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Volumn 25, Issue 9, 2011, Pages 863-875

Structural modification of sanguinarine and chelerythrine and their antibacterial activity

Author keywords

antibacterial activity; chelerythrine; sanguinarine; structure activity relationship

Indexed keywords

6 ACETONYLCHELERYTHRINE; 6 ACETONYLSANGUINARINE; 6 ETHOXYCHELERYTHRINE; 6 ETHOXYSANGUINARINE; 6 METHOXYCHELERYTHRINE; 6 METHOXYSANGUINARINE; CARBON; CEFTRIAXONE; CHELERYTHRINE; DIHYDROCHELERYTHRINE; DIHYDROSANGUINARINE; IMINE; NITROGEN; OXYCHELERYTHRINE; OXYSANGUINARINE; PENICILLIN G SODIUM; SANGUINARINE; TURPENTINE; UNCLASSIFIED DRUG;

EID: 79957598730     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2010.482055     Document Type: Article
Times cited : (128)

References (32)
  • 1
    • 0042511286 scopus 로고
    • A review of selected potential anticancer plant principles
    • Cordell, G.A., & Farnsworth, N.R. (1976). A review of selected potential anticancer plant principles. Heterocycles, 4, 393-427.
    • (1976) Heterocycles , vol.4 , pp. 393-427
    • Cordell, G.A.1    Farnsworth, N.R.2
  • 2
    • 77957022972 scopus 로고    scopus 로고
    • Some aspects of the chemistry of quaternary benzo[c]phenanthridine alkaloids
    • Dostál, J., & Slavík, J. (2002). Some aspects of the chemistry of quaternary benzo[c]phenanthridine alkaloids. Studies in Natural Products Chemistry, 27, 155-184.
    • (2002) Studies in Natural Products Chemistry , vol.27 , pp. 155-184
    • Dostál, J.1    Slavík, J.2
  • 4
    • 79957605047 scopus 로고
    • Purification of benzophenanthridine alkaloids from alkaloidal extracts
    • PCT Int. Appl. WO 91: 07, 391
    • Harkrader, R.J., & Jones, R.R. (1991). Purification of benzophenanthridine alkaloids from alkaloidal extracts. PCT Int. Appl. WO 91: 07, 391.
    • (1991)
    • Harkrader, R.J.1    Jones, R.R.2
  • 6
    • 1842829240 scopus 로고    scopus 로고
    • Inhibition of liver mitochondrial monoamine oxidase activity by alkaloids isolated from Chelidonium and Macleaya and by their derivative drugs
    • Iagodina, O.V., Nikol'skaia, E.B., & Faddeeva, M.D. (2003). Inhibition of liver mitochondrial monoamine oxidase activity by alkaloids isolated from Chelidonium and Macleaya and by their derivative drugs. Tsitologiia, 45, 1032-1037.
    • (2003) Tsitologiia , vol.45 , pp. 1032-1037
    • Iagodina, O.V.1    Nikol'skaia, E.B.2    Faddeeva, M.D.3
  • 7
    • 0030000209 scopus 로고    scopus 로고
    • Antibacterial activity and structure-activity relationships of berberine analogs
    • DOI 10.1016/0223-5234(96)85167-1
    • Iwasal, K., Kamigauchi, M., Ueki, M., & Taniguchi, M. (1996). Antibacterial activity and structure-activity relationships of berberine analogs. European Journal of Medicinal Chemistry, 31, 469-478. (Pubitemid 26188038)
    • (1996) European Journal of Medicinal Chemistry , vol.31 , Issue.6 , pp. 469-478
    • Iwasa, K.1    Kamigauchi, M.2    Ueki, M.3    Taniguchi, M.4
  • 8
    • 0022884335 scopus 로고
    • The effect of pH on sanguinarine iminium ion form
    • DOI 10.1021/np50048a025
    • Jones, R.R., Harkrader, R.J., & Southard, G.L. (1986). The effect of pH on sanguinarine iminium ion form. Journal of Natural Products, 49, 1109-1111. (Pubitemid 17041087)
    • (1986) Journal of Natural Products , vol.49 , Issue.6 , pp. 1109-1111
    • Jones, R.R.1    Harkrader, R.J.2    Southard, G.L.3
  • 9
    • 0021362527 scopus 로고
    • The benzophenanthridine alkaloids (chemical structure, plant sources, occurrence by taxonomic groups)
    • Krane, B.D., Fagbule, M.O., Shamma, M., & Gözler, B. (1984). The benzophenanthridine alkaloids (chemical structure, plant sources, occurrence by taxonomic groups). Journal of Natural Products, 47, 1-43.
    • (1984) Journal of Natural Products , vol.47 , pp. 1-43
    • Krane, B.D.1    Fagbule, M.O.2    Shamma, M.3    Gözler, B.4
  • 10
    • 0019787435 scopus 로고
    • Antiinflammatory activity of quaternary benzophenanthridine alkaloids from Chelidonium majus
    • Lenfeld, J., Kroutil, M., Marsalek, E., Slavik, J., Preininger, V., & Simanek, V. (1981). Antiinflammatory activity of quaternary benzophenanthridine alkaloids from Chelidonium majus. Planta Medica, 43, 161-165. (Pubitemid 12206675)
    • (1981) Planta Medica , vol.43 , Issue.2 , pp. 161-165
    • Lenfeld, J.1    Kroutil, M.2    Marsalek, E.3
  • 13
    • 0017943554 scopus 로고
    • Antimicrobial agents from higher plants. An investigation of Hunnemannia fumariaefolia pseudoalcoholates of sanguinarine and chelerythrine
    • Mitscher, L.A., Park, Y.H., Clark, D., Clark, G.W., Hammesfahr, P.D., Wu, W.N., et al. (1978). Antimicrobial agents from higher plants. An investigation of Hunnemannia fumariaefolia pseudoalcoholates of sanguinarine and chelerythrine. Lloydia, 41, 145-150.
    • (1978) Lloydia , vol.41 , pp. 145-150
    • Mitscher, L.A.1    Park, Y.H.2    Clark, D.3    Clark, G.W.4    Hammesfahr, P.D.5    Wu, W.N.6
  • 14
    • 0034675704 scopus 로고    scopus 로고
    • Synthesis of derivatives of NK109, 7-OH benzo[c]phenanthridine alkaloid, and evaluation of their cytotoxicities and reduction-resistant properties
    • Nakanishi, T., Masuda, A., Suwa, M., Akiyama, Y., Hoshino-Abe, N., & Suzuki, M. (2000). Synthesis of derivatives of NK109, 7-OH benzo[c] phenanthridine alkaloid, and evaluation of their cytotoxicities and reduction-resistant properties. Bioorganic and Medicinal Chemistry Letters, 10, 2321-2323.
    • (2000) Bioorganic and Medicinal Chemistry Letters , vol.10 , pp. 2321-2323
    • Nakanishi, T.1    Masuda, A.2    Suwa, M.3    Akiyama, Y.4    Hoshino-Abe, N.5    Suzuki, M.6
  • 15
    • 0032568996 scopus 로고    scopus 로고
    • Synthesis of NK109, an anticancer benzo[c]phenanthridine alkaloid
    • DOI 10.1021/jo9718758
    • Nakanishi, T., Suzuki, M., Mashiba, A., Ishikawa, K., & Yokotsuka, T. (1998). Synthesis of NK109, an anticancer benzo[c]phenanthridine alkaloid. The Journal of Organic Chemistry, 63, 4235-4239. (Pubitemid 28334256)
    • (1998) Journal of Organic Chemistry , vol.63 , Issue.13 , pp. 4235-4239
    • Nakanishi, T.1    Suzuki, M.2    Mashiba, A.3    Ishikawa, K.4    Yokotsuka, T.5
  • 16
    • 0033059590 scopus 로고    scopus 로고
    • Structural considerations of NK109, an antitumor benzo[c]phenanthridine alkaloid
    • DOI 10.1021/np990005d
    • Nakanishi, T., Suzuki, M., Saimoto, A., & Kabasawa, T. (1999). Structural considerations of NK109, an antitumor benzo[c]phenanthridine alkaloid. Journal of Natural Products, 62, 864-867. (Pubitemid 29296324)
    • (1999) Journal of Natural Products , vol.62 , Issue.6 , pp. 864-867
    • Nakanishi, T.1    Suzuki, M.2    Saimoto, A.3    Kabasawa, T.4
  • 17
    • 0033025825 scopus 로고    scopus 로고
    • Two antimicrobial alkaloids from Bocconia arborea
    • DOI 10.1016/S0378-8741(98)00182-2, PII S0378874198001822
    • Navarro, V., & Delgado, G. (1999). Two antimicrobial alkaloids from Bocconia arborea. Journal of Ethnopharmacology, 66, 223-226. (Pubitemid 29307924)
    • (1999) Journal of Ethnopharmacology , vol.66 , Issue.2 , pp. 223-226
    • Navarro, V.1    Delgado, G.2
  • 18
    • 0030249138 scopus 로고    scopus 로고
    • Antimicrobial evaluation of some plants used in Mexican traditional medicine for the treatment of infectious diseases
    • DOI 10.1016/0378-8741(96)01429-8
    • Navarro, V., Villarreal, M.L., Rojas, G., & Lozoya, X. (1996). Antimicrobial evaluation of some plants used in Mexican traditional medicine for the treatment of infectious diseases. Journal of Ethnopharmacology, 53, 143-147. (Pubitemid 26306224)
    • (1996) Journal of Ethnopharmacology , vol.53 , Issue.3 , pp. 143-147
    • Navarro, V.1    Villarreal, M.L.2    Rojas, G.3    Lozoya, X.4
  • 19
    • 0018501112 scopus 로고
    • Antimicrobial alkaloids from a Nigerian chewing stick (Fagara zanthoxyloides)
    • Odebiyi, O.O., & Sofowora, E.A. (1979). Antimicrobial alkaloids from a Nigerian chewing stick (Fagara zanthoxyloides). Planta Medica, 36, 204-207.
    • (1979) Planta Medica , vol.36 , pp. 204-207
    • Odebiyi, O.O.1    Sofowora, E.A.2
  • 20
    • 4344593931 scopus 로고    scopus 로고
    • General one-pot, three-step methodology leading to an extended class of N-heterocyclic cations: Spontaneous nucleophilic addition, cyclization, and hydride loss
    • DOI 10.1021/jo0495440
    • Parenty, A.D.C., Smith, L.V., Pickering, A.L., Long, D.L., & Cronin, L. (2004). General one-pot, three-step methodology leading to an extended class of N-heterocyclic cations: spontaneous nucleophilic addition, cyclization, and hydride loss. The Journal of Organic Chemistry, 69, 5934-5946. (Pubitemid 39149177)
    • (2004) Journal of Organic Chemistry , vol.69 , Issue.18 , pp. 5934-5946
    • Parenty, A.D.C.1    Smith, L.V.2    Pickering, A.L.3    Long, D.-L.4    Cronin, L.5
  • 21
    • 0018439193 scopus 로고
    • Inhibition of reverse transcriptase activity by benzophenanthridine alkaloids
    • Sethi, M.L. (1979). Inhibition of reverse transcriptase activity by benzophenanthridine alkaloids. Journal of Natural Products, 42, 187-196.
    • (1979) Journal of Natural Products , vol.42 , pp. 187-196
    • Sethi, M.L.1
  • 22
    • 14944382879 scopus 로고    scopus 로고
    • A new synthetic method for alpha-alkoxycarbonyl iminium salt and its reaction with nucleophiles
    • DOI 10.1021/ja042330f
    • Shimizu, M., Itou, H., & Miura, M. (2005). A new synthetic method for alpha-alkoxycarbonyl iminium salt and its reaction with nucleophiles. Journal of the American Chemical Society, 127, 3296-3297. (Pubitemid 40365266)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.10 , pp. 3296-3297
    • Shimizu, M.1    Itou, H.2    Miura, M.3
  • 25
    • 0015789204 scopus 로고
    • Some structural relationships among cytotoxic and antitumor benzophenanthridine alkaloid derivatives
    • Stermitz, F.R., Larson, K.A., & Kim, D.K. (1973). Some structural relationships among cytotoxic and antitumor benzophenanthridine alkaloid derivatives. Journal of Medicinal Chemistry, 16, 939-940.
    • (1973) Journal of Medicinal Chemistry , vol.16 , pp. 939-940
    • Stermitz, F.R.1    Larson, K.A.2    Kim, D.K.3
  • 27
    • 29144475512 scopus 로고    scopus 로고
    • A new antibacterial clerodane diterpenoid from the resinous exudate of Haplopappus uncinatus
    • DOI 10.1016/j.jep.2005.09.042, PII S0378874105007130
    • Urzúa, A., Jara, F., Tojo, E., Wilkens, M., Mendoza, L., & Rezende, M.C. (2006). A new antibacterial clerodane diterpenoid from the resinous exudate of Haplopappus uncinatus. Journal of Ethnopharmacology, 103, 297-301. (Pubitemid 41796931)
    • (2006) Journal of Ethnopharmacology , vol.103 , Issue.2 , pp. 297-301
    • Urzua, A.1    Jara, F.2    Tojo, E.3    Wilkens, M.4    Mendoza, L.5    Rezende, M.C.6
  • 29
    • 0032705881 scopus 로고    scopus 로고
    • Direct oxidative carbon-carbon bond formation using the 'cation pool' Method. 1. Generation of iminium cation pools and their reaction with carbon nucleophiles
    • DOI 10.1021/ja9920112
    • Yoshida, J., Suga, S., Suzuki, S., Kinomura, N., Yamamoto, A., & Fujiwara, K. (1999). Direct oxidative carbon-carbon bond formationusing the "cation pool" method. 1. Generation of iminium cation pools and their reaction with carbon nucleophiles. Journal of the American Chemical Society, 121, 9546-9549. (Pubitemid 29498476)
    • (1999) Journal of the American Chemical Society , vol.121 , Issue.41 , pp. 9546-9549
    • Yoshida, J.-I.1    Suga, S.2    Suzuki, S.3    Kinomura, N.4    Yamamoto, A.5    Fujiwara, K.6
  • 30
    • 0016423038 scopus 로고
    • Preparation and antileukemic activity of some alkoxybenzo[c] phenanthridinium salts and corresponding dihydro derivatives
    • Zee-Cheng, P.K.Y., & Cheng, C.C. (1975). Preparation and antileukemic activity of some alkoxybenzo[c]phenanthridinium salts and corresponding dihydro derivatives. Journal of Medicinal Chemistry, 18, 66-71.
    • (1975) Journal of Medicinal Chemistry , vol.18 , pp. 66-71
    • Zee-Cheng, P.K.Y.1    Cheng, C.C.2
  • 31
    • 79957594515 scopus 로고    scopus 로고
    • Antibacterial effect of the sanguinarine hydrochloride and bocconoline from Macleaya cordata
    • Zhao, D.L., Yu, J.P., Zhou, X.Q., Meng, X.B., & Wu, J.Z. (2005). Antibacterial effect of the sanguinarine hydrochloride and bocconoline from Macleaya cordata. Food Science, 26, 45-47.
    • (2005) Food Science , vol.26 , pp. 45-47
    • Zhao, D.L.1    Yu, J.P.2    Zhou, X.Q.3    Meng, X.B.4    Wu, J.Z.5
  • 32
    • 65249133020 scopus 로고    scopus 로고
    • Antibacterial alkaloids from Chelidonium majus Linn (Papaveraceae) against clinical isolates of methicillin-resistant Staphylococcus aureus
    • Zuo, G.Y., Meng, F.Y., Hao, X.Y., Zhang, Y.L., Wang, G.C., & Xu, G.L. (2008). Antibacterial alkaloids from Chelidonium majus Linn (Papaveraceae) against clinical isolates of methicillin-resistant Staphylococcus aureus. Journal of Pharmacy and Pharmaceutical Sciences, 11, 90-94.
    • (2008) Journal of Pharmacy and Pharmaceutical Sciences , vol.11 , pp. 90-94
    • Zuo, G.Y.1    Meng, F.Y.2    Hao, X.Y.3    Zhang, Y.L.4    Wang, G.C.5    Xu, G.L.6


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