Quinoline derivatives, having in particular antiviral properties, preparation and biological applications thereof

Abstract

The invention concerns quinoline derivatives of formula (I) in which: R , R and R , identical or different represent one or several substituents, themselves identical or different, in any position on the cycles, this or these substituents being selected among a —(CH ) —Y or —CH═CH—Y group, in which Y is halogen, —OH, —OR, —COH, —COR, —COOH, COOR, —COH, —COR, —CONH , —CON(R , R )—CH═NOH, —CO— —CH═NOH, —NH , —N(R , R ), —NO , —PO(OR) —SH , —SR, —SO R, —SO NHR, CN, or Z(R ) in which R is a C1-C8 alkyl, or aryl or a heterocyclic compound, R and R , identical or different are C1-C5 alkyl, an aryl or heterocyclic compound and n is nil or a whole number between 1 and 5 R can further represent a hydrogen, and when Y is —COOH or —COOR in R , Z, if it represents an aryl, comprises at least 3 substituents or the quinoline ring is trisubstituted; X is an ethylene double bond; a —(CH ) — group in which n is a whole number between 1 and 5: or a —CH(R —CH(R ) group, R and R , identical or different, representing a hydrogen, a halogen, hydroxy or epoxy; or a —(CH ) , —O—C—(CH ) —, —(CH ) , —C(O)—O—(CH ) , —(CH ) , —O—(CH ) —, (CH ) , —N(Q)—(CH ) —, or (CH ) , —S(O)—(CH ) —, group, in which n=1 to 8, m=0 to 8, t=0, 1 or 2, and Q=h, aryl or alkyl. The invention also concerns the pharmaceutically acceptable salts of these derivatives, the diastereoisomeric and the enantiomeric forms thereof. The invention is useful as medicines with HIV anti-integrase inhibiting effect.