Matches in SemOpenAlex for { <https://semopenalex.org/work/W2065428049> ?p ?o ?g. }
- W2065428049 endingPage "633" @default.
- W2065428049 startingPage "619" @default.
- W2065428049 abstract "The syntheses of biodegradable 2′- and 5′ -ester and 2′- and 5′ -carbonate conjugates of the antivirally active 3′-deoxyadenylyl-(2′–5′)-3′-deoxyadenylyl-(2′–5′)-3′-deoxyadenosine (cordycepin-trimer core) with the vitamins, E, D2, and A and the lipids 1,2-di-O-palmitoylglycerol and 1,2-di-O-hexadecylglycerol were achieved first by preparation of the trimeric educts 19–21 (Scheme 1). Secondly, these substances were condensed with the lipophilic residues via a succinate or carbonate linker and then deprotected by β-elimination of the npeoc and npe protecting groups and acid treatment for detritylation without harming the ester and carbonate functions, respectively (Scheme 2). Metabolically stable cordycepin-trimer-vitamin and -lipid conjugates are a new class of bioconjugates that inhibit HIV-1-induced syncytia formation with IC50 values of 7, 18, and 24 m̈M for 39, 29, and 42, respectively, and inhibit HIV-1 reverse transcriptase (RT) activity from 14 to 96% (see Table). Of the nine conjugates tested, inhibition of HIV-1 replication by 28, 29, 32, 40, and 42 may be attributed in part to the activation of the RNase L/PKR antiviral pathways. Trimer conjugate 42 showed the greatest inhibition of HIV-1 replication, i.e., a 120-fold decrease in HIV-1-induced syncytia formation and an 88% inhibition of HIV-1 reverse transcriptase (RT). This inhibition of replication of HIV-1 by 42 can be attributed in part to the activation of recombinant, human RNase L. The inhibition of HIV-1 replication by the cordycepin-trimer-vitamin and -lipid conjugates is significantly greater than that observed for the (2′–5′) A-trimer core or cordycepin-trimer core." @default.
- W2065428049 created "2016-06-24" @default.
- W2065428049 creator A5017043893 @default.
- W2065428049 creator A5021033833 @default.
- W2065428049 creator A5044062321 @default.
- W2065428049 creator A5062206161 @default.
- W2065428049 creator A5077216190 @default.
- W2065428049 creator A5081484436 @default.
- W2065428049 creator A5082366029 @default.
- W2065428049 creator A5085302392 @default.
- W2065428049 date "1996-05-08" @default.
- W2065428049 modified "2023-09-27" @default.
- W2065428049 title "Nucleotides. Part IL. Synthesis and Characterization of Cordycepin-Trimer-Vitamin and -Lipid Conjugates Potential Inhibitors of HIV-1 Replication" @default.
- W2065428049 cites W1543710824 @default.
- W2065428049 cites W1558747066 @default.
- W2065428049 cites W1568135304 @default.
- W2065428049 cites W1823324258 @default.
- W2065428049 cites W1975526215 @default.
- W2065428049 cites W1979394209 @default.
- W2065428049 cites W1988844434 @default.
- W2065428049 cites W1994938276 @default.
- W2065428049 cites W1997118490 @default.
- W2065428049 cites W2000707502 @default.
- W2065428049 cites W2013043328 @default.
- W2065428049 cites W2015686762 @default.
- W2065428049 cites W2018124388 @default.
- W2065428049 cites W2021265405 @default.
- W2065428049 cites W2031092238 @default.
- W2065428049 cites W2031729522 @default.
- W2065428049 cites W2035840423 @default.
- W2065428049 cites W2045511459 @default.
- W2065428049 cites W2053674849 @default.
- W2065428049 cites W2055678068 @default.
- W2065428049 cites W2058484663 @default.
- W2065428049 cites W2062417484 @default.
- W2065428049 cites W2067171614 @default.
- W2065428049 cites W2067283772 @default.
- W2065428049 cites W2071465854 @default.
- W2065428049 cites W2084357980 @default.
- W2065428049 cites W2109440583 @default.
- W2065428049 cites W2112834292 @default.
- W2065428049 cites W2170679027 @default.
- W2065428049 cites W2177943720 @default.
- W2065428049 cites W4300358247 @default.
- W2065428049 doi "https://doi.org/10.1002/hlca.19960790305" @default.
- W2065428049 hasPublicationYear "1996" @default.
- W2065428049 type Work @default.
- W2065428049 sameAs 2065428049 @default.
- W2065428049 citedByCount "14" @default.
- W2065428049 countsByYear W20654280492014 @default.
- W2065428049 countsByYear W20654280492017 @default.
- W2065428049 crossrefType "journal-article" @default.
- W2065428049 hasAuthorship W2065428049A5017043893 @default.
- W2065428049 hasAuthorship W2065428049A5021033833 @default.
- W2065428049 hasAuthorship W2065428049A5044062321 @default.
- W2065428049 hasAuthorship W2065428049A5062206161 @default.
- W2065428049 hasAuthorship W2065428049A5077216190 @default.
- W2065428049 hasAuthorship W2065428049A5081484436 @default.
- W2065428049 hasAuthorship W2065428049A5082366029 @default.
- W2065428049 hasAuthorship W2065428049A5085302392 @default.
- W2065428049 hasConcept C104317684 @default.
- W2065428049 hasConcept C134306372 @default.
- W2065428049 hasConcept C156719811 @default.
- W2065428049 hasConcept C178790620 @default.
- W2065428049 hasConcept C185592680 @default.
- W2065428049 hasConcept C197336794 @default.
- W2065428049 hasConcept C2776403692 @default.
- W2065428049 hasConcept C2779546866 @default.
- W2065428049 hasConcept C33923547 @default.
- W2065428049 hasConcept C55493867 @default.
- W2065428049 hasConcept C67705224 @default.
- W2065428049 hasConcept C71240020 @default.
- W2065428049 hasConceptScore W2065428049C104317684 @default.
- W2065428049 hasConceptScore W2065428049C134306372 @default.
- W2065428049 hasConceptScore W2065428049C156719811 @default.
- W2065428049 hasConceptScore W2065428049C178790620 @default.
- W2065428049 hasConceptScore W2065428049C185592680 @default.
- W2065428049 hasConceptScore W2065428049C197336794 @default.
- W2065428049 hasConceptScore W2065428049C2776403692 @default.
- W2065428049 hasConceptScore W2065428049C2779546866 @default.
- W2065428049 hasConceptScore W2065428049C33923547 @default.
- W2065428049 hasConceptScore W2065428049C55493867 @default.
- W2065428049 hasConceptScore W2065428049C67705224 @default.
- W2065428049 hasConceptScore W2065428049C71240020 @default.
- W2065428049 hasIssue "3" @default.
- W2065428049 hasLocation W20654280491 @default.
- W2065428049 hasOpenAccess W2065428049 @default.
- W2065428049 hasPrimaryLocation W20654280491 @default.
- W2065428049 hasRelatedWork W1993590950 @default.
- W2065428049 hasRelatedWork W2033949303 @default.
- W2065428049 hasRelatedWork W2083397556 @default.
- W2065428049 hasRelatedWork W2148948361 @default.
- W2065428049 hasRelatedWork W2177354757 @default.
- W2065428049 hasRelatedWork W2399487868 @default.
- W2065428049 hasRelatedWork W2949098585 @default.
- W2065428049 hasRelatedWork W2949137069 @default.
- W2065428049 hasRelatedWork W2949574874 @default.
- W2065428049 hasRelatedWork W2953361276 @default.