FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2317791514> ?p ?o ?g. }

• W2317791514 endingPage "6410" @default.
• W2317791514 startingPage "6404" @default.
• W2317791514 abstract "Geldanamycin (GM), a benzoquinone ansamycin antibiotic, is a natural product inhibitor of Hsp90 with potent and broad anticancer properties, but with unacceptable levels of hepatotoxicity. Less toxic C17-substituted analogues have been synthesizedincluding 17-(allylamino)-17-demethoxygeldanamycin (17-AAG) and the water-soluble 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin (17-DMAG). Redox properties and thiol reactivity are central to the therapeutic and toxicologic effects of quinones, and the question arises as whether the extent of toxicity of GM, 17-AAG, and 17-DMAG is related to their redox potentials. Using pulse radiolysis, the one-electron redox potentials (vs NHE) at pH 7.0 of GM and 17-AAG have been determined to be −62 ± 7 mV and −273 ± 8 mV, respectively, whereas a value of −194 ± 6 mV has been previously published for 17-DMAG. The rate constants of the reaction of GM and its analogues with glutathione, cysteine, or dithiothreitol under anoxia at pH 7.4 followed the order GM > 17-DMAG > 17-AAG, which correlates with the order of the redox potential of the quinone/semiquinone couple. Thus, GM reacts much faster with thiols compared to the less toxic 17-DMAG and 17-AAG, and is also expected to be more readily reduced by reductases to the respective semiquinone radical, which either decomposes to yield the respective hydroquinone or reduces oxygen to superoxide. Because both redox cycling and thiol reactivity have been associated with quinone toxicity, it is concluded that the toxicity of benzoquinone ansamycins is directly related to the redox potential of the quinone/semiquinone couple." @default.
• W2317791514 created "2016-06-24" @default.
• W2317791514 creator A5032816899 @default.
• W2317791514 creator A5079047590 @default.
• W2317791514 date "2012-05-25" @default.
• W2317791514 modified "2023-09-27" @default.
• W2317791514 title "Redox Properties and Thiol Reactivity of Geldanamycin and its Analogues in Aqueous Solutions" @default.
• W2317791514 cites W1549655192 @default.
• W2317791514 cites W1964826325 @default.
• W2317791514 cites W1969600052 @default.
• W2317791514 cites W1976216345 @default.
• W2317791514 cites W1979424160 @default.
• W2317791514 cites W1979857905 @default.
• W2317791514 cites W1986286866 @default.
• W2317791514 cites W1986805238 @default.
• W2317791514 cites W2005094960 @default.
• W2317791514 cites W2005749652 @default.
• W2317791514 cites W2034197887 @default.
• W2317791514 cites W2035379997 @default.
• W2317791514 cites W2041794586 @default.
• W2317791514 cites W204257810 @default.
• W2317791514 cites W2043338470 @default.
• W2317791514 cites W2043832565 @default.
• W2317791514 cites W2053295165 @default.
• W2317791514 cites W2053503219 @default.
• W2317791514 cites W2068119928 @default.
• W2317791514 cites W2074067031 @default.
• W2317791514 cites W2076681068 @default.
• W2317791514 cites W2080668248 @default.
• W2317791514 cites W2081994801 @default.
• W2317791514 cites W2082390299 @default.
• W2317791514 cites W2086317499 @default.
• W2317791514 cites W2090456031 @default.
• W2317791514 cites W2094605114 @default.
• W2317791514 cites W2097186003 @default.
• W2317791514 cites W2097860909 @default.
• W2317791514 cites W2112417555 @default.
• W2317791514 cites W2113655987 @default.
• W2317791514 cites W2133148204 @default.
• W2317791514 cites W2152254940 @default.
• W2317791514 cites W2160790360 @default.
• W2317791514 cites W2167913439 @default.
• W2317791514 cites W2206183556 @default.
• W2317791514 cites W2330565519 @default.
• W2317791514 cites W2951895863 @default.
• W2317791514 doi "https://doi.org/10.1021/jp304206n" @default.
• W2317791514 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/22591491" @default.
• W2317791514 hasPublicationYear "2012" @default.
• W2317791514 type Work @default.
• W2317791514 sameAs 2317791514 @default.
• W2317791514 citedByCount "10" @default.
• W2317791514 countsByYear W23177915142012 @default.
• W2317791514 countsByYear W23177915142014 @default.
• W2317791514 countsByYear W23177915142016 @default.
• W2317791514 countsByYear W23177915142020 @default.
• W2317791514 crossrefType "journal-article" @default.
• W2317791514 hasAuthorship W2317791514A5032816899 @default.
• W2317791514 hasAuthorship W2317791514A5079047590 @default.
• W2317791514 hasConcept C104317684 @default.
• W2317791514 hasConcept C142724271 @default.
• W2317791514 hasConcept C178790620 @default.
• W2317791514 hasConcept C181199279 @default.
• W2317791514 hasConcept C185592680 @default.
• W2317791514 hasConcept C204787440 @default.
• W2317791514 hasConcept C205260736 @default.
• W2317791514 hasConcept C2775932338 @default.
• W2317791514 hasConcept C2776370595 @default.
• W2317791514 hasConcept C2776910235 @default.
• W2317791514 hasConcept C2777550763 @default.
• W2317791514 hasConcept C2779686393 @default.
• W2317791514 hasConcept C2780297055 @default.
• W2317791514 hasConcept C2780643102 @default.
• W2317791514 hasConcept C2781324293 @default.
• W2317791514 hasConcept C538909803 @default.
• W2317791514 hasConcept C55493867 @default.
• W2317791514 hasConcept C55904794 @default.
• W2317791514 hasConcept C71240020 @default.
• W2317791514 hasConcept C71924100 @default.
• W2317791514 hasConceptScore W2317791514C104317684 @default.
• W2317791514 hasConceptScore W2317791514C142724271 @default.
• W2317791514 hasConceptScore W2317791514C178790620 @default.
• W2317791514 hasConceptScore W2317791514C181199279 @default.
• W2317791514 hasConceptScore W2317791514C185592680 @default.
• W2317791514 hasConceptScore W2317791514C204787440 @default.
• W2317791514 hasConceptScore W2317791514C205260736 @default.
• W2317791514 hasConceptScore W2317791514C2775932338 @default.
• W2317791514 hasConceptScore W2317791514C2776370595 @default.
• W2317791514 hasConceptScore W2317791514C2776910235 @default.
• W2317791514 hasConceptScore W2317791514C2777550763 @default.
• W2317791514 hasConceptScore W2317791514C2779686393 @default.
• W2317791514 hasConceptScore W2317791514C2780297055 @default.
• W2317791514 hasConceptScore W2317791514C2780643102 @default.
• W2317791514 hasConceptScore W2317791514C2781324293 @default.
• W2317791514 hasConceptScore W2317791514C538909803 @default.
• W2317791514 hasConceptScore W2317791514C55493867 @default.
• W2317791514 hasConceptScore W2317791514C55904794 @default.
• W2317791514 hasConceptScore W2317791514C71240020 @default.
• W2317791514 hasConceptScore W2317791514C71924100 @default.

• next