 41
    • 0026497014 scopus 로고
    • Identification of metabolites of the antitumor agent d-limonene capable of inhibiting protein isoprenylation and cell growth
    • Crowell PL, Lin S, Vedejs E, Gould MN: Identification of metabolites of the antitumor agent d-limonene capable of inhibiting protein isoprenylation and cell growth. Cancer Chemother Pharmacol 31:205-212, 1992
    • (1992) Cancer Chemother Pharmacol , vol.31 , pp. 205-212
    • Crowell, P.L.1    Lin, S.2    Vedejs, E.3    Gould, M.N.4
  • 42
    • 0028343655 scopus 로고
    • Structure-activity relationships among monoterpene inhibitors of protein isoprenylation and cell proliferation
    • Crowell PL, Ren Z, Lin S, Vedejs E, Gould MN: Structure-activity relationships among monoterpene inhibitors of protein isoprenylation and cell proliferation. Biochemical Pharmacol 47:1405-1415, 1994
    • (1994) Biochemical Pharmacol , vol.47 , pp. 1405-1415
    • Crowell, P.L.1    Ren, Z.2    Lin, S.3    Vedejs, E.4    Gould, M.N.5
  • 43
    • 0029055687 scopus 로고
    • The inhibition of protein prenyltransferases by oxygenated metabolites of limonene and perillyl alcohol
    • Gelb MH, Tamanoi F, Yokoyama K, Ghomashchi F, Esson K, Gould MN: The inhibition of protein prenyltransferases by oxygenated metabolites of limonene and perillyl alcohol. Cancer Lett 91:169-175, 1995
    • (1995) Cancer Lett , vol.91 , pp. 169-175
    • Gelb, M.H.1    Tamanoi, F.2    Yokoyama, K.3    Ghomashchi, F.4    Esson, K.5    Gould, M.N.6
  • 44
    • 0028300763 scopus 로고
    • Modulation of the mevalonate pathway and cell growth by pravastatin and d-limonene in a human hepatoma cell line (Hep G2)
    • Kawata S, Hagase T, Yamasaki E, Ishiguro H, Matsuzawa Y: Modulation of the mevalonate pathway and cell growth by pravastatin and d-limonene in a human hepatoma cell line (Hep G2). Br J Cancer 69:1015-1020, 1994
    • (1994) Br J Cancer , vol.69 , pp. 1015-1020
    • Kawata, S.1    Hagase, T.2    Yamasaki, E.3    Ishiguro, H.4    Matsuzawa, Y.5
  • 45
    • 0027952748 scopus 로고
    • Prenylated proteins and lymphocyte proliferation: Inhibition by d-limonene and related monoterpenes
    • Schulz S, Buhling F, Ansorge S: Prenylated proteins and lymphocyte proliferation: inhibition by d-limonene and related monoterpenes. Eur J Immunol 24:301-307, 1994
    • (1994) Eur J Immunol , vol.24 , pp. 301-307
    • Schulz, S.1    Buhling, F.2    Ansorge, S.3
  • 46
    • 0029898894 scopus 로고    scopus 로고
    • Protein prenylation: Molecular mechanisms and functional consequences
    • Zhang FL, Casey PJ: Protein prenylation: molecular mechanisms and functional consequences. Ann Rev Biochem 65:241-269, 1996
    • (1996) Ann Rev Biochem , vol.65 , pp. 241-269
    • Zhang, F.L.1    Casey, P.J.2
  • 47
    • 0025120211 scopus 로고
    • Regulation of the mevalonate pathway
    • Goldstein JL, Brown MS: Regulation of the mevalonate pathway. Nature 343:425-430, 1990
    • (1990) Nature , vol.343 , pp. 425-430
    • Goldstein, J.L.1    Brown, M.S.2
  • 48
    • 0029113422 scopus 로고
    • Pharmacokinetics of active drug metabolites after oral administration of perillyl alcohol, an investigational antineoplastic agent, to the dog
    • Phillips LR, Malspeis L, Supko JG: Pharmacokinetics of active drug metabolites after oral administration of perillyl alcohol, an investigational antineoplastic agent, to the dog. Drug Metab Disposition 23:676-680, 1995
    • (1995) Drug Metab Disposition , vol.23 , pp. 676-680
    • Phillips, L.R.1    Malspeis, L.2    Supko, J.G.3
  • 50
    • 0026747866 scopus 로고
    • Isoprenoid addition to Ras protein is the critical modification for its membrane association and transforming activity
    • Kato K, Cox AD, Hisaka MM, Graham SM, Buss JE, Der CJ: Isoprenoid addition to Ras protein is the critical modification for its membrane association and transforming activity. Proc Natl Acad Sci USA 89: 6403-6407, 1992
    • (1992) Proc Natl Acad Sci USA , vol.89 , pp. 6403-6407
    • Kato, K.1    Cox, A.D.2    Hisaka, M.M.3    Graham, S.M.4    Buss, J.E.5    Der, C.J.6
  • 51
    • 0028314862 scopus 로고
    • Growth inhibition of rat liver epithelial tumor cells by monoterpenes does not involve Ras plasma membrane association
    • Ruch RJ, Sigler K: Growth inhibition of rat liver epithelial tumor cells by monoterpenes does not involve Ras plasma membrane association. Carcinogenesis 15: 787-789, 1994
    • (1994) Carcinogenesis , vol.15 , pp. 787-789
    • Ruch, R.J.1    Sigler, K.2
  • 52
    • 0028229474 scopus 로고
    • Limonene chemoprevention of mammary carcinoma induction following direct in situ transfer of v-Ha-ras
    • Gould MN, Moore CJ, Zhang R, Wang B, Kennan WS, Haag JD: Limonene chemoprevention of mammary carcinoma induction following direct in situ transfer of v-Ha-ras. Cancer Res 54:3540-3543, 1994
    • (1994) Cancer Res , vol.54 , pp. 3540-3543
    • Gould, M.N.1    Moore, C.J.2    Zhang, R.3    Wang, B.4    Kennan, W.S.5    Haag, J.D.6
  • 53
    • 0028260390 scopus 로고
    • Aberrant function of the Ras-related protein TC21/R-Ras2 triggers malignant transformation
    • Graham SM, Cox AD, Drivas G, Rush MG, D'Eustachio P, Der CJ: Aberrant function of the Ras-related protein TC21/R-Ras2 triggers malignant transformation. Mol Cell Biol 14:4108-4115, 1994
    • (1994) Mol Cell Biol , vol.14 , pp. 4108-4115
    • Graham, S.M.1    Cox, A.D.2    Drivas, G.3    Rush, M.G.4    D'Eustachio, P.5    Der, C.J.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.