2009
DOI: 10.1002/cmdc.200800368
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Abstract: In connection with our interest in the synthesis and study of the biological properties of ellipticine analogues as anticancer agents, some 7H-pyrido[2,3-c]carbazoles (7H-PyC) and their corresponding tetrahydro derivatives (7H-THPyC) were synthesized. A common multistep pathway characterized by conventional reactions involving carbazole Fischer and Conrad-Limpach quinoline syntheses yielded the tetracyclic compounds. With the aim to improve the cytotoxic activity of the new 7H-PyC derivatives, we provided them… Show more

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Cited by 34 publications
(21 citation statements)
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References 58 publications
(62 reference statements)
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“…In terms of the mode of action similarities where also observed between ellipticine and the NBQs. Ellipticine’s cytotoxic involves mutagenic effects and DNA damage including intercalation, adduct formation and inhibition of topoisomerase II [38,39]. The representative NBQ’s studied here show the ability to induce cell cycle arrest and DNA fragmentation, with stronger effects being observed in cells exposed to NBQ 38, which caused arrest at G 0 /G 1 similarly to what has been reported for ellipticine [40,41].…”
Section: Discussionsupporting
confidence: 62%
“…In terms of the mode of action similarities where also observed between ellipticine and the NBQs. Ellipticine’s cytotoxic involves mutagenic effects and DNA damage including intercalation, adduct formation and inhibition of topoisomerase II [38,39]. The representative NBQ’s studied here show the ability to induce cell cycle arrest and DNA fragmentation, with stronger effects being observed in cells exposed to NBQ 38, which caused arrest at G 0 /G 1 similarly to what has been reported for ellipticine [40,41].…”
Section: Discussionsupporting
confidence: 62%
“…Since ellipticine has been reported to intercalate with DNA and induce apoptosis in cancer cells, [15][16][17][18] various structural analogs have been developed through structure-based design strategy. [19,20] Such analogs include various planar, aromatic, and heterocyclic molecules with comparable biological activities. Quinolines and their derivatives are among such interesting class of molecules possessing a broad spectrum of biological activities such as antimalarial, antimicrobial, [21] and anticancer activity.…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3] Notably, ring-A substitution can have a major impact on the biological activity of ellipticine (1a). [4][5][6][7][8][9][10][11] The prototypical example is 9-hydroxyellipticine (1b), which has a high affinity for DNA, high activity against L1210 mice leukemia, and low toxicity at a therapeutic dose. 12 Of special interest is 9-fluoroellipticine (1c), which inhibits aryl hydrocarbon hydroxylase without inducing mutagenicity.…”
Section: Introductionmentioning
confidence: 99%