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Volumn 42, Issue 19, 1999, Pages 3942-3952

2,4,6-triarylchalcogenopyrylium dyes related in structure to the antitumor agent AA1 as in vitro sensitizers for the photodynamic therapy of cancer

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; ANTITUMOR AGENT AA 1; CHALCOGENOPYRYLIUM DERIVATIVE; PHOTOSENSITIZING AGENT; RHODAMINE 123; UNCLASSIFIED DRUG;

EID: 0033598324     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm990134r     Document Type: Article
Times cited : (65)

References (55)
  • 2
    • 0032006169 scopus 로고    scopus 로고
    • Photodynamic therapy for lung cancer - A review of 19 years' experience
    • (b) Kato, H. Photodynamic Therapy for Lung Cancer - A Review of 19 Years' Experience. J. Photochem. Photobiol. B: Biol. 1998, 42, 96-99.
    • (1998) J. Photochem. Photobiol. B: Biol. , vol.42 , pp. 96-99
    • Kato, H.1
  • 4
    • 0026444355 scopus 로고
    • Photodynamic therapy of gastrointestinal tumors: A review
    • (d) Puolakkainen, P.; Schroder, T. Photodynamic Therapy of Gastrointestinal Tumors: A Review. Digestive Diseases 1992, 10, 53-60.
    • (1992) Digestive Diseases , vol.10 , pp. 53-60
    • Puolakkainen, P.1    Schroder, T.2
  • 5
    • 0026315917 scopus 로고
    • Photodynamic therapy of malignant glioma. A review of literature
    • Noske, D. P.; Wolbers, J. G.; Sterenborg, H. J. Photodynamic Therapy of Malignant Glioma. A Review of Literature. Clin. Neurol. Neurosurg. 1991, 93, 293-307.
    • (1991) Clin. Neurol. Neurosurg. , vol.93 , pp. 293-307
    • Noske, D.P.1    Wolbers, J.G.2    Sterenborg, H.J.3
  • 6
    • 0028795298 scopus 로고
    • Evaluating the role of photodynamic therapy in the management of pancreatic cancer
    • Moesta, K. T.; Schlag, P.; Douglass, H. O., Jr.; Mang, T. S. Evaluating the Role of Photodynamic Therapy in the Management of Pancreatic Cancer. Lasers Surg. Med. 1995, 16, 84-92.
    • (1995) Lasers Surg. Med. , vol.16 , pp. 84-92
    • Moesta, K.T.1    Schlag, P.2    Douglass H.O., Jr.3    Mang, T.S.4
  • 7
    • 0032560210 scopus 로고    scopus 로고
    • Porphyrin-based photosensitizers for use in photodynamic therapy
    • Sternberg, E. D.; Dolphin, D.; Brückner, C. Porphyrin-based Photosensitizers for Use in Photodynamic Therapy. Tetrahedron 1998, 54, 4151-4202.
    • (1998) Tetrahedron , vol.54 , pp. 4151-4202
    • Sternberg, E.D.1    Dolphin, D.2    Brückner, C.3
  • 8
    • 0026268098 scopus 로고
    • Preclinical examination of first and second generation photosensitizers used in photodynamic therapy
    • (a) Gomer, C. J. Preclinical Examination of First and Second Generation Photosensitizers Used in Photodynamic Therapy. Photochem. Photobiol. 1991, 54, 1093-1107.
    • (1991) Photochem. Photobiol. , vol.54 , pp. 1093-1107
    • Gomer, C.J.1
  • 9
    • 0027446986 scopus 로고
    • Photodynamic therapy in oncology: Mechanisms and clinical use
    • (b) Pass, H. I. Photodynamic Therapy in Oncology: Mechanisms and Clinical Use. J. Natl. Cancer Inst. 1993, 85, 443-456.
    • (1993) J. Natl. Cancer Inst. , vol.85 , pp. 443-456
    • Pass, H.I.1
  • 11
    • 0021939715 scopus 로고
    • Optical penetration in human intracranial tumors
    • (b) Svaasand, L. O.; Ellingsen, R. Optical Penetration in Human Intracranial Tumors. Photochem. Photobiol. 1985, 41, 73-76.
    • (1985) Photochem. Photobiol. , vol.41 , pp. 73-76
    • Svaasand, L.O.1    Ellingsen, R.2
  • 12
    • 0022344345 scopus 로고
    • Mitochondrial and plasma membrane potentials cause unusual accumulation and retention of rhodamine 123 by breast adenocarcinoma-derived MCF-7 cells
    • (a) Davis, S.; Weiss, M. J.; Wong, J. R.; Lampidis, T. J.; Chen, L. B. Mitochondrial and Plasma Membrane Potentials Cause Unusual Accumulation and Retention of Rhodamine 123 by Breast Adenocarcinoma-Derived MCF-7 Cells. J. Biol. Chem. 1985, 260, 13844-13850.
    • (1985) J. Biol. Chem. , vol.260 , pp. 13844-13850
    • Davis, S.1    Weiss, M.J.2    Wong, J.R.3    Lampidis, T.J.4    Chen, L.B.5
  • 13
    • 0020417452 scopus 로고
    • Rhodamine-123 is selectively toxic and preferentially retained in carcinoma cells in vitro
    • (b) Lampidis, T. J.; Bernal, S. D.; Summerhayes, I. C.; Chen, L. B. Rhodamine-123 Is Selectively Toxic and Preferentially Retained in Carcinoma Cells in Vitro. Ann. N. Y. Acad. Sci. 1982, 395, 299-303.
    • (1982) Ann. N. Y. Acad. Sci. , vol.395 , pp. 299-303
    • Lampidis, T.J.1    Bernal, S.D.2    Summerhayes, I.C.3    Chen, L.B.4
  • 14
    • 0020561660 scopus 로고
    • Anticarcinoma activity in vivo of rhodamine 123, a mitochondrial-specific dye
    • (c) Bernal, S. D.; Lampidis, T. J.; McIsaac, R. M.; Chen, L. B. Anticarcinoma Activity in vivo of Rhodamine 123, a Mitochondrial-Specific Dye. Science 1986, 222, 169-172.
    • (1986) Science , vol.222 , pp. 169-172
    • Bernal, S.D.1    Lampidis, T.J.2    McIsaac, R.M.3    Chen, L.B.4
  • 15
    • 0028821479 scopus 로고
    • Selective photodynamic inactivation of a multidrug transporter by a cationic photosensitizing agent
    • (a) Kessel, D.; Woodburn, K. Selective Photodynamic Inactivation of a Multidrug Transporter by a Cationic Photosensitizing Agent. Br. J. Cancer 1995, 71, 306-310.
    • (1995) Br. J. Cancer , vol.71 , pp. 306-310
    • Kessel, D.1    Woodburn, K.2
  • 17
  • 18
    • 0031602936 scopus 로고    scopus 로고
    • GRP78 induction by calcium ionophore potentiates photodynamic therapy using the mitochondrial targeting dye Victoria blue BO
    • (b) Morgan, J.; Whitaker, J. E.; Oseroff, A. R. GRP78 Induction by Calcium Ionophore Potentiates Photodynamic Therapy Using the Mitochondrial Targeting Dye Victoria Blue BO. Photochem. Photobiol. 1998, 67, 155-164.
    • (1998) Photochem. Photobiol. , vol.67 , pp. 155-164
    • Morgan, J.1    Whitaker, J.E.2    Oseroff, A.R.3
  • 19
    • 0031939982 scopus 로고    scopus 로고
    • Apoptosis induction by different pathways with methylene blue derivative and light from mitochondrial sites in V79 cells
    • Noodt, B. B.; Rodal, G. H.; Wainwright, M.; Peng, Q.; Horobin, R.; Nesland, J. M.; Berg, K. Apoptosis Induction by Different Pathways with Methylene Blue Derivative and Light from Mitochondrial Sites in V79 Cells. Int. J. Cancer 1998, 75, 941-948.
    • (1998) Int. J. Cancer , vol.75 , pp. 941-948
    • Noodt, B.B.1    Rodal, G.H.2    Wainwright, M.3    Peng, Q.4    Horobin, R.5    Nesland, J.M.6    Berg, K.7
  • 20
    • 0027316302 scopus 로고
    • Phototoxicity, redox behavior, and pharmacokinetics of benzophenoxazine analogues in EMT-6 murine sarcoma cells
    • (a) Cincotta, L.; Foley, J. W.; Cincotta, A. H. Phototoxicity, Redox Behavior, and Pharmacokinetics of Benzophenoxazine Analogues in EMT-6 Murine Sarcoma Cells. Cancer Res. 1993, 53, 2571-2580.
    • (1993) Cancer Res. , vol.53 , pp. 2571-2580
    • Cincotta, L.1    Foley, J.W.2    Cincotta, A.H.3
  • 22
    • 0025914788 scopus 로고
    • Lysosomal localization and mechanism of uptake of nile blue photosensitizers in tumor cells
    • (c) Lin, C. W.; Shulok, J. R.; Kirley, S. D.; Cincotta, L.; Foley, J. W. Lysosomal Localization and Mechanism of Uptake of Nile Blue Photosensitizers in Tumor Cells. Cancer Res. 1991, 51, 2710-2719.
    • (1991) Cancer Res. , vol.51 , pp. 2710-2719
    • Lin, C.W.1    Shulok, J.R.2    Kirley, S.D.3    Cincotta, L.4    Foley, J.W.5
  • 23
    • 0028280851 scopus 로고
    • Novel photodynamic effects of a benzophenothiazine on two different murine sarcomas
    • (d) Cincotta, L.; Foley, J. W.; MacEachern, T.; Lampros, E.; Cincotta, A. H. Novel Photodynamic Effects of a Benzophenothiazine on Two Different Murine Sarcomas. Cancer Res. 1994, 54, 1249-1258.
    • (1994) Cancer Res. , vol.54 , pp. 1249-1258
    • Cincotta, L.1    Foley, J.W.2    MacEachern, T.3    Lampros, E.4    Cincotta, A.H.5
  • 25
    • 0023550930 scopus 로고
    • Mechanisms of mitochondrial photosensitization by the cationic dye, N,N′-bis(2-ethyl-1,3-dioxylene)kryptocyanine (EDKC): Preferential inactivation of complex I in the electron transport chain
    • (b) Ara, G.; Aprille, J. R.; Malis, C. D.; Kane, S. B.; Cincotta, L.; Foley, J.; Bonventre, J. V.; Oseroff, A. R. Mechanisms of Mitochondrial Photosensitization by the Cationic Dye, N,N′-Bis(2-ethyl-1,3-dioxylene)kryptocyanine (EDKC): Preferential Inactivation of Complex I in the Electron Transport Chain. Cancer Res. 1987, 47, 6580-6585.
    • (1987) Cancer Res. , vol.47 , pp. 6580-6585
    • Ara, G.1    Aprille, J.R.2    Malis, C.D.3    Kane, S.B.4    Cincotta, L.5    Foley, J.6    Bonventre, J.V.7    Oseroff, A.R.8
  • 26
    • 0029027523 scopus 로고
    • Photosensitization by 3,3′-dicyclohexyloxacarbocyanine iodide: Specific disruption of microtubules and inactivation of organelle motility
    • (c) Lee, C.; Wu, S. S.; Chen, L. B. Photosensitization by 3,3′-Dicyclohexyloxacarbocyanine Iodide: Specific Disruption of Microtubules and Inactivation of Organelle Motility. Cancer Res. 1995, 55, 2063-2069.
    • (1995) Cancer Res. , vol.55 , pp. 2063-2069
    • Lee, C.1    Wu, S.S.2    Chen, L.B.3
  • 27
    • 0031594185 scopus 로고    scopus 로고
    • Photoactivation enhances the mitochondrial toxicity of the cationic rhodacyanine MKT-077
    • (a) Modica-Napolitano, J. S.; Brunelli, B. T.; Koya, K.; Chen, L. B. Photoactivation Enhances the Mitochondrial Toxicity of the Cationic Rhodacyanine MKT-077. Cancer Res. 1998, 58, 71-75.
    • (1998) Cancer Res. , vol.58 , pp. 71-75
    • Modica-Napolitano, J.S.1    Brunelli, B.T.2    Koya, K.3    Chen, L.B.4
  • 30
    • 0025215120 scopus 로고
    • Chalcogenapyrylium dyes as photochemotherapeutic agents. 2. Tumor uptake, mitochondrial targeting, and singlet-oxygen-induced inhibition of cytochrome c oxidase
    • (a) Detty, M. R.; Merkel, P. B.; Hilf, R.; Gibson, S. L.; Powers, S. K. Chalcogenapyrylium Dyes as Photochemotherapeutic Agents. 2. Tumor Uptake, Mitochondrial Targeting, and Singlet-Oxygen-Induced Inhibition of Cytochrome c Oxidase. J. Med. Chem. 1990, 33, 1108-1116.
    • (1990) J. Med. Chem. , vol.33 , pp. 1108-1116
    • Detty, M.R.1    Merkel, P.B.2    Hilf, R.3    Gibson, S.L.4    Powers, S.K.5
  • 31
    • 0025928883 scopus 로고
    • Intracellular localization of a chalcogenapyrylium dye probed by spectroscopy and sites of photodamage
    • (b) Kessel, D. Intracellular Localization of a Chalcogenapyrylium Dye Probed by Spectroscopy and Sites of Photodamage. Photochem. Photobiol. 1991, 53, 73-78.
    • (1991) Photochem. Photobiol. , vol.53 , pp. 73-78
    • Kessel, D.1
  • 32
    • 0028223855 scopus 로고
    • AA1, a newly synthesized monovalent lipophilic cation, expresses potent in vivo antitumor activity
    • Sun, X.; Wong, J. R.; Song, K.; Hu, J.; Garlid, K. D.; Chen, L. B. AA1, A Newly Synthesized Monovalent Lipophilic Cation, Expresses Potent in vivo Antitumor Activity. Cancer Res. 1994, 54, 1465-1471.
    • (1994) Cancer Res. , vol.54 , pp. 1465-1471
    • Sun, X.1    Wong, J.R.2    Song, K.3    Hu, J.4    Garlid, K.D.5    Chen, L.B.6
  • 33
    • 0025366761 scopus 로고
    • Chalcogenapyrylium dyes as potential photochemotherapeutic agents. III. Solution studies of heavy atom effects on triplet yields, quantum efficiencies of singlet oxygen generation, rates of reaction with singlet oxygen, and emission quantum yields
    • Detty, M. R.; Merkel, P. B. Chalcogenapyrylium Dyes as Potential Photochemotherapeutic Agents. III. Solution Studies of Heavy Atom Effects on Triplet Yields, Quantum Efficiencies of Singlet Oxygen Generation, Rates of Reaction with Singlet Oxygen, and Emission Quantum Yields. J. Am. Chem. Soc. 1990, 112, 3845-3851.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 3845-3851
    • Detty, M.R.1    Merkel, P.B.2
  • 34
    • 0004095373 scopus 로고
    • Tellurium-containing heterocycles
    • Taylor, E. C., Ed.; Wiley-Interscience: New York, Chapter 3
    • Detty, M. R.; O'Regan, M. B. Tellurium-Containing Heterocycles; The Chemistry of Heterocyclic Compounds Series; Taylor, E. C., Ed.; Wiley-Interscience: New York, 1994; Vol. 53, Chapter 3.
    • (1994) The Chemistry of Heterocyclic Compounds Series , vol.53
    • Detty, M.R.1    O'Regan, M.B.2
  • 35
    • 0344689760 scopus 로고
    • Addition of disodium chalcogenides to 1,5-bis(trimethylsilyl)penta-1,4-diyn-3-one. Syntheses, structure, and reactivity of the parent α-4H-chalcogenapyran-4-ones
    • (a) Detty, M. R.; Luss, H. R. Addition of Disodium Chalcogenides to 1,5-Bis(trimethylsilyl)penta-1,4-diyn-3-one. Syntheses, Structure, and Reactivity of the Parent α-4H-Chalcogenapyran-4-ones. Organometallics 1992, 11, 2157-2162.
    • (1992) Organometallics , vol.11 , pp. 2157-2162
    • Detty, M.R.1    Luss, H.R.2
  • 36
    • 46549098354 scopus 로고
    • α,4,4′-4-chalcogenapyranyl-4h-chalcogenapyrans. Synthesis, electrochemical oxidation, and ESR investigations of radical-cation states
    • (b) Detty, M. R.; Hassett, J. W.; Murray, B. J.; Reynolds, G. A. α,4,4′-4-Chalcogenapyranyl-4H-chalcogenapyrans. Synthesis, Electrochemical Oxidation, and ESR Investigations of Radical-Cation States. Tetrahedron 1985, 45, 4853-4858.
    • (1985) Tetrahedron , vol.45 , pp. 4853-4858
    • Detty, M.R.1    Hassett, J.W.2    Murray, B.J.3    Reynolds, G.A.4
  • 37
    • 0001718083 scopus 로고
    • Telluropyrylium dyes. 1. 2,6-diphenyltelluropyrylium dyes
    • Detty, M. R.; Murray, B. J. Telluropyrylium Dyes. 1. 2,6-Diphenyltelluropyrylium Dyes. J. Org. Chem. 1982, 47, 5235-5242.
    • (1982) J. Org. Chem. , vol.47 , pp. 5235-5242
    • Detty, M.R.1    Murray, B.J.2
  • 38
    • 0027932712 scopus 로고
    • Synthesis and computational studies of hyperpolarizable zig-zag chromophores
    • Wong M. S.; Nicoud, J.-F. Synthesis and Computational Studies of Hyperpolarizable Zig-Zag Chromophores. Tetrahedron Lett. 1994, 35, 6113-6116.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 6113-6116
    • Wong, M.S.1    Nicoud, J.-F.2
  • 39
    • 0001064152 scopus 로고    scopus 로고
    • Hydrolysis studies of chalcogenopyrylium trimethine dyes. I. Product studies in alkaline solution (pH = 8) under anaerobic and aerobic conditions
    • (a) Young, D. N.; Detty, M. R. Hydrolysis Studies of Chalcogenopyrylium Trimethine Dyes. I. Product Studies in Alkaline Solution (pH = 8) under Anaerobic and Aerobic Conditions. J. Org. Chem. 1997, 62, 4692-4700.
    • (1997) J. Org. Chem. , vol.62 , pp. 4692-4700
    • Young, D.N.1    Detty, M.R.2
  • 40
    • 0031903916 scopus 로고    scopus 로고
    • Hydrolysis studies of chalcogenopyrylium trimethine dyes. 2. Chalcogen atom effects on the rates of hydrolysis of chalcogenopyrylium dyes
    • (b) Young, D. N.; Serguievski, P.; Detty, M. R. Hydrolysis Studies of Chalcogenopyrylium Trimethine Dyes. 2. Chalcogen Atom Effects on the Rates of Hydrolysis of Chalcogenopyrylium Dyes. J. Org. Chem. 1998, 63, 5716-5721.
    • (1998) J. Org. Chem. , vol.63 , pp. 5716-5721
    • Young, D.N.1    Serguievski, P.2    Detty, M.R.3
  • 41
    • 0033212416 scopus 로고    scopus 로고
    • pH-dependent chalcogenopyrylium dyes as potential sensitizers for PDT. Selective retention in tumor by exploiting ph differences between tumor and normal tissue
    • submitted for publication
    • Bellnier, D. A.; Young, D. N.; Detty, M. R.; Camacho, S.; Oseroff, A. R. pH-Dependent Chalcogenopyrylium Dyes as Potential Sensitizers for PDT. Selective Retention in Tumor by Exploiting pH Differences between Tumor and Normal Tissue. Photochem. Photobiol., submitted for publication.
    • Photochem. Photobiol.
    • Bellnier, D.A.1    Young, D.N.2    Detty, M.R.3    Camacho, S.4    Oseroff, A.R.5
  • 42
    • 0344787606 scopus 로고    scopus 로고
    • note
    • eq(pH 7.4) as a ratio of hydroxide addition product to Chalcogenopyrylium dye.
  • 44
    • 0033089242 scopus 로고    scopus 로고
    • Can cellular phototoxicity be accurately predicted on the basis of sensitizer photophysics?
    • Aveline, B. M.; Redmond, R. W. Can Cellular Phototoxicity Be Accurately Predicted on the Basis of Sensitizer Photophysics? Photochem. Photobiol. 1999, 69, 306-316.
    • (1999) Photochem. Photobiol. , vol.69 , pp. 306-316
    • Aveline, B.M.1    Redmond, R.W.2
  • 45
    • 0345218498 scopus 로고    scopus 로고
    • Reference 17, Chapter 4
    • Reference 17, Chapter 4.
  • 46
    • 0000380598 scopus 로고
    • Comments regarding the rate constant for the reaction between 1,3-diphenylisobenzofuran and singlet oxygen
    • Merkel, P. B.; Kearns, D. R. Comments Regarding the Rate Constant for the Reaction Between 1,3-Diphenylisobenzofuran and Singlet Oxygen. J. Am. Chem. Soc. 1975, 97, 462-463.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 462-463
    • Merkel, P.B.1    Kearns, D.R.2
  • 47
    • 0345818086 scopus 로고
    • Radiationless decay of singlet molecular oxygen in solution. An experimental and theoretical study of electronic-to-vibrational electron transfer
    • Merkel, P. B.; Kearns, D. R. Radiationless Decay of Singlet Molecular Oxygen in Solution. An Experimental and Theoretical Study of Electronic-to-Vibrational Electron Transfer. J. Am. Chem. Soc. 1972, 94, 7244-7253.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 7244-7253
    • Merkel, P.B.1    Kearns, D.R.2
  • 48
    • 84889533712 scopus 로고
    • Rate constants for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in solution
    • Wilkinson, F.; Helman, W. P.; Ross, A. B. Rate Constants for the Decay and Reactions of the Lowest Electronically Excited Singlet State of Molecular Oxygen in Solution. J. Phys. Chem. Ref. Data 1995, 24, 663-1021.
    • (1995) J. Phys. Chem. Ref. Data , vol.24 , pp. 663-1021
    • Wilkinson, F.1    Helman, W.P.2    Ross, A.B.3
  • 50
    • 84989726712 scopus 로고
    • Quantum yield of singlet oxygen production by xanthene derivatives
    • Gardin, E.; Lion, Y.; Van de Vorst, A. Quantum Yield of Singlet Oxygen Production by Xanthene Derivatives. Photochem. Photobiol. 1983, 37, 271-278.
    • (1983) Photochem. Photobiol. , vol.37 , pp. 271-278
    • Gardin, E.1    Lion, Y.2    Van De Vorst, A.3
  • 52
    • 0001326316 scopus 로고
    • Biochemical and morphological properties of a new lactating tumor line in the rat
    • Hilf, R.; Michel, I.; Bell, C.; Freeman, J. J.; Borman, A. Biochemical and Morphological Properties of a New Lactating Tumor Line in the Rat. Cancer Res. 1965, 25, 286-299.
    • (1965) Cancer Res. , vol.25 , pp. 286-299
    • Hilf, R.1    Michel, I.2    Bell, C.3    Freeman, J.J.4    Borman, A.5
  • 53
    • 0020629379 scopus 로고
    • Photosensitization of mitochondrial cytochrome C oxidase by hematoporphyrin derivative and related porphyrins in vitro and in vivo
    • Gibson, S. L.; Hilf, R. Photosensitization of Mitochondrial Cytochrome C Oxidase by Hematoporphyrin Derivative and Related Porphyrins in Vitro and in Vivo. Cancer Res. 1983, 43, 4191-4197.
    • (1983) Cancer Res. , vol.43 , pp. 4191-4197
    • Gibson, S.L.1    Hilf, R.2
  • 54
    • 0022143647 scopus 로고
    • Interdependence of energy density, drug dose, and oxygen on hematoporphyrin induced photosensitization of tumor mitochondria
    • Gibson, S. L.; Hilf, R. Interdependence of Energy Density, Drug Dose, and Oxygen on Hematoporphyrin Induced Photosensitization of Tumor Mitochondria. Photochem. Photobiol. 1985, 42, 367-373.
    • (1985) Photochem. Photobiol. , vol.42 , pp. 367-373
    • Gibson, S.L.1    Hilf, R.2
  • 55
    • 0018125966 scopus 로고
    • Effects of insulinin vivo and in vitro on amino acid transport into cells from R3230AC mammary adenocarcinoma and their relationship to tumor growth
    • Hissin, P. J.; Hilf, R. Effects of Insulinin Vivo and in Vitro on Amino Acid Transport into Cells from R3230AC Mammary Adenocarcinoma and Their Relationship to Tumor Growth. Cancer Res. 1978, 38, 3646-3651.
    • (1978) Cancer Res. , vol.38 , pp. 3646-3651
    • Hissin, P.J.1    Hilf, R.2


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