Compounds with a benzo[a]carbazole structure and use thereof

Compounds of general formula (I):

• wherein
• n is an integer ranging from 0-12;
• m is an integer ranging from 0-2;
• the phenyl rings A e D condensed in the tetracyclic system A-D are optionally substituted, both or only the ring A o only the ring D, in any of the substitutable, by a chain of formula II o II′:
• wherein the chain of formula II may be represented by an amino acid, natural o non-natural, of straight type of formula III (with T absent) or cyclic type of formula IV (with T present);
• or by a peptide sequence, containing amino acids natural and/or non-natural of type (III) and (IV), of formula (V);
• o by a peptide sequence of formula (VI) ending with an amino acid of type (III) or (IV);
• or by a sequence of formula (VII) or (VIII):
• R is selected from the group consisting of hydrogen or a group R1 or a group G wherein G is a carbon atom also halogenated or poly-halogenated with atoms of F or Cl or Br or I, or a carbon atom of a monocyclic o bicyclic aryl, or a carbon or a nitrogen atom being part of an aromatic or non-aromatic heterocyclic system selected from the group consisting of pyrrole, pyrrolidine, 3-pyrroline, 2H-pyrrole, 2-pyrroline, indole, isoindole, 3H-indole, indolizine, indoline, furan, benzofuran, isobenzofuran, 2H-pyran, 4H-pyran, benzo[b]thiophene, thiophene, pyridine, piperidine, 4H-quinolizine, isoquinoline, quinoline, tetrahydroquinoline, 1,8-naphthyridine, acridine, oxazole, isoxazole, benzoxazole, benzothiazole, isothiazole, triazole, imidazole, 2-imidazole, imidazolidine, tetrazole, 1,2,3-triazole, 1,2,4-triazole, 1,2,3-oxadiazole, benzimidazole, purine, 1,4-dioxane, 1,3-dioxolane, 1,3-dithiane, 1,4-dithiane, 1,3,5-trithiane, morpholine, thiomorpholine, phenothiazine, pyrazole, 2-pyrazoline, pyrazolidine, quinazoline, cinnoline, pyrimidine, pyrazine, pteridine, phthalazine, 1,2,4-triazine, 1,3,5-triazine, pyridazine, piperazine, quinoxaline, phenazine, 1H-indazole;
• or R is a C1-C10 carbon atoms chain, saturated or unsaturated, straight or branched, optionally substituted with a substituent selected from R1, G, a hydroxyl, —O-alkyl, —ONO2, —O-G, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, —NH-G, —NG2, —NR7R8, ═N—O-G, —NH—O-G, —COOH, —(CH2)p—COOH, —(CHR2)p—COOH, —(CH2)p—CO—NHR′, —(CHR2)p—CO—NHR′, wherein p can be a number from 0 to 12 and wherein R7 and R8 are independently selected from hydrogen, all the meanings of R1, all the meanings of R2;
• or R is a C1-C6 carbon atoms chain, saturated or unsaturated, straight or branched, optionally substituted with aryl, —CO— alkyl, —CO-aryl, —CO-heteroaryl;
• —CONH-alkyl, —CONH-alkyl-ONO2;
• —CONH-acyl;
• —CONH-acyl-ONO2, —CONH-aryl, —SO2-alkyl, —SO2NH2, —SO2NH-alkyl, —SO2NH-aryl, wherein aryl may be phenyl, substituted, phenyl, heteroaryl or substituted heteroaryl, and wherein R′ is selected from alkyl, alkyl-O—NO2, aryl, acyl e acylaryl, wherein aryl may be phenyl, substituted, phenyl, heteroaryl or substituted heteroaryl, or as indicated in the meanings of G, when m=2 the groups R are 2 and they are 2 substituents, the same or different, selected from the meanings of R;
• in some cases two groups R can form together a ring which has as closure the bearing carbon of R with the proviso that when m is 2, T is absent;
• R1 is selected from H, F, Cl, Br, I, -aryl, -heteroaryl, —R, —NO2, —NH2, —NHCH3, —NH-alkyl, —NH-aryl, —NH-heteroaryl, —NH—R, —N(R)2, —NRR1, —N(CH2)2, —N(CH2)3, —N(CH2)4, —N(CH2)5, N(CH2)4O, —N(CH2)4S(O)m, —N(CH2)4N—R, —N(CH2)4N—R1, NHCOCH3, —NHCO-alkyl, —NH—CO-cycloalkyl, —NHCO-aryl, —NHCO— heteroaryl, —NHCO—R, —NHSO2CH3, —NHSO2-alkyl, —NHSO2-cycloalkyl, —NHSO2-aryl, —NHSO2-heteroaryl, —NHSO2—R, —SCH3, —SR, —SO2CH3, —SO2-alkyl, —SO2-cycloalkyl, —SO2-aryl, —SO2-heteroaryl, —SO2—R, —SO2NH2, —SO2NHCH3, —SO2NH-alkyl, —SO2NH-cycloalkyl, —SO2NH-aryl, —SO2NH-heteroaryl, —SO2NH—R, —SO2NHCOCH3, —SO2NHCO-alkyl, —SO2NHCO-aryl, —SO2NHCO-heteroaryl, —SO2NHCO-cycloalkyl, —C(CH)4N (e.g. 2-pyridine, 3-pyridine, 4-pyridine), —C(CH)3O (e.g. 2-furan, 3-furan), —C(CH)3S (e.g. 2-thiophene, 3-thiophene), —CH(CH2)O (e.g. oxirane), —CH(CH2)S (e.g. thiiran), —CO2H, —CO2CH3, —CO2-alkyl, —CO2-aryl, —CO2-heteroaryl, —CO2-cycloalkyl, —CO2R, —CONHCH3, —CONH-alkyl, —CONH-aryl, —CONH-heteroaryl, —CONH-cycloalkyl, —CONH—R, —CONRCH3, —CONRR, —CONHSO2CH3, —CONHSO2-alkyl, —O—CH2-alkyl, —O—(CH2)n-R, —O-acyl, —O-aryl, —O-heteroaryl, —O-cycloalkyl, —O—R, —O—CH2OCH3, —O—CH2OCH2CH3, —O—CH2(OCH2CH2)n—OCH3, —O—(CH2)n—NH-alkyl, —O—(CH2)n—N-(alkyl)2, —O—(CH2)n—NH-cycloalkyl with ring from 4 to 6 carbon atoms, —O—(CH2)n—R with the R group as defined above, —O—CH2 (NH CH2CH2)n-OCH3, —O—CH2(CH2)nCO(NHCH2CH2)n—OCH3, —O—CH2(CH2)nSO2(NHCH2CH2)n—OCH3, —N(CH2CH2)2N—(CH2CH2)n—NH, CH3N(CH2CH2)2N—(CH2CH2)n—, CH3 (CH2)nCO—N(CH2CH2)2N—(CH2CH2)n, CH3 (CH2)nSO2—N(CH2CH2)2N—(CH2CH2)n—, O(CH2CH2)2N—(CH2CH2)n—, monocyclic or bicyclic aryl, or an aromatic or non-aromatic heterocyclic system selected from the meanings of R;
• M is selected from O, CH2, CH—R2, C═CH—R2, C(R2)m, —CH—OH, —CH—O—R2, C═CH—O—R2, C═O, C═ONR2, NH, N—R2, N—OH, N—O—R2, NR2CO—, S, S═O, S(═O)2, wherein R2 is independently selected from the meanings of R, or R1, R2, R3, R4, R5, R6, R7 and R8;
• M1 is independently selected from the meanings of M, as defined above, or absent;
• R2, R3, R4, R5, R6, R7, R8, the same or different, are independently selected from the meanings of R, or R′, R1;
• P is selected from O, Q, CH2, CH—R2, C— (R2)m, CH—OH, CH—O—R2, CH—O-acyl, NH, N-acyl, N—R2, N—OH, N—O—R2, N—O-acyl, wherein R2 is independently selected from the meanings of R, or R′, R1, R2, R3, R4, R5, R6, R7 and R8;
• P1 is independently selected from the meanings of P, as defined above, or absent;
• Q is selected from H, R2, O—R2, O-acyl, NH2, NH—R2, N— (R2)m, NH-acyl, NHCOO—CH2Bn, NHCOO-t-Bu, NHCOO—R, NH—OH, NH—O—R2, N(R2)—O—R2, NH—O-acyl, wherein R2 is independently selected from the meanings of R, or R′, R″, R1, R2, R3, R4, R5, R6, R7 and R8;
• or Q is a beta-lactam structure of formula (IX′), (IX″), (IX′″):
• wherein Q′ is selected from H, R2, O—R2, O-acyl, NH2, NH—R2, N—(R2)m, NH-acyl, NHCOO—CH2Bn, NHCOO-t-Bu, NHCOO—R, NH—OH, NH—O—R2, N(R2)—O—R2, NH—O-acyl, wherein R2 is independently selected from the meanings of R, or R′, R″, R1, R2, R3, R4, R5, R6, R7 and R8;
• Q1 is independently selected from the meanings of Q, as defined above, or absent;
• T is a saturated or containing unsaturation cyclic ring, consisting of 3 to 8 atoms linked together and containing carbon atoms and/or also N, O or S(O)m or also substituted, as in the defined meanings, by R, R′, R″, R1, R2, R3, R4, R5, R6, R7 and R8 or by X, M, P, W or Z or as defined in the meanings of the cyclic systems of G for R and/or R1;
• T1 is independently selected from the meanings as T, as defined above, or absent;
• X is selected from groups —CH2—, —CH(R″)—, ═C(R″)—, —O—, —S(═O)m—, ═N—, —N(R″)—, —C(═O)—, —C(═P)—, —N(R″) CO, —CON(R″)—, wherein R″ is H is one of the meanings defined for R, R′ and for R1, R2, R3, R4, R5, R6, R7 and R8;
• W is selected from H, or from the meanings of T or Z or R, or also of R′, R″, R1, R2, R3, R4, R5, R6, R7 and R8;
• Z is selected from H, CH3, CH2OCOCH3, or, taken together with the carbon atom to which it is linked, Z is selected from ═CH2, ═CH(R2), C(═O), C(═P);
• or Z is selected from the meanings of R, or of R′, R″, R1, R2, R3, R4, R5, R6, R7 and R8, or also from the meanings of M, P.