메뉴 건너뛰기




Volumn 8, Issue 1, 2011, Pages 3-15

Immunochemical approach using monoclonal antibody against δ9-tetrahydrocannabinolic acid (THCA) to discern cannabis plants and to investigate new drug candidates

Author keywords

Biotransformation; Cannabinoid; Cannabis; ELISA; Monoclonal antibody

Indexed keywords

3,4,5 TRIMETHOXYBENZOIC ACID; 3,5 DIMETHOXY 4 HYDROXY CINNAMIC ACID; 4 HYDROXYBENZALDEHYDE; 4 HYDROXYBENZOLIC ACID; CAFFEIC ACID; CANNABIDIOL; CANNABINOL; CANNABIS; CHLOROGENIC ACID; CODEINE; CURCUMIN; DRUG METABOLITE; FERULIC ACID; GALLIC ACID; GENTISIC ACID; GLYCOSIDE; ISOVANILLIC ACID; MONOCLONAL ANTIBODY; MONOCLONAL ANTIBODY 4A4; MORPHINE; PARA COUMARIC ACID; PROTOCATECHUIC ACID; SENNOSIDE A; SYRINGIC ACID; TETRAHYDROCANNABINOL; TETRAHYDROCANNABINOLIC ACID; UNCLASSIFIED DRUG; UNINDEXED DRUG; VANILLIC ACID; VANILLIN; VERATRIC ACID;

EID: 79951702294     PISSN: 15701638     EISSN: None     Source Type: Journal    
DOI: 10.2174/157016311794519974     Document Type: Article
Times cited : (4)

References (46)
  • 1
    • 85004345908 scopus 로고
    • Cannabis 5, Cannabigerolic acid monomethyl ether and cannabinolic acid
    • Shoyama Y, Yamauchi T, Nishioka I. Cannabis 5, Cannabigerolic acid monomethyl ether and cannabinolic acid. Chem Pharm Bull 1970;18:1327.
    • (1970) Chem. Pharm. Bull. , vol.18 , pp. 1327
    • Shoyama, Y.1    Yamauchi, T.2    Nishioka, I.3
  • 2
    • 0017848783 scopus 로고
    • Constituents of cannabis-sativa L. 13, Stability of dosage form prepared by impregnating synthetic (-)-delta-9-trans-tetrahydrocannabinol on placebo cannabis plant material
    • Lewis GS, Turner CE. Constituents of cannabis-sativa L. 13, Stability of dosage form prepared by impregnating synthetic (-)-delta-9-trans- tetrahydrocannabinol on placebo cannabis plant material. J Pharm Sci 1978;67:876.
    • (1978) J. Pharm. Sci. , vol.67 , pp. 876
    • Lewis, G.S.1    Turner, C.E.2
  • 3
    • 0015507393 scopus 로고
    • Hashish 6, Conversion of (-)-delta1 (6)-tetrahydrocannabinol to (-)-delta1 (7) - Tetrahydrocannabinol-stability of (-)-delta1-and " (-)-delta1 (6) - Tetrahydrocannabinols
    • Razdan RK, Puttick AJ, Zitko BA, et al. Hashish 6, Conversion of (-)-delta1 (6)-tetrahydrocannabinol to (-)-delta1 (7) - tetrahydrocannabinol- Stability of (-)-delta1-and " (-)-delta1 (6) - tetrahydrocannabinols. Experientia 1972;28:121.
    • (1972) Experientia , vol.28 , pp. 121
    • Razdan, R.K.1    Puttick, A.J.2    Zitko, B.A.3
  • 4
    • 0017639773 scopus 로고
    • Marihuana metabolites in urine of man 7, Excretion patterns of acidic metabolites detected by sequential thinlayer chromatography
    • Kanter SL, Hollister LE. Marihuana metabolites in urine of man 7, Excretion patterns of acidic metabolites detected by sequential thinlayer chromatography. Res Commun Chem Pathol Pharmacol 1977;17:421.
    • (1977) Res. Commun. Chem. Pathol. Pharmacol. , vol.17 , pp. 421
    • Kanter, S.L.1    Hollister, L.E.2
  • 5
    • 0020025504 scopus 로고
    • Confirmation of a tetrahydrocannabinol metabolite in urine by gas-chromatography
    • Whiting JD, Manders WM. Confirmation of a tetrahydrocannabinol metabolite in urine by gas-chromatography. J Anal Toxicol 1982;6:49.
    • (1982) J. Anal. Toxicol. , vol.6 , pp. 49
    • Whiting, J.D.1    Manders, W.M.2
  • 6
    • 0020962423 scopus 로고
    • Quantitative measurement of delta-9-tetrahydrocannabinol and 2 major metabolites in physiological specimens using capillary column gas-chromatography negative-ion chemical ionization mass-spectrometry
    • Foltz RL, McGinnis KM, Chinn DM. Quantitative measurement of delta-9-tetrahydrocannabinol and 2 major metabolites in physiological specimens using capillary column gas-chromatography negative-ion chemical ionization mass-spectrometry. Biomed Mass Spectrom 1983;10:316.
    • (1983) Biomed. Mass Spectrom. , vol.10 , pp. 316
    • Foltz, R.L.1    McGinnis, K.M.2    Chinn, D.M.3
  • 7
    • 0025341383 scopus 로고
    • A GC-MS method for determination of delta-9-tetrahydrocannabinol-11-oic acid in human urine
    • Yamamoto I, Watanabe K, Narimatsu S, et al. A GC-MS method for determination of delta-9-tetrahydrocannabinol-11-oic acid in human urine. Eisei Kagaku 1990;36:149.
    • (1990) Eisei Kagaku , vol.36 , pp. 149
    • Yamamoto, I.1    Watanabe, K.2    Narimatsu, S.3
  • 8
    • 0021015095 scopus 로고
    • Analysis of the major metabolite of delta-9-tetrahydrocannabinol in urine. 2. A HPLC procedure
    • ElSohly MA, ElSohly HN, Jones AB, et al. Analysis of the major metabolite of delta-9-tetrahydrocannabinol in urine. 2. A HPLC procedure. J Anal Toxicol 1983;7:262.
    • (1983) J. Anal. Toxicol. , vol.7 , pp. 262
    • ElSohly, M.A.1    ElSohly, H.N.2    Jones, A.B.3
  • 9
    • 0018769919 scopus 로고
    • Comparative analysis of Cannabis material
    • Coutts RT, Jones GR. Comparative analysis of Cannabis material. J Forensic Sci 1979;24:291.
    • (1979) J. Forensic Sci. , vol.24 , pp. 291
    • Coutts, R.T.1    Jones, G.R.2
  • 10
    • 0022330669 scopus 로고
    • An update on Cannabis research
    • Husain S, Khan I. An update on Cannabis research. Bull Narc 1985;37:3.
    • (1985) Bull. Narc , vol.37 , pp. 3
    • Husain, S.1    Khan, I.2
  • 11
    • 0029976762 scopus 로고    scopus 로고
    • RAPD analysis distinguishes Cannabis sativa samples from different sources
    • Jagadish V, Robertson J, Gibbs A. RAPD analysis distinguishes Cannabis sativa samples from different sources. Forensic Sci Int 1996;79:113.
    • (1996) Forensic Sci. Int. , vol.79 , pp. 113
    • Jagadish, V.1    Robertson, J.2    Gibbs, A.3
  • 12
    • 33644882161 scopus 로고    scopus 로고
    • DNA fingerprinting of Cannabis sativa L. accessions using RAPD and AFLP markers
    • Hakki EE, Uz E, Sag A, et al. DNA fingerprinting of Cannabis sativa L. accessions using RAPD and AFLP markers. Forensic Sci Int 2003;136:31.
    • (2003) Forensic Sci. Int. , vol.136 , pp. 31
    • Hakki, E.E.1    Uz, E.2    Sag, A.3
  • 13
    • 33644926375 scopus 로고    scopus 로고
    • Genetic variation in hemp and marijuana (Cannabis sativa L.) according to amplified fragment length polymorphisms
    • Datwyler SL, Weiblen GD. Genetic variation in hemp and marijuana (Cannabis sativa L.) according to amplified fragment length polymorphisms. J Forensic Sci 2006;51:371.
    • (2006) J. Forensic Sci. , vol.51 , pp. 371
    • Datwyler, S.L.1    Weiblen, G.D.2
  • 14
    • 0016334707 scopus 로고
    • Marihuana metabolites measured by a radioimmune technique
    • Gross SJ, Soares JR, Wong SL, et al. Marihuana metabolites measured by a radioimmune technique. Nature 1974;252:581.
    • (1974) Nature , vol.252 , pp. 581
    • Gross, S.J.1    Soares, J.R.2    Wong, S.L.3
  • 15
    • 0016799689 scopus 로고
    • Development of a radioimmunoassay for cannabinoids in blood and urine
    • Teale JD, Forman EJ, King LJ, et al. Development of a radioimmunoassay for cannabinoids in blood and urine. Pharm Pharmacol 1975;27:465.
    • (1975) Pharm. Pharmacol. , vol.27 , pp. 465
    • Teale, J.D.1    Forman, E.J.2    King, L.J.3
  • 16
    • 0016799476 scopus 로고
    • Studies of cannabinoid metabolites-free-radical immunoassay
    • Cais M, Dani S, Josephy Y, et al. Studies of cannabinoid metabolites-Free-radical immunoassay. FEBS Lett 1975;55:257.
    • (1975) FEBS Lett. , vol.55 , pp. 257
    • Cais, M.1    Dani, S.2    Josephy, Y.3
  • 17
    • 0029852161 scopus 로고    scopus 로고
    • Monoclonal antibody based enzyme immunoassay for marihuana (cannabinoid) compounds
    • Tanaka H, Goto Y, Shoyama Y. Monoclonal antibody based enzyme immunoassay for marihuana (cannabinoid) compounds. J Immunoassay 1996;17:321.
    • (1996) J. Immunoassay , vol.17 , pp. 321
    • Tanaka, H.1    Goto, Y.2    Shoyama, Y.3
  • 18
    • 0032711254 scopus 로고    scopus 로고
    • Monoclonal antibody against tetrahydrocannabinolic acid distinguishes Cannabis sativa samples from different plant species
    • Tanaka H, Shoyama H. Monoclonal antibody against tetrahydrocannabinolic acid distinguishes Cannabis sativa samples from different plant species. Forensic Sci Int 1999;106:135.
    • (1999) Forensic Sci. Int. , vol.106 , pp. 135
    • Tanaka, H.1    Shoyama, H.2
  • 19
    • 0033863941 scopus 로고    scopus 로고
    • Cross-reactivity of various tetrahydrocannabinol metabolites with a monoclonal antibody against tetrahydrocannabinolic acid
    • Watanabe K, Matsuda M, Tateoka J, et al. Cross-reactivity of various tetrahydrocannabinol metabolites with a monoclonal antibody against tetrahydrocannabinolic acid. J Health Sci 2000;46:310.
    • (2000) J. Health Sci. , vol.46 , pp. 310
    • Watanabe, K.1    Matsuda, M.2    Tateoka, J.3
  • 20
    • 0001260384 scopus 로고
    • Hashisi 7, Isomerization of cannabidiol to tetrahydrocannabinols
    • Gaoni Y, Mechoulam R. Hashisi 7, Isomerization of cannabidiol to tetrahydrocannabinols. Tetrahedron 1966;22:1481.
    • (1966) Tetrahedron. , vol.22 , pp. 1481
    • Gaoni, Y.1    Mechoulam, R.2
  • 21
    • 0016138983 scopus 로고
    • Oxidation of delta1-tetrahydrocannabinol and delta-6-tetrahydrocannabinol with selenium dioxide
    • Inayama S, Sawa A, Hosoya E. Oxidation of delta1-tetrahydrocannabinol and delta-6-tetrahydrocannabinol with selenium dioxide. Chem Pharm Bull 1974;22:1519.
    • (1974) Chem. Pharm. Bull. , vol.22 , pp. 1519
    • Inayama, S.1    Sawa, A.2    Hosoya, E.3
  • 22
    • 0015432732 scopus 로고
    • Synthesis of biological-activity of 5 tetrahydrocannabinol metabolites
    • Mechoulam R, Grunfeld Y, Ben-Zvi Z., et al. Synthesis of biological-activity of 5 tetrahydrocannabinol metabolites. J Am Chem Soc 1972;94:7930.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 7930
    • Mechoulam, R.1    Grunfeld, Y.2    Ben-Zvi, Z.3
  • 23
    • 0019768225 scopus 로고
    • Synthesis of 8-alpha, 9-alpha-epoxyhexahydrocannabinols and 8-beta, 9-betaepoxyhexahydrocannabinols
    • Yamamoto I, Narimatsu S, Watanabe K, et al. Synthesis of 8-alpha, 9-alpha-epoxyhexahydrocannabinols and 8-beta, 9-betaepoxyhexahydrocannabinols. Chem Pharm Bull 1981;29:3378.
    • (1981) Chem. Pharm. Bull. , vol.29 , pp. 3378
    • Yamamoto, I.1    Narimatsu, S.2    Watanabe, K.3
  • 24
    • 0018764929 scopus 로고
    • Synthesis and psychotropic activity of side-chain hydroxylated delta-6-tetrahydrocannabinol metabolites
    • Ohlsson A, Agurell S, Leander K, et al. Synthesis and psychotropic activity of side-chain hydroxylated delta-6-tetrahydrocannabinol metabolites. Acta Pharm Suec 1979;16:21.
    • (1979) Acta Pharm. Suec , vol.16 , pp. 21
    • Ohlsson, A.1    Agurell, S.2    Leander, K.3
  • 25
    • 0015864009 scopus 로고
    • Delta-6-tetrahydrocannabinol-7-oic acid, a urinary delta-6-THC metaboliteisolation and synthesis
    • Mechoulam R, Zvi ZB, Agurell S, et al. Delta-6-tetrahydrocannabinol-7-oic acid, a urinary delta-6-THC metaboliteisolation and synthesis. Experientia 1973;29:1193.
    • (1973) Experientia , vol.29 , pp. 1193
    • Mechoulam, R.1    Zvi, Z.B.2    Agurell, S.3
  • 26
    • 0016736818 scopus 로고
    • Synthesis of metabolites of delta-9-tetrahydrocannabinol
    • Pitt CG, Fowler MS, Sathe S, et al. Synthesis of metabolites of delta-9-tetrahydrocannabinol. J Am Chem Soc 1975;97:3798.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 3798
    • Pitt, C.G.1    Fowler, M.S.2    Sathe, S.3
  • 27
    • 0001144661 scopus 로고
    • Determination of tetrahydrocannabinolic acid-carrier protein conjugate by matrix-assisted laser-desorption ionaization mass-spectrometry and antibodyformation
    • Goto Y, Shima Y, Morimoto S, et al. Determination of tetrahydrocannabinolic acid-carrier protein conjugate by matrix-assisted laser-desorption ionaization mass-spectrometry and antibodyformation. Org Mass Spectrom 1994;29:668.
    • (1994) Org. Mass Spectrom. , vol.29 , pp. 668
    • Goto, Y.1    Shima, Y.2    Morimoto, S.3
  • 28
    • 0016756272 scopus 로고
    • Continuous cultures of fused cells secreting antibody of predefined specificity
    • Kohler G, Milstein C. Continuous cultures of fused cells secreting antibody of predefined specificity. Nature 1975;256:495.
    • (1975) Nature , vol.256 , pp. 495
    • Kohler, G.1    Milstein, C.2
  • 29
    • 0019165436 scopus 로고
    • Antibody-production by hybridomas
    • Goding JW. Antibody-production by hybridomas. J Immunol Meth 1980;39:285.
    • (1980) J. Immunol. Meth. , vol.39 , pp. 285
    • Goding, J.W.1
  • 30
    • 0000246657 scopus 로고
    • Use of immunoassay in plant sciences. 13. Radioimmunoassay for the determination of the steroidal alkaloid solasodine and related-compounds in living plants and herbarium specimens
    • Weiler EW, Kruger H, Zenk MH. Use of immunoassay in plant sciences. 13. Radioimmunoassay for the determination of the steroidal alkaloid solasodine and related-compounds in living plants and herbarium specimens. Planta Med 1980;39:112.
    • (1980) Planta Med. , vol.39 , pp. 112
    • Weiler, E.W.1    Kruger, H.2    Zenk, M.H.3
  • 31
    • 0029783662 scopus 로고    scopus 로고
    • Cannabis 25. Biotransformation of cannabidiol and cannabidiolic acid by Pinellia ternata tissue segments
    • Tanaka H, Takahashi R, Morimoto S, et al. Cannabis 25. Biotransformation of cannabidiol and cannabidiolic acid by Pinellia ternata tissue segments. Plant Cell Rep 1996;15:819.
    • (1996) Plant Cell. Rep. , vol.15 , pp. 819
    • Tanaka, H.1    Takahashi, R.2    Morimoto, S.3
  • 32
    • 0027078685 scopus 로고
    • Isolation and structure of a brain constituent that binds to the cannabinoid receptor
    • Devane WA, Hanus L, Breuer A, et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 1992;258:1946.
    • (1992) Science , vol.258 , pp. 1946
    • Devane, W.A.1    Hanus, L.2    Breuer, A.3
  • 33
    • 0028192868 scopus 로고
    • Production of monoclonalantibodies and enzyme-immunoassay for typical adenylate-cyclase activator, forskolin
    • Sakata R, Shoyama Y, Murakami H. Production of monoclonalantibodies and enzyme-immunoassay for typical adenylate-cyclase activator, forskolin. Cytotechnology 1994;16:101.
    • (1994) Cytotechnology , vol.16 , pp. 101
    • Sakata, R.1    Shoyama, Y.2    Murakami, H.3
  • 34
    • 0020035411 scopus 로고
    • Use of labeled Protein A in quantitative immunochemical analysis of antigens and antibodies
    • Langone JJ. Use of labeled Protein A in quantitative immunochemical analysis of antigens and antibodies. J Immunol Meth 1982;51:3.
    • (1982) J. Immunol. Meth. , vol.51 , pp. 3
    • Langone, J.J.1
  • 35
    • 0022921460 scopus 로고
    • Pharmacokinetics and metabolism of delta-1 tetrahydrocannabinol and other cannabinoids with emphasis on man
    • Agurell S, Halldin M, Lindgren JE, et al. Pharmacokinetics and metabolism of delta-1 tetrahydrocannabinol and other cannabinoids with emphasis on man. Pharmacol Rev 1986;38:21.
    • (1986) Pharmacol. Rev. , vol.38 , pp. 21
    • Agurell, S.1    Halldin, M.2    Lindgren, J.E.3
  • 36
    • 0020032471 scopus 로고
    • The free-radical oxidation of the tetrahydrocannabinoils
    • Miller IJ, McCallus NK, Kirk CM, et al. The free-radical oxidation of the tetrahydrocannabinoils. Experientia 1982;38:230.
    • (1982) Experientia , vol.38 , pp. 230
    • Miller, I.J.1    McCallus, N.K.2    Kirk, C.M.3
  • 37
    • 0031764350 scopus 로고    scopus 로고
    • Identification of Cannabis pollens using an allergic patient's immunoglobulin e and purification and characterization of allergens in Cannabis pollens
    • Tanaka H, Degawa M, Kawata E, et al. Identification of Cannabis pollens using an allergic patient's immunoglobulin e and purification and characterization of allergens in Cannabis pollens. Forensic Sci Int 1998;97:139.
    • (1998) Forensic Sci. Int. , vol.97 , pp. 139
    • Tanaka, H.1    Degawa, M.2    Kawata, E.3
  • 38
    • 0001137876 scopus 로고
    • Cashew nut shell liquid 3, the cardol component of Indian cashewnut shell liquid with reference to the liquids vesicant activity
    • Wasserman D, Dawson CR. Cashew nut shell liquid 3, The cardol component of Indian cashewnut shell liquid with reference to the liquids vesicant activity. J Am Chem Soc 1948;70:3675.
    • (1948) J. Am. Chem. Soc. , vol.70 , pp. 3675
    • Wasserman, D.1    Dawson, C.R.2
  • 39
    • 0010578220 scopus 로고
    • Separation and structural determination of the olefinic components of poison ivy urushiol, acardanol
    • Symes WF, Dawson CR. Separation and structural determination of the olefinic components of poison ivy urushiol, acardanol. Nature 1953;171:841.
    • (1953) Nature , vol.171 , pp. 841
    • Symes, W.F.1    Dawson, C.R.2
  • 40
    • 33745732106 scopus 로고
    • Chemical studies of Proteaceae 7, Examination of woods of 17 species for resorcinol derivatives
    • Cirigottis KA, Cleaver L, Corrie JET, et al. Chemical studies of Proteaceae 7, Examination of woods of 17 species for resorcinol derivatives. Aust J Chem 1974;27:234.
    • (1974) Aust. J. Chem. , vol.27 , pp. 234
    • Cirigottis, K.A.1    Cleaver, L.2    Corrie, J.E.T.3
  • 41
    • 0023950323 scopus 로고
    • DNA strand scission by narurally-occurring 5-alkylresorcinol
    • Scannell RT, Barr JR, Murty VS, et al. DNA strand scission by narurally-occurring 5-alkylresorcinol. J Am Chem Soc 1988;110:3650.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 3650
    • Scannell, R.T.1    Barr, J.R.2    Murty, V.S.3
  • 42
    • 0023729659 scopus 로고
    • 5-alkylresorcinols from hakea-amplexicaulis that cleave DNA
    • Barr JR, Murty VS, Yamaguchi K, et al. 5-Alkylresorcinols from hakea-amplexicaulis that cleave DNA. Chem Res Toxicol 1988;1:204.
    • (1988) Chem. Res. Toxicol. , vol.1 , pp. 204
    • Barr, J.R.1    Murty, V.S.2    Yamaguchi, K.3
  • 43
    • 0019133452 scopus 로고
    • Alkyl and phenylalkyl anacardic acids from Knema-elegans seed oil
    • Spencer GF, Tjarks LW, Kleiman R. Alkyl and phenylalkyl anacardic acids from Knema-elegans seed oil. J Nat Prod 1980;43:724.
    • (1980) J. Nat. Prod. , vol.43 , pp. 724
    • Spencer, G.F.1    Tjarks, L.W.2    Kleiman, R.3
  • 44
    • 0028501091 scopus 로고
    • Cannabiorcichromenic and 8-chlorocannabiorcichromenic acid as fungal antagonists from cylindrocarpon-olidum
    • Quaghebeur K, Coosemans J, Toppet S, et al. Cannabiorcichromenic and 8-chlorocannabiorcichromenic acid as fungal antagonists from cylindrocarpon-olidum. Phytochemistry 1994;37:159.
    • (1994) Phytochemistry , vol.37 , pp. 159
    • Quaghebeur, K.1    Coosemans, J.2    Toppet, S.3
  • 45
    • 0027722279 scopus 로고
    • Cannabis. 21. Biotransformation of cannabinol to its glycosides by in-vitro plant-tissue
    • Tanaka H, Morimoto S, Shoyama Y. Cannabis. 21. Biotransformation of cannabinol to its glycosides by in-vitro plant-tissue. J Nat Prod 1993;56:2068.
    • (1993) J. Nat. Prod. , vol.56 , pp. 2068
    • Tanaka, H.1    Morimoto, S.2    Shoyama, Y.3
  • 46
    • 0031018075 scopus 로고    scopus 로고
    • A new cannabinoid, Delta (6)-tetrahydrocannabinol 2'-O-beta-D- glucopyranoside, biotransformed by plant tissue
    • Tanaka H, Takahashi R, Morimoto S, et al. A new cannabinoid, Delta (6)-tetrahydrocannabinol 2'-O-beta-D-glucopyranoside, biotransformed by plant tissue. J Nat Prod 1997;60:168.
    • (1997) J. Nat. Prod. , vol.60 , pp. 168
    • Tanaka, H.1    Takahashi, R.2    Morimoto, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.