Matches in SemOpenAlex for { <https://semopenalex.org/work/W1554112810> ?p ?o ?g. }
Showing items 1 to 58 of
58
with 100 items per page.
- W1554112810 endingPage "14" @default.
- W1554112810 startingPage "8" @default.
- W1554112810 abstract "Dehydroretronecine, an antimitotic and carcinogenic agent, reacted with deoxyguanosine at pH 7.4 in vitro to yield in nearly equal quantities two major adducts, which were isolated by thin-layer and high-pressure liquid chromatography. The adducts were stable at pH 8.7 and 30 degrees for at least 24 hr, showed pKas at acidic and alkaline pHs, reacted with 4-(p-nitrobenzyl)-pyridine, had a nonexchangeable guan-8-yl proton, and contained equimolar quantities of the pyrrole and nucleoside moieties. From the above data and comparison of proton magnetic resonance spectra of dehydroretronecine, deoxyguanosine, and the adducts, both products were identified as derivatives with a bond between C-7 of dehydrosupinidine and N2 of deoxyguanosine. Mass spectral fragmentation patterns and infrared and ultraviolet absorbance spectra were also consistent with N2 substitution. Circular dichroism spectra established the identities of each of the adducts as 7-(deoxyguanosin-N2-yl)dehydrosupinidine; they are enantiomeric at C-7. These results demonstrate that the reactive electrophile derived from protonated dehydroretronecine readily alkylates the N2-position of deoxyguanosine at C-7 in an SN1 reaction to yield a racemic mixture of products." @default.
- W1554112810 created "2016-06-24" @default.
- W1554112810 creator A5022702399 @default.
- W1554112810 date "1982-01-01" @default.
- W1554112810 modified "2023-09-23" @default.
- W1554112810 title "Alkylation of N2 in deoxyguanosine by dehydroretronecine, a carcinogenic metabolite of the pyrrolizidine alkaloid monocrotaline." @default.
- W1554112810 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/6797726" @default.
- W1554112810 hasPublicationYear "1982" @default.
- W1554112810 type Work @default.
- W1554112810 sameAs 1554112810 @default.
- W1554112810 citedByCount "19" @default.
- W1554112810 countsByYear W15541128102013 @default.
- W1554112810 countsByYear W15541128102015 @default.
- W1554112810 countsByYear W15541128102020 @default.
- W1554112810 countsByYear W15541128102021 @default.
- W1554112810 crossrefType "journal-article" @default.
- W1554112810 hasAuthorship W1554112810A5022702399 @default.
- W1554112810 hasConcept C108204754 @default.
- W1554112810 hasConcept C133571119 @default.
- W1554112810 hasConcept C145148216 @default.
- W1554112810 hasConcept C155647269 @default.
- W1554112810 hasConcept C178790620 @default.
- W1554112810 hasConcept C185592680 @default.
- W1554112810 hasConcept C2779485729 @default.
- W1554112810 hasConcept C2780441211 @default.
- W1554112810 hasConcept C30095370 @default.
- W1554112810 hasConcept C71240020 @default.
- W1554112810 hasConceptScore W1554112810C108204754 @default.
- W1554112810 hasConceptScore W1554112810C133571119 @default.
- W1554112810 hasConceptScore W1554112810C145148216 @default.
- W1554112810 hasConceptScore W1554112810C155647269 @default.
- W1554112810 hasConceptScore W1554112810C178790620 @default.
- W1554112810 hasConceptScore W1554112810C185592680 @default.
- W1554112810 hasConceptScore W1554112810C2779485729 @default.
- W1554112810 hasConceptScore W1554112810C2780441211 @default.
- W1554112810 hasConceptScore W1554112810C30095370 @default.
- W1554112810 hasConceptScore W1554112810C71240020 @default.
- W1554112810 hasIssue "1" @default.
- W1554112810 hasLocation W15541128101 @default.
- W1554112810 hasOpenAccess W1554112810 @default.
- W1554112810 hasPrimaryLocation W15541128101 @default.
- W1554112810 hasRelatedWork W1974703623 @default.
- W1554112810 hasRelatedWork W2026948689 @default.
- W1554112810 hasRelatedWork W2044043294 @default.
- W1554112810 hasRelatedWork W2049570345 @default.
- W1554112810 hasRelatedWork W2063541652 @default.
- W1554112810 hasRelatedWork W2079194427 @default.
- W1554112810 hasRelatedWork W2346992924 @default.
- W1554112810 hasRelatedWork W25002595 @default.
- W1554112810 hasRelatedWork W2952574653 @default.
- W1554112810 hasRelatedWork W3005294500 @default.
- W1554112810 hasVolume "42" @default.
- W1554112810 isParatext "false" @default.
- W1554112810 isRetracted "false" @default.
- W1554112810 magId "1554112810" @default.
- W1554112810 workType "article" @default.