Matches in SemOpenAlex for { <https://semopenalex.org/work/W2134919081> ?p ?o ?g. }
- W2134919081 endingPage "823" @default.
- W2134919081 startingPage "813" @default.
- W2134919081 abstract "Hybrid molecules combining photoactivated aryl acetylenes and a dicationic lysine moiety cause the most efficient double-strand (ds) DNA cleavage known to date for a small molecule. In order to test the connection between the alkylating ability and the DNA-damaging properties of these compounds, we investigated the photoreactivity of three isomeric aryl–tetrafluoropyridinyl (TFP) alkynes with amide substituents in different positions ( o -, m -, and p -) toward a model π-system. Reactions with 1,4-cyclohexadiene (1,4-CHD) were used to probe the alkylating properties of the triplet excited states in these three isomers whilst Stern–Volmer quenching experiments were used to investigate the kinetics of photoinduced electron transfer (PET). The three analogous isomeric lysine conjugates cleaved DNA with different efficiencies (34, 15, and 0% of ds DNA cleavage for p -, m -, and o -substituted lysine conjugates, respectively) consistent with the alkylating ability of the respective acetamides. The significant protecting effect of the hydroxyl radical and singlet oxygen scavengers to DNA cleavage was shown only with m -lysine conjugate. All three isomeric lysine conjugates inhibited human melanoma cell growth under photoactivation: The p -conjugate had the lowest CC 50 (50% cell cytotoxicity) value of 1.49 × 10 −7 M." @default.
- W2134919081 created "2016-06-24" @default.
- W2134919081 creator A5011911155 @default.
- W2134919081 creator A5041763415 @default.
- W2134919081 creator A5061872860 @default.
- W2134919081 creator A5087324971 @default.
- W2134919081 creator A5090990534 @default.
- W2134919081 date "2011-06-16" @default.
- W2134919081 modified "2023-10-01" @default.
- W2134919081 title "Fine-tuning alkyne cycloadditions: Insights into photochemistry responsible for the double-strand DNA cleavage via structural perturbations in diaryl alkyne conjugates" @default.
- W2134919081 cites W1482448656 @default.
- W2134919081 cites W1969936088 @default.
- W2134919081 cites W1973127921 @default.
- W2134919081 cites W1976786859 @default.
- W2134919081 cites W1977429908 @default.
- W2134919081 cites W1979651460 @default.
- W2134919081 cites W1980282352 @default.
- W2134919081 cites W1980914882 @default.
- W2134919081 cites W1982296802 @default.
- W2134919081 cites W1985887483 @default.
- W2134919081 cites W1994991291 @default.
- W2134919081 cites W1995948126 @default.
- W2134919081 cites W1996319836 @default.
- W2134919081 cites W1998603989 @default.
- W2134919081 cites W1999864917 @default.
- W2134919081 cites W2000145430 @default.
- W2134919081 cites W2000797882 @default.
- W2134919081 cites W2000966151 @default.
- W2134919081 cites W2009604754 @default.
- W2134919081 cites W2015685471 @default.
- W2134919081 cites W2023354384 @default.
- W2134919081 cites W2030636266 @default.
- W2134919081 cites W2030885997 @default.
- W2134919081 cites W2032565937 @default.
- W2134919081 cites W2032629220 @default.
- W2134919081 cites W2032790387 @default.
- W2134919081 cites W2032879509 @default.
- W2134919081 cites W2037461964 @default.
- W2134919081 cites W2052813587 @default.
- W2134919081 cites W2054281584 @default.
- W2134919081 cites W2055505275 @default.
- W2134919081 cites W2060302789 @default.
- W2134919081 cites W2061256870 @default.
- W2134919081 cites W2064240030 @default.
- W2134919081 cites W2065872720 @default.
- W2134919081 cites W2066262962 @default.
- W2134919081 cites W2069792708 @default.
- W2134919081 cites W2073847582 @default.
- W2134919081 cites W2075703316 @default.
- W2134919081 cites W2078839509 @default.
- W2134919081 cites W2083986598 @default.
- W2134919081 cites W2084040340 @default.
- W2134919081 cites W2085322141 @default.
- W2134919081 cites W2086029617 @default.
- W2134919081 cites W2088808945 @default.
- W2134919081 cites W2089771537 @default.
- W2134919081 cites W2091727457 @default.
- W2134919081 cites W2095218674 @default.
- W2134919081 cites W2095501180 @default.
- W2134919081 cites W2103358569 @default.
- W2134919081 cites W2115942358 @default.
- W2134919081 cites W2129248052 @default.
- W2134919081 cites W2145759965 @default.
- W2134919081 cites W2163221976 @default.
- W2134919081 cites W2315419625 @default.
- W2134919081 cites W2319564124 @default.
- W2134919081 cites W2949467840 @default.
- W2134919081 cites W2950870738 @default.
- W2134919081 cites W2952114331 @default.
- W2134919081 cites W2952845014 @default.
- W2134919081 cites W2976668728 @default.
- W2134919081 doi "https://doi.org/10.3762/bjoc.7.93" @default.
- W2134919081 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3135214" @default.
- W2134919081 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/21804877" @default.
- W2134919081 hasPublicationYear "2011" @default.
- W2134919081 type Work @default.
- W2134919081 sameAs 2134919081 @default.
- W2134919081 citedByCount "18" @default.
- W2134919081 countsByYear W21349190812012 @default.
- W2134919081 countsByYear W21349190812013 @default.
- W2134919081 countsByYear W21349190812014 @default.
- W2134919081 countsByYear W21349190812015 @default.
- W2134919081 countsByYear W21349190812016 @default.
- W2134919081 countsByYear W21349190812018 @default.
- W2134919081 countsByYear W21349190812019 @default.
- W2134919081 countsByYear W21349190812021 @default.
- W2134919081 countsByYear W21349190812023 @default.
- W2134919081 crossrefType "journal-article" @default.
- W2134919081 hasAuthorship W2134919081A5011911155 @default.
- W2134919081 hasAuthorship W2134919081A5041763415 @default.
- W2134919081 hasAuthorship W2134919081A5061872860 @default.
- W2134919081 hasAuthorship W2134919081A5087324971 @default.
- W2134919081 hasAuthorship W2134919081A5090990534 @default.
- W2134919081 hasBestOaLocation W21349190811 @default.
- W2134919081 hasConcept C121332964 @default.
- W2134919081 hasConcept C121745418 @default.
- W2134919081 hasConcept C127413603 @default.
- W2134919081 hasConcept C134306372 @default.