The Interaction of Alkyl 2-Naphthyl Ketones with Isatin<sup>1</sup>

Garrett, Ronald D.; Henze, Henry R.

doi:10.1021/jm00324a052

Cited by 4 publications

(3 citation statements)

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“…Compounds 19 and 20 were obtained by nucleophilic displacement of fluoride in the corresponding 4-fluoroquinolines. Finally, carboxamides 21 and 22 were synthesized from the readily available carboxylic acid 3 …”

Section: Resultsmentioning

confidence: 99%

“…Finally, carboxamides 21 and 22 were synthesized from the readily available carboxylic acid 3. 14 Structure-Activity Relationship (SAR) Analysis of 4-22. Quinolines 4-22 are substituted at position 2 with diverse aromatic groups (R 1 ) and contain terminal amino functions which are protonated under physiological conditions.…”

Section: Resultsmentioning

confidence: 99%

“…Synthesis of Quinoline-4-carboxamides 21 and 22. Condensation of 3 with N , N -dimethylethylenediamine or N , N , N ‘-trimethylethylenediamine in the presence of carbonyldiimidazole was conducted by using a general procedure …”

Section: Methodsmentioning

confidence: 99%

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Synthesis and Structure−DNA Binding Relationship Analysis of DNA Triple-Helix Specific Intercalators

Strękowski

Gulevich

et al. 1996

J. Med. Chem.

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4-[N-(Aminoalkyl)amino]-2-arylquinolines with conformational freedom around positions 2 and 4 of the quinoline stabilize strongly poly(dT.dA.dT) (triplex DNA) and bind weakly to poly-(dA.dT) (duplex DNA). Basicity of N1 of the quinoline parallels the interaction strength of these compounds with the triple-helical DNA structure suggesting that N1 of the quinoline is protonated in the complex with the DNA triplex. The experimental results support the interaction model suggested previously.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%