메뉴 건너뛰기




Volumn 19, Issue 3, 1996, Pages 235-239

Synthesis and antitumor evaluation of α-Methylene-γ-butyrolactone-linked to 5-substituted uracil nucleic acid bases

Author keywords

5 Methyl 5 (5 Substituted uracil 1 ylmethyl) 2 oxo 3 methylenetetrahydrofuran; Antitumor activity; Cytotoxic moiety; Mouse mammary carcinoma (FM 3A); Reformatsky reaction; Methylene butyrolactone

Indexed keywords


EID: 0000514920     PISSN: 02536269     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02976897     Document Type: Review
Times cited : (10)

References (30)
  • 1
    • 0023130372 scopus 로고
    • Evaluation of a Tetrazolium-based Semiautomated Colorimetric Assay; Assessment of Chemosensitivity Testing
    • Carmichael, J., DeGraff, W. G., Gazdar, A. F., Minna, J. D., Mitchell, J. B., Evaluation of a Tetrazolium-based Semiautomated Colorimetric Assay; Assessment of Chemosensitivity Testing. Canceer Res., 47, 936-940 (1987).
    • (1987) Canceer Res. , vol.47 , pp. 936-940
    • Carmichael, J.1    DeGraff, W.G.2    Gazdar, A.F.3    Minna, J.D.4    Mitchell, J.B.5
  • 2
    • 0017864692 scopus 로고
    • Potential Antitumor Agents. Synthesis, Reactivity and Cytotoxicity of α-Methylene Carbonyl Compunds
    • Cassady, J. M., Bryn, S. R., Stamos, I. K., Evans, S. M., McKenzie, A., Potential Antitumor Agents. Synthesis, Reactivity and Cytotoxicity of α-Methylene Carbonyl Compunds. J. Med. Chem., 21, 815-819 (1978).
    • (1978) J. Med. Chem. , vol.21 , pp. 815-819
    • Cassady, J.M.1    Bryn, S.R.2    Stamos, I.K.3    Evans, S.M.4    McKenzie, A.5
  • 4
    • 84855209169 scopus 로고
    • Recent Advancements in the Reformatsky Reaction
    • Fursteer, A., Recent Advancements in the Reformatsky Reaction. Synthesis, 571-589 (1989).
    • (1989) Synthesis , pp. 571-589
    • Fursteer, A.1
  • 5
    • 33947457564 scopus 로고
    • The Action of Mineral acid on Diethyl bis(hydroxymethyl) malonate
    • Ferris, A. F., The Action of Mineral acid on Diethyl bis(hydroxymethyl) malonate. J. Org. Chem., 20, 780-787 (1955).
    • (1955) J. Org. Chem. , vol.20 , pp. 780-787
    • Ferris, A.F.1
  • 7
    • 0016776563 scopus 로고
    • Methods for the Synthesis of α-Methylene Lactones
    • Grieco, P. A., Methods for the Synthesis of α-Methylene Lactones. Synthesis, 67-77 (1975).
    • (1975) Synthesis , pp. 67-77
    • Grieco, P.A.1
  • 8
    • 0017334148 scopus 로고
    • Antitumor Agents.21. A Proposed Mechanism for Inhibition of Cancer Growth by Tenulin and Helenalin and Related Cyclopentenones
    • Hall, I. H., Lee, K-H, Mar, E. C., Starnes, C. O., Waddel, T. G., Antitumor Agents.21. A Proposed Mechanism for Inhibition of Cancer Growth by Tenulin and Helenalin and Related Cyclopentenones. J. Med. Chem., 20, 333-337 (1977).
    • (1977) J. Med. Chem. , vol.20 , pp. 333-337
    • Hall, I.H.1    Lee, K.-H.2    Mar, E.C.3    Starnes, C.O.4    Waddel, T.G.5
  • 9
    • 0019364832 scopus 로고
    • Synthesis and Antibacterial and Anticancer Evalutions of α-Methylene-γ-butyrolactones
    • Heindel, N. D., Minatelli, J. A. Synthesis and Antibacterial and Anticancer Evalutions of α-Methylene-γ-butyrolactones. J. Pharm. Sci., 70, 84-86 (1981).
    • (1981) J. Pharm. Sci. , vol.70 , pp. 84-86
    • Heindel, N.D.1    Minatelli, J.A.2
  • 10
    • 19444387349 scopus 로고
    • Synthesis and Evaluation of Uracil-6-carboxaldehyde Schiff Base as Potential Antitumor Agents
    • Kim, J. C., Lee, Y. H. Synthesis and Evaluation of Uracil-6-carboxaldehyde Schiff Base as Potential Antitumor Agents. Korean J. Med. Chem., 2, 64-69 (1992).
    • (1992) Korean J. Med. Chem. , vol.2 , pp. 64-69
    • Kim, J.C.1    Lee, Y.H.2
  • 11
    • 21144479582 scopus 로고
    • Synthesis of 4-Azacholestane Derivatives Containing Nitrosoureido Function as Antitumor Activity
    • Kim, J. C., Park, J. I., Hur, T. H. Synthesis of 4-Azacholestane Derivatives Containing Nitrosoureido Function as Antitumor Activity. Bull. Korean Chem. Soc., 14, 176-178 (1993a).
    • (1993) Bull. Korean Chem. Soc. , vol.14 , pp. 176-178
    • Kim, J.C.1    Park, J.I.2    Hur, T.H.3
  • 12
    • 19444381150 scopus 로고
    • Synthesis of Steroidal Cyclophosphamide, 2-bis(2-chloroethyl)amino-2-oxo-6-(5α-cholestanyl)-1,3, 2-oxazaphorinane
    • Kim, J. C., Peak, H. D., Moon, S. H., Kim, S. H., Synthesis of Steroidal Cyclophosphamide, 2-bis(2-chloroethyl)amino-2-oxo-6-(5α-cholestanyl)-1,3, 2-oxazaphorinane. Bull. Korean Chem. Soc., 14, 318-319 (1993b).
    • (1993) Bull. Korean Chem. Soc. , vol.14 , pp. 318-319
    • Kim, J.C.1    Peak, H.D.2    Moon, S.H.3    Kim, S.H.4
  • 13
    • 21344492987 scopus 로고
    • Nitrosation Products of N-Acy-N′-Substituted Phenyl Hydazines
    • Kim, J. C. and Han, S. H. Nitrosation Products of N-Acy-N′-Substituted Phenyl Hydazines. Bull. Korean Chem. Soc., 15, 173-176 (1994a).
    • (1994) Bull. Korean Chem. Soc. , vol.15 , pp. 173-176
    • Kim, J.C.1    Han, S.H.2
  • 14
    • 8344234546 scopus 로고
    • Synthesis and in Vitro Cytotoxicity of Homologous Series of 9-[ω-(N′-methyl-N′-nitrosoueido) alkyl] purines
    • Kim, J. C., Bae, S. S., Kim, S. H. and Kim, S. H. Synthesis and In Vitro Cytotoxicity of Homologous Series of 9-[ω-(N′-methyl-N′-nitrosoueido) alkyl] purines. Korean J. Med. Chem., 4, 66-72 (1994b).
    • (1994) Korean J. Med. Chem. , vol.4 , pp. 66-72
    • Kim, J.C.1    Bae, S.S.2    Kim, S.H.3    Kim, S.H.4
  • 15
    • 0028086371 scopus 로고
    • Synthesis and Evaluation of Antitumor Activity of a Homologous Series of 1-(ω-cyanoalkyl) and 1,3-bis (ω-cyanoalkyl)uracil Nucleoside Analogues
    • Kim, J. C., Dong, E. S., Ahn, J. W., Kim, S. H. Synthesis and Evaluation of Antitumor Activity of a Homologous Series of 1-(ω-cyanoalkyl) and 1,3-bis (ω-cyanoalkyl)uracil Nucleoside Analogues. Arch. Pharm. Res., 17, 135-138 (1994c).
    • (1994) Arch. Pharm. Res. , vol.17 , pp. 135-138
    • Kim, J.C.1    Dong, E.S.2    Ahn, J.W.3    Kim, S.H.4
  • 16
    • 0343783665 scopus 로고
    • Synthesis and Antitumor Evaluation of Acyclic 5-Substituted Pyrimidine Nucleoside Analogues
    • Kim, J. C., Dong, E. S., Kim, J. A., Kim, S. H., Park, J. I. and Kim, S. H. Synthesis and Antitumor Evaluation of Acyclic 5-Substituted Pyrimidine Nucleoside Analogues. Korean J. Med. Chem., 4, 111-118 (1994d).
    • (1994) Korean J. Med. Chem. , vol.4 , pp. 111-118
    • Kim, J.C.1    Dong, E.S.2    Kim, J.A.3    Kim, S.H.4    Park, J.I.5    Kim, S.H.6
  • 17
    • 0028672919 scopus 로고
    • Preparation of N′-Substituted Anilino-N-Methyl-N′-Nitrosoureas as Candidate Antitumor Agents
    • Kim, J. C., Lim, Y. G., Min, B. T. and Park, J. I. Preparation of N′-Substituted Anilino-N-Methyl-N′-Nitrosoureas as Candidate Antitumor Agents. Arch. Pharm. Res., 17, 420-423 (1994e).
    • (1994) Arch. Pharm. Res. , vol.17 , pp. 420-423
    • Kim, J.C.1    Lim, Y.G.2    Min, B.T.3    Park, J.I.4
  • 18
    • 0028672920 scopus 로고
    • 5-Substituted Pyrimidine Acyclic Nucleoside Analogues. 1-Cyanomethyl- And 1-(4-Cyanobutyl)-5-Substituted Uracils as Candidate Antitumor Agents
    • Kim, J. C., Dong, E. S., Park, J. I., Bae, S. D. and Kim, S. H. 5-Substituted Pyrimidine Acyclic Nucleoside Analogues. 1-Cyanomethyl- and 1-(4-Cyanobutyl)-5-Substituted Uracils as Candidate Antitumor Agents. Arch. Pharm. Res., 17, 480-482 (1994f).
    • (1994) Arch. Pharm. Res. , vol.17 , pp. 480-482
    • Kim, J.C.1    Dong, E.S.2    Park, J.I.3    Bae, S.D.4    Kim, S.H.5
  • 19
    • 0029552119 scopus 로고
    • Synthesis of a Series of cis-Diamminedichloroplatinum (II) Complexes Linked to Uracil and Uridine as Candidate Antitumor Agents
    • Kim, J. C., Kim, M. Y., Kim, S. H., Choi, S. H. Synthesis of a Series of cis-Diamminedichloroplatinum (II) Complexes Linked to Uracil and Uridine as Candidate Antitumor Agents. Arch. Pharm. Res., 18, 449-453 (1995).
    • (1995) Arch. Pharm. Res. , vol.18 , pp. 449-453
    • Kim, J.C.1    Kim, M.Y.2    Kim, S.H.3    Choi, S.H.4
  • 20
    • 0014643986 scopus 로고
    • Tumor Inhibitions XL. The Isolation and Structural Elucidation of Elephantin and Elephantopin, Two Novel Sequiterpenoid Tumor Inhibitors from Elephantopus Elatus
    • Kupchan, S. M., Aynehchi, Y., Cassady, J. M., Schones, H. K., Burlingaame, A. L., Tumor Inhibitions XL. The Isolation and Structural Elucidation of Elephantin and Elephantopin, Two Novel Sequiterpenoid Tumor Inhibitors from Elephantopus Elatus. J. Org. Chem., 34, 3867-3875 (1969a).
    • (1969) J. Org. Chem. , vol.34 , pp. 3867-3875
    • Kupchan, S.M.1    Aynehchi, Y.2    Cassady, J.M.3    Schones, H.K.4    Burlingaame, A.L.5
  • 21
    • 0014629434 scopus 로고
    • Tumor Inhibitors. XLVI. Verlepin, a Novel Sesquiterpene Dilactone Tumor Inhibitor from Vernoniahymenolepis A. Rich
    • Kupchan, S. M., Hemingway R. J., Werner, D., Karim, A., Tumor Inhibitors. XLVI. Verlepin, a Novel Sesquiterpene Dilactone Tumor Inhibitor from Vernoniahymenolepis A. Rich. J. Org. Chem., 34, 3903-3908 (1969b).
    • (1969) J. Org. Chem. , vol.34 , pp. 3903-3908
    • Kupchan, S.M.1    Hemingway, R.J.2    Werner, D.3    Karim, A.4
  • 24
  • 26
    • 0021061819 scopus 로고
    • Rapid Colorimetric Assay for Cellular Growth and Survival; Application to Proliferaton and Cytotoxicity Assays
    • Mosmann, T., Rapid Colorimetric Assay for Cellular Growth and Survival; Application to Proliferaton and Cytotoxicity Assays. J. Immunol. Methods, 65, 55-63 (1983).
    • (1983) J. Immunol. Methods , vol.65 , pp. 55-63
    • Mosmann, T.1
  • 27
    • 0001426503 scopus 로고
    • The Alkylation of 5-Chloropurine
    • Montgomery, J. A., Temple, C., The Alkylation of 5-Chloropurine. J. Am. Chem. Soc., 83, 630-635 (1961).
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 630-635
    • Montgomery, J.A.1    Temple, C.2
  • 30
    • 0022539062 scopus 로고
    • New α-Methylene-γ-Lactone Derivatives of Substituted Nucleic Acid Bases as Potential Anticancer Agents
    • Sanyal, U., Mitra, S., Pal, P., Chakraborti, S. K., New α-Methylene-γ-Lactone Derivatives of Substituted Nucleic Acid Bases as Potential Anticancer Agents. J. Med. Chem., 29, 595-599 (1986).
    • (1986) J. Med. Chem. , vol.29 , pp. 595-599
    • Sanyal, U.1    Mitra, S.2    Pal, P.3    Chakraborti, S.K.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.