Matches in SemOpenAlex for { <https://semopenalex.org/work/W1994920265> ?p ?o ?g. }
Showing items 1 to 90 of
90
with 100 items per page.
- W1994920265 endingPage "2671" @default.
- W1994920265 startingPage "2657" @default.
- W1994920265 abstract "Abstract Non-epimerizable cis and trans δ-lactone analogues of podophyllotoxin have been prepared. Thus the synthesis of the cis isomer 4 has been achieved in 8 steps and 4% overall yield from podophyllotoxin 1 via the reduction of the γ lactone ring into the trans diol, selective protection of the 4-OH and 11-OH as a benzylidene acetal, and Wittig elongation at C-13 with inversion of configuration at C-2. Same elongation at C-13 but via the formation of a mesylate and introduction of a cyano group, led to the trans δ-lactone 5 (7 steps from 1 and 6% overall yied) with a small amount of its C-4 epimer 6 . The synthesis of non-epimerizable δ-lactone analogues of 4′-demethyl-epipodophyllotoxin 7 and of 4-demethyl podophyllotoxin 8 are also reported. The synthesis of 7 and 8 was based upon the reduction of the γ-lactone ring of 4′-demethyl-4-epipodophyllotoxin followed by selective protection at C-11 and elongation at C-13. (8–15% and 4% overall yields). Compounds 4 , 5 and 7 did not display relevant cytotoxicity in vitro against L1210 murine leukemia." @default.
- W1994920265 created "2016-06-24" @default.
- W1994920265 creator A5029847938 @default.
- W1994920265 creator A5076287582 @default.
- W1994920265 creator A5089089380 @default.
- W1994920265 date "2004-03-01" @default.
- W1994920265 modified "2023-09-24" @default.
- W1994920265 title "Synthesis of podophyllotoxin analogues: δ-lactone-containing picropodophyllin, podophyllotoxin and 4′-demethyl-epipodophyllotoxin derivatives" @default.
- W1994920265 cites W1544443580 @default.
- W1994920265 cites W1967027885 @default.
- W1994920265 cites W1967478813 @default.
- W1994920265 cites W1973348736 @default.
- W1994920265 cites W1975500727 @default.
- W1994920265 cites W1988354257 @default.
- W1994920265 cites W2000178718 @default.
- W1994920265 cites W2001024478 @default.
- W1994920265 cites W2004359416 @default.
- W1994920265 cites W2007246397 @default.
- W1994920265 cites W2011545979 @default.
- W1994920265 cites W2012232448 @default.
- W1994920265 cites W2012576543 @default.
- W1994920265 cites W2031646878 @default.
- W1994920265 cites W2038196036 @default.
- W1994920265 cites W2058623521 @default.
- W1994920265 cites W2060062570 @default.
- W1994920265 cites W2072311713 @default.
- W1994920265 cites W2073983482 @default.
- W1994920265 cites W2079572328 @default.
- W1994920265 cites W2080533203 @default.
- W1994920265 cites W2083187582 @default.
- W1994920265 cites W2084054772 @default.
- W1994920265 cites W2092358756 @default.
- W1994920265 cites W2114847738 @default.
- W1994920265 cites W2128860971 @default.
- W1994920265 cites W2322636802 @default.
- W1994920265 cites W2325114456 @default.
- W1994920265 cites W2949117679 @default.
- W1994920265 cites W2949253379 @default.
- W1994920265 cites W2950321045 @default.
- W1994920265 cites W2951218095 @default.
- W1994920265 cites W2952570581 @default.
- W1994920265 cites W2952759558 @default.
- W1994920265 cites W4236553627 @default.
- W1994920265 doi "https://doi.org/10.1016/j.tet.2004.01.017" @default.
- W1994920265 hasPublicationYear "2004" @default.
- W1994920265 type Work @default.
- W1994920265 sameAs 1994920265 @default.
- W1994920265 citedByCount "14" @default.
- W1994920265 countsByYear W19949202652015 @default.
- W1994920265 countsByYear W19949202652016 @default.
- W1994920265 countsByYear W19949202652019 @default.
- W1994920265 crossrefType "journal-article" @default.
- W1994920265 hasAuthorship W1994920265A5029847938 @default.
- W1994920265 hasAuthorship W1994920265A5076287582 @default.
- W1994920265 hasAuthorship W1994920265A5089089380 @default.
- W1994920265 hasConcept C185592680 @default.
- W1994920265 hasConcept C2776612806 @default.
- W1994920265 hasConcept C2778143360 @default.
- W1994920265 hasConcept C2781264555 @default.
- W1994920265 hasConcept C556039675 @default.
- W1994920265 hasConcept C71240020 @default.
- W1994920265 hasConcept C71924100 @default.
- W1994920265 hasConceptScore W1994920265C185592680 @default.
- W1994920265 hasConceptScore W1994920265C2776612806 @default.
- W1994920265 hasConceptScore W1994920265C2778143360 @default.
- W1994920265 hasConceptScore W1994920265C2781264555 @default.
- W1994920265 hasConceptScore W1994920265C556039675 @default.
- W1994920265 hasConceptScore W1994920265C71240020 @default.
- W1994920265 hasConceptScore W1994920265C71924100 @default.
- W1994920265 hasIssue "11" @default.
- W1994920265 hasLocation W19949202651 @default.
- W1994920265 hasOpenAccess W1994920265 @default.
- W1994920265 hasPrimaryLocation W19949202651 @default.
- W1994920265 hasRelatedWork W1994920265 @default.
- W1994920265 hasRelatedWork W1995949644 @default.
- W1994920265 hasRelatedWork W2039801054 @default.
- W1994920265 hasRelatedWork W2065104863 @default.
- W1994920265 hasRelatedWork W2143794760 @default.
- W1994920265 hasRelatedWork W2149706253 @default.
- W1994920265 hasRelatedWork W2154184125 @default.
- W1994920265 hasRelatedWork W2335179760 @default.
- W1994920265 hasRelatedWork W2952386657 @default.
- W1994920265 hasRelatedWork W2180315570 @default.
- W1994920265 hasVolume "60" @default.
- W1994920265 isParatext "false" @default.
- W1994920265 isRetracted "false" @default.
- W1994920265 magId "1994920265" @default.
- W1994920265 workType "article" @default.