Albicidin derivatives, their use and synthesis

A compound having a modular structure as defined by formula (9):

• wherein BC is selected from:
• L3, L4 being selected independently from each other from —H, —CH3, —CH2CH2CH2NHC(NRc)N(Rb)(Ra), —CH2CON(Rb)(Ra), —CH2C(═O)ORa, —CH2SRa, —CH2CH2C(═O)N(Rb)(Ra), —CH2CH2C(═O)ORa, —CH2(C3H3N2), —CH2CH2CH2NH2, —CH2CH2SCH3, —CH2(C6H5), —CH2CH2CH2—, —CH2ORa, —CH(ORa)CH3, —CH2(C8H6N)ORa, —CH2(C6H4)ORa, —CH(CH3)2, —CCH, —CN, —OCH3, —CF3, —Ra, —CH(Rb)(Ra), —CH2C(═O)Ra, —C(═O)ORa, —OC(═O)NRbRa, —C(═O)NRbRa, —CH2C(═O)NRb (ORa), —CH2S(O2)Ra, —S(O2)ORa, —CH2S(O2)ORa, —CH2NRbC(═O)Ra, —CH2NRbS(O2)Ra, —CH2P(═O)(ORb)(ORa), —CH2P(═O)(ORb)(Ra), —CH2P(═O)(Rb)(Ra) or —CH2S(O2)NRbRa, and
• with Ra, Rb, and Rc being selected independently from each other from:
• a substituted or unsubstituted C1-C4 alkyl, a substituted or unsubstituted C1-C4 alkoxy, a substituted or unsubstituted C1-C4 carboxy, a substituted or unsubstituted C2-C4 alkenyl, a substituted or unsubstituted C2-C4 alkynyl, or a C1-C4 haloalkyl, or
• a substituted or unsubstituted C3-C10 cycloalkyl or a substituted or unsubstituted C3-C10 halo cycloalkyl, or
• a substituted or unsubstituted C3-C10 heterocycle or a substituted or unsubstituted C3-C10 halo heterocycle, or
• a substituted or unsubstituted C5-C10 heteroaryl, or
• a substituted or unsubstituted C6-C10 aryl,
• with L5 being selected from —CH3, —CH2CH3, —OCH3, —OCH2CH3, a C1-C2-fluoro alkyl, or —NH2;
• with Y being —CN, —C(═O)OH, —C(═O)OCH3, —C(═O)OCH2CH3, —C(═O)NHCH3, —C(═O)NHCH2CH3, —C(═O)N(CH3)2, —C(═O)N(CH2CH3)2, —C(═O)N(CH3)(CH2CH3) or —C(═O)NH2,
• with Z being —H, —OH, —CH3, —CH2CH3, —OCH3, —NH2, —NHCH3, —N(CH3)2 or, —N(CH3)3+,
• with n of R13n being 1, 2, 3 or 4,
• with X1 being BA-CONR8— with BA being selected from:
• with R2 and R3 being selected, independently from each other from —H, —F, —CN, —OH, a substituted or unsubstituted C1-C3 alkyl, a substituted or unsubstituted C1-C3 alkoxy or a C1-C3 haloalkyl,
• with E being:
• a substituted or unsubstituted C1-C16 alkyl, a substituted or unsubstituted C2-C16 alkenyl, a substituted or unsubstituted C2-C16 alkynyl, or a substituted or unsubstituted C3-C10 cycloalkyl,
• a substituted or unsubstituted C3-C10 heterocycle,
• a substituted or unsubstituted C5-C10 heteroaryl, or
• a substituted or unsubstituted C6-C10 aryl,
• wherein at least one optional substituent is hydroxy or halogen:
• c) with each R8 being —H, or C1-C4 alkyl, optionally substituted with one or more F,
• d) with n of R10n and n of R11n being independently from each other 0, 1, 2, 3 or 4,
• with each R10 and R11 being selected independently from any other R10 and R11 from:
• —OH, —F, —C1, —Br, —I, —CCH, —CN, —N3, or —OC1-C6 alkyl, optionally substituted with OH or F;
• or
• —OCF3, —NH2, —NHCH3, —N(CH3)2, —C1-C6 alkyl, —(CH2)m-ORa, —CHCH2, —CH2OH, —SO2NH2, —SO2N(CH3)2, —SO2NHCH3, —CH3, —CF3, —NO2, —O—PO3H2, —O—PO3RaH, —O—PO3(Ra)2, —OCH3, —OC2H5, —O-i-C3H7, or —O-n-C3H7,
• with Ra being selected from:
• hydrogen,
• a substituted or unsubstituted C1-C16 alkyl, a substituted or unsubstituted C2-C16 alkenyl, a substituted or unsubstituted C2-C16 alkynyl, or a C1-C16 haloalkyl, or
• a substituted or unsubstituted C3-C10 cycloalkyl or a substituted or unsubstituted C3-C10 halo cycloalkyl:
• with m being selected from 0, 1 or 2,
• e) with T being selected from:
• CO2H, —SO3H, —C(═O)ORa or —CON(Ra)2
• with Ra having the above meaning,
• f) with each R13 being selected independently from any other R13 from —OH, substituted or unsubstituted —C1-C6 alkyl or substituted or unsubstituted C1-C6 alkoxy.