메뉴 건너뛰기




Volumn 17, Issue 11, 2012, Pages 13290-13306

Synthesis, cyclopolymerization and cyclo-copolymerization of 9-(2-Diallylaminoethyl)adenine and Its Hydrochloride Salt

Author keywords

Adenine; Cyclopolymerization; Polynucleotide analogs

Indexed keywords

9 (2 DIALLYLAMINOETHYL)ADENINE; 9 (2 DIALLYLAMINOETHYL)ADENINE HYDROCHLORIDE; 9-(2-DIALLYLAMINOETHYL)ADENINE; 9-(2-DIALLYLAMINOETHYL)ADENINE HYDROCHLORIDE; ADENINE; DRUG DERIVATIVE; FREE RADICAL; POLYNUCLEOTIDE; SOLVENT; SULFUR DIOXIDE;

EID: 84870199487     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules171113290     Document Type: Article
Times cited : (7)

References (41)
  • 1
    • 0034447062 scopus 로고    scopus 로고
    • Polynucleotide analogues
    • Han, M.J.; Chang, J.Y. Polynucleotide analogues. Adv. Polym. Sci. 2000, 153, 1-36.
    • (2000) Adv. Polym. Sci. , vol.153 , pp. 1-36
    • Han, M.J.1    Chang, J.Y.2
  • 2
    • 0032700356 scopus 로고    scopus 로고
    • Importance of nucleotide sequence and chemical modifications of antisense oligonucleotides
    • Agrawal, S. Importance of nucleotide sequence and chemical modifications of antisense oligonucleotides. Biochim. Biophys. Acta 1999, 1489, 53-68.
    • (1999) Biochim. Biophys. Acta , vol.1489 , pp. 53-68
    • Agrawal, S.1
  • 3
    • 11944267365 scopus 로고
    • Antisense oligonucleotides: A new therapeutic principle
    • Uhlmann, E.; Peyman, A. Antisense oligonucleotides: A new therapeutic principle. Chem. Rev. 1990, 90, 543-584.
    • (1990) Chem. Rev. , vol.90 , pp. 543-584
    • Uhlmann, E.1    Peyman, A.2
  • 5
    • 0031772763 scopus 로고    scopus 로고
    • Antisense oligonucleotides: Strategies for delivery
    • Miller, K.J.; Das, S.D. Antisense oligonucleotides: Strategies for delivery. Pharm. Sci. Technol. Today 1998, 1, 377-386.
    • (1998) Pharm. Sci. Technol. Today , vol.1 , pp. 377-386
    • Miller, K.J.1    Das, S.D.2
  • 6
    • 0033576279 scopus 로고    scopus 로고
    • Syntheses of alternating oligo-2′-O-methylribonucleoside methylphosphonates and their interactions with HIV TAR RNA
    • Miller, P.S.; Hamma, T. Syntheses of alternating oligo-2′-O- methylribonucleoside methylphosphonates and their interactions with HIV TAR RNA. Biochemistry 1999, 38, 15333-15342.
    • (1999) Biochemistry , vol.38 , pp. 15333-15342
    • Miller, P.S.1    Hamma, T.2
  • 7
    • 0001432973 scopus 로고
    • Cyclopolymerization of N,N-dialkyldiallylammonium halides: A review and use analysis
    • Ottenbrite, R.M.; Ryan, W.S., Jr. Cyclopolymerization of N,N-dialkyldiallylammonium halides: A review and use analysis. Ind. Eng. Chem. Prod. Res. Develop. 1980, 19, 528-532.
    • (1980) Ind. Eng. Chem. Prod. Res. Develop. , vol.19 , pp. 528-532
    • Ottenbrite, R.M.1    Ryan Jr., W.S.2
  • 9
    • 0343112155 scopus 로고    scopus 로고
    • Non-cross-linked and cross-linked poly(alkylmethyldiallylammonium halides): Synthesis and aggregation behavior
    • Wang, G.J.; Engberts, J.B.F.N. Non-cross-linked and cross-linked poly(alkylmethyldiallylammonium halides): Synthesis and aggregation behavior. J. Phys. Org. Chem. 1998, 11, 305-320.
    • (1998) J. Phys. Org. Chem. , vol.11 , pp. 305-320
    • Wang, G.J.1    Engberts, J.B.F.N.2
  • 10
    • 0036261526 scopus 로고    scopus 로고
    • Electrostatic layer-by-layer nanoassembly on biological microtemplates: Platelets
    • Ai, H.; Fang, M.; Jones, S.A.; Lvov, Y.M. Electrostatic layer-by-layer nanoassembly on biological microtemplates: Platelets. Biomacromolecules 2002, 3, 560-564.
    • (2002) Biomacromolecules , vol.3 , pp. 560-564
    • Ai, H.1    Fang, M.2    Jones, S.A.3    Lvov, Y.M.4
  • 11
    • 33746359952 scopus 로고    scopus 로고
    • Ordered polyelectrolyte "Multilayers". 7. Hybrid films self-assembled from fluorescent and smectogenic poly(diallylammonium) salts and delaminated clay
    • Rullens, F.; Vuillaume, P.Y.; Moussa, A.; Habib-Jiwan, J.L.; Laschewsky, A. Ordered polyelectrolyte "Multilayers". 7. Hybrid films self-Assembled from fluorescent and smectogenic poly(diallylammonium) salts and delaminated clay. Chem. Mater. 2006, 18, 3078-3087.
    • (2006) Chem. Mater. , vol.18 , pp. 3078-3087
    • Rullens, F.1    Vuillaume, P.Y.2    Moussa, A.3    Habib-Jiwan, J.L.4    Laschewsky, A.5
  • 12
    • 0034893468 scopus 로고    scopus 로고
    • Assembly of alternating polycation and DNA multilayer films by electrostatic layer-by-layer adsorption
    • Pei, R.; Cui, X.; Yang, X.; Wang, E. Assembly of alternating polycation and DNA multilayer films by electrostatic layer-by-layer adsorption. Biomacromolecules 2001, 2, 463-468.
    • (2001) Biomacromolecules , vol.2 , pp. 463-468
    • Pei, R.1    Cui, X.2    Yang, X.3    Wang, E.4
  • 14
    • 0342906586 scopus 로고    scopus 로고
    • Amphoteric cyclocopolymers with sulfobetaine units: Phase behavior in aqueous media and solubilization of p-cresol in microdomains
    • Armentrout, R.S.; McCormick, C.L. Amphoteric cyclocopolymers with sulfobetaine units: Phase behavior in aqueous media and solubilization of p-Cresol in microdomains. Macromolecules 2000, 33, 2944-2951.
    • (2000) Macromolecules , vol.33 , pp. 2944-2951
    • Armentrout, R.S.1    McCormick, C.L.2
  • 15
    • 0035132817 scopus 로고    scopus 로고
    • Synthesis and corrosion inhibition study of some 1,6-hexanediamine-based N,N-diallyl quaternary ammonium salts and their polymers
    • Ali, S.A.; Saeed, M.T. Synthesis and corrosion inhibition study of some 1,6-hexanediamine-based N,N-diallyl quaternary ammonium salts and their polymers. Polymer 2001, 42, 2785-2794.
    • (2001) Polymer , vol.42 , pp. 2785-2794
    • Ali, S.A.1    Saeed, M.T.2
  • 17
    • 0031231850 scopus 로고    scopus 로고
    • Antibacterial activity of fluoroalkylated allyl- and diallyl-ammonium chloride oligomers
    • Sawada, H.; Tanba, K.; Tomita, T.; Kawase, T.; Baba, M.; Ide, T. Antibacterial activity of fluoroalkylated allyl- and diallyl-ammonium chloride oligomers. J. Fluorine Chem. 1997, 84, 141-144.
    • (1997) J. Fluorine Chem. , vol.84 , pp. 141-144
    • Sawada, H.1    Tanba, K.2    Tomita, T.3    Kawase, T.4    Baba, M.5    Ide, T.6
  • 18
    • 0142008711 scopus 로고    scopus 로고
    • Crosslinking of cotton cellulose in the presence of alkyl diallyl ammonium salts. Part I. Physical properties and agent distribution
    • Chen, J.C.; Yeh, J.T.; Chen, C.C. Crosslinking of cotton cellulose in the presence of alkyl diallyl ammonium salts. Part I. Physical properties and agent distribution. J. Appl. Polym. Sci. 2003, 90, 1662-1669.
    • (2003) J. Appl. Polym. Sci. , vol.90 , pp. 1662-1669
    • Chen, J.C.1    Yeh, J.T.2    Chen, C.C.3
  • 19
    • 70449462238 scopus 로고    scopus 로고
    • Effect of dielectric properties and structure of aqueous solutions of diallylammonium salts on their reactivity in radical polymerization
    • Timofeeva, L.M.; Kleshcheva, N.A.; Vasilieva, Y.A.; Gromova, G.L.; Timofeeva, G.I.; Filatova, M.P. Effect of dielectric properties and structure of aqueous solutions of diallylammonium salts on their reactivity in radical polymerization. Polym. Sci. Ser. A 2005, 47, 273-282.
    • (2005) Polym. Sci. Ser. A , vol.47 , pp. 273-282
    • Timofeeva, L.M.1    Kleshcheva, N.A.2    Vasilieva, Y.A.3    Gromova, G.L.4    Timofeeva, G.I.5    Filatova, M.P.6
  • 21
    • 70449494882 scopus 로고    scopus 로고
    • Secondary and tertiary polydiallylammonium salts: Novel polymers with high antimicrobial activity
    • Timofeeva, L.M.; Kleshcheva, N.A.; Moroz, A.F.; Didenko, L.V. Secondary and tertiary polydiallylammonium salts: Novel polymers with high antimicrobial activity. Biomacromolecules 2009, 1, 2976-2986.
    • (2009) Biomacromolecules , vol.1 , pp. 2976-2986
    • Timofeeva, L.M.1    Kleshcheva, N.A.2    Moroz, A.F.3    Didenko, L.V.4
  • 22
    • 0037458990 scopus 로고    scopus 로고
    • Synthesis of purine-and pyrimidine-substituted heptadienes. The stereochemistry of cyclization and cyclopolymerization products
    • Tsai, J.Y.; Bouhadir, K.H.; Zhou, J.L.; Webb, T.R.; Sun, Y.; Shevlin, P.B. Synthesis of purine-and pyrimidine-substituted heptadienes. The stereochemistry of cyclization and cyclopolymerization products. J. Org. Chem. 2003, 68, 1235-1241.
    • (2003) J. Org. Chem. , vol.68 , pp. 1235-1241
    • Tsai, J.Y.1    Bouhadir, K.H.2    Zhou, J.L.3    Webb, T.R.4    Sun, Y.5    Shevlin, P.B.6
  • 23
    • 32244449190 scopus 로고    scopus 로고
    • Two simple protocols for the preparation of diallylaminoethyl-substituted nucleic bases: A comparison
    • Shatila, R.; Bouhadir, K. Two simple protocols for the preparation of diallylaminoethyl-substituted nucleic bases: A comparison. Tetrahedron Lett. 2006, 47, 1767-1770.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 1767-1770
    • Shatila, R.1    Bouhadir, K.2
  • 26
    • 27744583976 scopus 로고    scopus 로고
    • Sonochemical cyclopolymerization of diallylamine in the presence of peroxomonosulfate
    • Vivekanadam, T.S.; Gopala, A.; Vasudevan, T.; Umapathy, S. Sonochemical cyclopolymerization of diallylamine in the presence of peroxomonosulfate. J. Appl. Polym. Sci. 2005, 98, 1548-1553.
    • (2005) J. Appl. Polym. Sci. , vol.98 , pp. 1548-1553
    • Vivekanadam, T.S.1    Gopala, A.2    Vasudevan, T.3    Umapathy, S.4
  • 27
    • 0001217977 scopus 로고
    • The cyclo-copolymerization of diallyl compound and sulfur dioxide. I. Diallylamine hydrochloride and sulfur dioxide
    • Harada, S.; Katayama, M. The cyclo-copolymerization of diallyl compound and sulfur dioxide. I. Diallylamine hydrochloride and sulfur dioxide. Macromol. Chem. Phys. 1966, 90, 177-186.
    • (1966) Macromol. Chem. Phys. , vol.90 , pp. 177-186
    • Harada, S.1    Katayama, M.2
  • 28
    • 0002797286 scopus 로고
    • Vinyl polymerization. 217. Vinyl compounds of nucleic acid basis. I. Synthesis of N-vinylthymine, and N-vinyladenine
    • Ueda, N; Kondo, K.; Kono, M.; Takemoto, K.; Imoto, M. Vinyl polymerization. 217. Vinyl compounds of nucleic acid basis. I. Synthesis of N-vinylthymine, and N-vinyladenine. Macromol. Chem. Phys. 1968, 120, 13-20.
    • (1968) Macromol. Chem. Phys. , vol.120 , pp. 13-20
    • Ueda, N.1    Kondo, K.2    Kono, M.3    Takemoto, K.4    Imoto, M.5
  • 29
    • 0030880839 scopus 로고    scopus 로고
    • A short synthesis of 1-vinyluracil and 1-vinylthymine
    • Zhou, J.; Shevlin, P.B. A short synthesis of 1-vinyluracil and 1-vinylthymine. Synth. Commun. 1997, 27, 3591-3597.
    • (1997) Synth. Commun. , vol.27 , pp. 3591-3597
    • Zhou, J.1    Shevlin, P.B.2
  • 30
    • 0014275246 scopus 로고
    • N-vinyl derivatives of substituted pyrimidines and purines
    • Pitha, J.; Ts'o, P.O.P. N-Vinyl derivatives of substituted pyrimidines and purines. J. Org. Chem. 1968, 33, 1341-1344.
    • (1968) J. Org. Chem. , vol.33 , pp. 1341-1344
    • Pitha, J.1    Ts'o, P.O.P.2
  • 31
    • 0343999610 scopus 로고
    • Functional monomers and polymers, 31. On the stereoregularity of vinyl polymers containing nucleic acid bases
    • Akashi, M.; Inaki, Y.; Takemoto, K. Functional monomers and polymers, 31. On the stereoregularity of vinyl polymers containing nucleic acid bases. Macromol. Chem. Phys. 1977, 178, 353-364.
    • (1977) Macromol. Chem. Phys. , vol.178 , pp. 353-364
    • Akashi, M.1    Inaki, Y.2    Takemoto, K.3
  • 32
    • 11744342506 scopus 로고
    • Cyclopolymerization and cyclocopolymerization
    • Butler, G. Cyclopolymerization and cyclocopolymerization. Acc. Chem. Res. 1982, 15, 370-378.
    • (1982) Acc. Chem. Res. , vol.15 , pp. 370-378
    • Butler, G.1
  • 33
    • 84962394066 scopus 로고    scopus 로고
    • A theoretical study on the mechanism of the cyclopolymerization of diallyl monomers
    • Tuzun, N.S.; Aviyente, V.; Houk, K.N. A theoretical study on the mechanism of the cyclopolymerization of diallyl monomers. J. Org. Chem. 2003, 68, 6369-6374.
    • (2003) J. Org. Chem. , vol.68 , pp. 6369-6374
    • Tuzun, N.S.1    Aviyente, V.2    Houk, K.N.3
  • 34
    • 0037161972 scopus 로고    scopus 로고
    • Synthesis and solution properties of a new pH-responsive polymer containing amino acid residues
    • Al-Muallem, H.; Wazeer, M.I.M.; Ali, S.A. Synthesis and solution properties of a new pH-responsive polymer containing amino acid residues. Polymer 2002, 43, 4285-4295.
    • (2002) Polymer , vol.43 , pp. 4285-4295
    • Al-Muallem, H.1    Wazeer, M.I.M.2    Ali, S.A.3
  • 36
    • 33846683189 scopus 로고    scopus 로고
    • Modeling the cyclopolymerization of diallyl ether and methyl α-[(allyloxy)methyl]acrylate
    • Tuzun, N.S.; Aviyente, V. Modeling the cyclopolymerization of diallyl ether and methyl α-[(allyloxy)methyl]acrylate. Int. J. Quantum Chem. 2007, 107, 894-906.
    • (2007) Int. J. Quantum Chem. , vol.107 , pp. 894-906
    • Tuzun, N.S.1    Aviyente, V.2
  • 37
    • 0001688157 scopus 로고
    • Polymerization of allyl acetate
    • Litt, M.; Eirich, F.R. Polymerization of allyl acetate. J. Polym. Sci. 1960, 45, 379-396.
    • (1960) J. Polym. Sci. , vol.45 , pp. 379-396
    • Litt, M.1    Eirich, F.R.2
  • 38
    • 0032143740 scopus 로고    scopus 로고
    • Piperazine-based homo- and copolymers containing trivalent and quaternary nitrogen functionalities
    • Ali, S.A.; Wazeer, M.I.M.; Ahmed, S.Z. Piperazine-based homo- and copolymers containing trivalent and quaternary nitrogen functionalities. J. Appl. Polym. Sci. 1998, 69, 1329-1334.
    • (1998) J. Appl. Polym. Sci. , vol.69 , pp. 1329-1334
    • Ali, S.A.1    Wazeer, M.I.M.2    Ahmed, S.Z.3
  • 39
    • 0003495893 scopus 로고    scopus 로고
    • 4th ed.; Wiley-Interscience: Hoboken, NJ, USA
    • Odian, G. Principles of Polymerization, 4th ed.; Wiley-Interscience: Hoboken, NJ, USA, 2004; pp. 144-166.
    • (2004) Principles of Polymerization , pp. 144-166
    • Odian, G.1
  • 41
    • 67649416082 scopus 로고    scopus 로고
    • New N-allylated monomers in the synthesis of practical valuable high-molecular-weight compounds
    • Gorbunova, M.; Vorob'eva, A.; Tolstikov, A.; Monakov, Y. New N-allylated monomers in the synthesis of practical valuable high-molecular-weight compounds. Polym. Adv. Technol. 2009, 20, 209-215.
    • (2009) Polym. Adv. Technol. , vol.20 , pp. 209-215
    • Gorbunova, M.1    Vorob'eva, A.2    Tolstikov, A.3    Monakov, Y.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.