8-bromo-2--deoxyguanosine and 8-bromoguanosine

8-bromo-2--deoxyguanosine has been researched along with 8-bromoguanosine* in 2 studies

Other Studies

2 other study(ies) available for 8-bromo-2--deoxyguanosine and 8-bromoguanosine

Article	Year
Radical-based alkylation of guanine derivatives in aqueous medium. Organic & biomolecular chemistry, 2011, May-07, Volume: 9, Issue:9 The radical-based alkylation of 8-bromoguanosine (1a) and 8-bromo-2'-deoxyguanosine (1b) at the C8 position has been investigated in aqueous solutions. Alkyl radicals were generated by scavenging of the primary species of γ-radiolysis by the alcohol substrate. These reactions result in the efficient formation of intermolecular C-C bonds in aqueous media, by using the reactivity of α-hydroxyalkyl radicals derived from alcohols with 1a and 1b. A mechanism for the formation of C8 guanine alkylated adducts has been proposed, based on the quantification of radiation chemical yields for the disappearance of starting material and the formation of all products. Two α-hydroxyalkyl radicals are needed to form an alkylated guanine, the first one adding to C8 followed by ejection of Br(-) with formation of guanyl adduct and the second one acting as reducing agent of the guanyl adduct. Topics: Alkylation; Deoxyguanosine; Free Radicals; Guanosine; Molecular Structure	2011
8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells. Journal of medicinal chemistry, 1985, Volume: 28, Issue:9 A variety of 8-substituted guanosine and 2'-deoxyguanosine derivatives were synthesized and tested as inducers of the differentiation of Friend murine erythroleukemia cells in culture. The most active agents in the guanosine series were 8-substituted-N(CH3)2, -NHCH3, -NH2, -OH, and -SO2CH3, which caused 68, 42, 34, 33, and 30% of erythroleukemia cells to attain benzidine positivity, a functional measure of maturation, at concentrations of 5, 1, 0.4, 5, and 5 mM, respectively. The 8-OH derivative of the 2'-deoxyguanosine series produced comparable activity, causing 62% benzidine-positive cells at a level of 0.2 mM. These findings indicate that 8-substituted analogues of guanosine and 2'-deoxyguanosine have the potential to terminate leukemia cell proliferation through conversion to end-stage differentiated cells. Topics: Animals; Antineoplastic Agents; Cell Differentiation; Chemical Phenomena; Chemistry; Deoxyguanosine; Friend murine leukemia virus; Guanosine; Hypoxanthine Phosphoribosyltransferase; Leukemia, Erythroblastic, Acute; Mice; Structure-Activity Relationship	1985

Article

Year

Radical-based alkylation of guanine derivatives in aqueous medium.

Organic & biomolecular chemistry, 2011, May-07, Volume: 9, Issue:9

The radical-based alkylation of 8-bromoguanosine (1a) and 8-bromo-2'-deoxyguanosine (1b) at the C8 position has been investigated in aqueous solutions. Alkyl radicals were generated by scavenging of the primary species of γ-radiolysis by the alcohol substrate. These reactions result in the efficient formation of intermolecular C-C bonds in aqueous media, by using the reactivity of α-hydroxyalkyl radicals derived from alcohols with 1a and 1b. A mechanism for the formation of C8 guanine alkylated adducts has been proposed, based on the quantification of radiation chemical yields for the disappearance of starting material and the formation of all products. Two α-hydroxyalkyl radicals are needed to form an alkylated guanine, the first one adding to C8 followed by ejection of Br(-) with formation of guanyl adduct and the second one acting as reducing agent of the guanyl adduct.

Topics: Alkylation; Deoxyguanosine; Free Radicals; Guanosine; Molecular Structure

2011

8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells.

Journal of medicinal chemistry, 1985, Volume: 28, Issue:9

A variety of 8-substituted guanosine and 2'-deoxyguanosine derivatives were synthesized and tested as inducers of the differentiation of Friend murine erythroleukemia cells in culture. The most active agents in the guanosine series were 8-substituted-N(CH3)2, -NHCH3, -NH2, -OH, and -SO2CH3, which caused 68, 42, 34, 33, and 30% of erythroleukemia cells to attain benzidine positivity, a functional measure of maturation, at concentrations of 5, 1, 0.4, 5, and 5 mM, respectively. The 8-OH derivative of the 2'-deoxyguanosine series produced comparable activity, causing 62% benzidine-positive cells at a level of 0.2 mM. These findings indicate that 8-substituted analogues of guanosine and 2'-deoxyguanosine have the potential to terminate leukemia cell proliferation through conversion to end-stage differentiated cells.

Topics: Animals; Antineoplastic Agents; Cell Differentiation; Chemical Phenomena; Chemistry; Deoxyguanosine; Friend murine leukemia virus; Guanosine; Hypoxanthine Phosphoribosyltransferase; Leukemia, Erythroblastic, Acute; Mice; Structure-Activity Relationship

1985