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2 edition of synthesis of certain 6- and 9- substituted purines of biological interest found in the catalog.

synthesis of certain 6- and 9- substituted purines of biological interest

John W. Daly

synthesis of certain 6- and 9- substituted purines of biological interest

by John W. Daly

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  • 17 Currently reading

Published .
Written in English

    Subjects:
  • Purines.

  • Edition Notes

    Statementby John William Daly.
    The Physical Object
    Pagination22 leaves, bound :
    Number of Pages22
    ID Numbers
    Open LibraryOL14292666M

    A series of benzimidazole Schiff’s bases, thiosemicarbazides were synthesized, azole ring systems as 1,3,4-triazole, 1,3,4-oxadiazole were prepared. 1-Methylbenzimidazole incorporated to substituted dithio-carbamate, thiophenol, diethylamine via acetamido group were synthesized. A series of pyrimidinobenzimidazoles, triazinobenz-imidazoles, and 2-(acetonylamino)methylbenzimidazole .   Purine nucleotides are essential metabolites for living organisms because they are involved in many important processes, such as nucleic acid synthesis, energy supply, and biosynthesis of several amino acids and riboflavin. Owing to the pivotal roles of purines in cell physiology, the pool of intracellular purine nucleotides must be maintained under strict control, and hence the de novo purine.

    New heterocyclic compounds spiroderivatives of allopurinol of biological interest were prepared from allopurinol via thionation and 1,3-dipolar cycloaddition and were produced in high to excellent yields. These compounds were characterized on the basis of spectral and spectroscopic data (1H NMR, 13C, IR, and MS). The antibacterial activity of the synthesized products was.   Recent studies have shown that the substituent in the 4-position of the anthraquinone core has a crucial role with respect to affinity and selectivity for certain targ11,12,13,14,15,16,

    The synthesis of 3’-deoxy-3’-fluoro-β-D-ribofuranosyl purine derivatives began with a palladium-catalyzed cross coupling [45–46] to install the aromatic moieties to the 6-position of the purine order to accomplish efficient cross-couplings of a wide range of aromatic rings, we utilized three different protocols that were employed for Stille and Suzuki reaction conditions. Synthesis and biological activity of a new class of cytotoxic agents: N-(3-oxopropenyl)-substituted pyrimidines and purines. Takeshita M. The 1-(3-oxopropenyl) derivatives of thymine and cytosine and the corresponding 9-substituted derivatives of adenine and guanine (products of degradation of DNA by bleomycin, Fe2+, and O2) have been.


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Synthesis of certain 6- and 9- substituted purines of biological interest by John W. Daly Download PDF EPUB FB2

THE SYNTHESIS O CERTAIN 6- AND 9- SUBSTITUTED PURINES OF bIOLOGICAL INTEREST ÏNTRODUCTION In the course of studies on the development of plant embryos in vitro, it was discovered by Van Uverbeek (25, pp. ), that an extract of coconut milk provided certain factors which were essential for. The synthesis of certain 6- and 9- substituted purines of biological interestAuthor: John W.

Daly. Badd1ley (3,p. ) has reported the synthesis of 9­ substituted purines by the heating of 4-alkylamino-5­ thioformamide compounds above their melting points and Albert (l,p.

) has recently reported the synthee1s of methyl purine by heating 4-methyla.m1no 5-am1nopyr1m1dine with formic acid. It was therefore of interest to us to. A series of 6 substituted purines were synthesized from commercially available 2 amino 6 chloropurine with appropriate reagents, and nine new compounds 7, 8, and 11 17 have been discovered.

5-Aminochlorodihydroxyalkylaminopyrimidines, which are cyclized to 6-chloro(dihydroxyalkyl)purines, were obtained by the condensation of 5-amino-4,6-dichloropyrimidine with 2-amino-1,3-dihydroxypropane or with 2-amino-1,4-dihydroxybutane.

The corresponding 6-hydroxy and 6-amino derivatives were obtained by replacement of the by: 1. Synthesis of 6,8,9-Tri- and 2,6,8,9-Tetrasubstituted Purines by a Combination of the Suzuki Cross-coupling, N-Arylation, and Direct C−H Arylation Reactions.

The Journal of Organic Chemistry73 (22), DOI: /jo General procedure for the sulfonylation of 6-substituted purines (preparation of compounds 28–34) A solution of p-toluenesulfonylchloride (2 equiv) in 5 ml CH 2 Cl 2 was slowly added to a solution of 6-substituted purines (28–34) in 1 ml pyridine.

The reaction mixture was stirred for 24 h. The protocol for the synthesis of C6-amino substituted 4-azasteroidal purine nucleoside analogues was outlined in Scheme 1, which involved the nucleophilic substitution of 6-chloro-purine with appropriate amines.

Here, we report the synthesis and biological evaluation of a novel series of 6-methylsubstituteddeaza purine nucleoside analogs against influenza A virus with the reasonable SAR revealed.

Download: Download high-res image (KB) Download: Download. A novel and original strategy to obtain rapidly a large diversity of C-8 and N-9 substituted purines was developed. The present procedure describes annulation reactions in one or two steps starting from 5-aminoimidazolecarbonitriles 1–8 in moderate to good yields.

8,9-Disubstituted-6,9-dihydro-1H-purinones 9–14, 6-amino-8,9-disubstituted-3,9-dihydro-2H-purinones 15–20, 8,9. Synthesis and Biological Activity of a Novel Series of 6-Substituted Thieno[2,3-d]pyrimidine Antifolate Inhibitors of Purine Biosynthesis with Selectivity for High Affinity Folate Receptors over.

Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb).

Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In particular, two purine analogues 9-(ethylcarboxymethyl)(decylthio)-9H-purine (20) and 9.

Synthesis and biological activity of a novel series of 6-substituted pyrrolo[2,3-d]pyrimidine thienoyl antifolate inhibitors of purine biosynthesis with selectivity for high affinity folate receptors and the proton-coupled folate transporter over the reduced folate carrier for cellular entry †.

Pergamon Bioorganic & Medicinal Chemistry Letters 8 () BIOORGANIC & MEDICINAL CHEMISTRY LE'ITERS Synthesis and biological evaluation of 1,2-disubstituted carbonucleosides of 2-aminosubstituted purine and 8-azapurine L.

Santana,a M. Teijeira,a E. Uriarte,*a J. Balzarinib and E. De Clercqb a Laboratorio de Quimica Farmacefitica, Facultad de Farmacia, Universidad de Santiago. Synthesis, Structural Studies, and Biological Evaluation of Some Purine Substituted 1-Aminocyclopropanecarboxylic Acids and 1-Aminohydroxymethylcyclopropanes.

Purines are constituted of two nitrogen–containing rings (Figure 1, structures (1)–(3)), whereas pyrimidines contain only one nitrogen–containing ring (Figure 1, structures (4)–(6)). When a purine or a pyrimidine is attached to the C–1 position of a sugar, the corresponding structure is called a nucleoside (Figure 1, structures (7) and (8)), whereas a heterocyclic base–sugar–phosphoric acid unit is called a.

An efficient access to 6-substituted 7-deazapurine and the corresponding nucleosides by coupling aryl or alkyl Grignard reagents and halogenated purine nucleosides in the presence of Fe(acac)3/CuI is described.

A series of 6-substituted 7-deazapurines and the corresponding nucleosides were obtained in medium to good yields. For the synthesis of modified nucleosides that will be the. for nucleic acid synthesis. 6,9 Adenosine is incorporated into the nucleotide pools of T.

gondii at a fold higher rate than any other purine nucleobase or nucleoside. 6,9. Certain 6-oxo and 6-thio-substituted purine analogs described herein showed moderate to good inhibitory activity. N(9)-substitution apparently enhances the anti-mycobacterial activity in the. A general synthesis of 6-substituted 9-(beta-D-ribofuranosyl) purines.

A reinvestigation and corroboration of the position of glycosylation of 6-dimethylamino-"7"-(beta-D-ribofuranosyl) purine. Rousseau RJ, Panzica RP, Reddick SM, Robins RK, Townsend LB.

An efficient access to 6-substituted 7-deazapurine and the corresponding nucleosides by coupling aryl or alkyl Grignard reagents and halogenated purine nucleosides in the presence of Fe(acac)3/CuI is described.

A series of 6-substituted 7-deazapurines and the corresponding nucleosides were obtained in medium to good yields. For the synthesis of modified nucleosides that will be the subject of.1.

J Med Chem. Nov;12(6) Synthesis and biological activity of some new N6-substituted purine nucleosides. Fleysher MH, Bloch A, Hakala MT, Nichol CA.Pyrrolo[3,2-d]pyrimidines have been studied for many years as potential lead compounds for the development of antiproliferative agents.

Much of the focus has been on modifications to the pyrimidine ring, with enzymatic recognition often modulated by C2 and C4 substituents. In contrast, this work focuses on the N5 of the pyrrole ring by means of a series of novel N5-substituted pyrrolo[3,2-d.