Antimicrobial agents uses and compositions related thereto

A compound represented by general formula 2:

• wherein
• R, Ra, R3, R1′, and R2′, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4, and R5, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• T represents a covalent linker;
• the B-rings of the 2-quinolinyl and 3-indolyl moieties may be unsubstituted, or substituted between one and four times inclusive by R4 and R5, respectively;
• R80 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

A compound represented by the following general formula:

• wherein
• R3, R5, R6, R7, R8, R21, R22, R1′, R2′, R4′, R5′, R6′, and R7′, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• at least one member of the group consisting of R3, R5, R6, R7, R8, R1′, R2′, R4′, R5′, R6′, and R7′ is not hydrogen;
• R80 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

The compound represented by general formula 3:

• wherein
• R3, R1′, and R2′, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, iimide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamnide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, for each occurrence, independently represents halogen, alkyl, alkenyl, alkynyl, hydroxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)mR80;
• the B-ring of the 2-quinolinyl moiety may be unsubstituted, or substituted between one and four times inclusive by R4;
• the B-ring of the 3-indolyl moiety is substituted with between one and four instances of R5;
• R80 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

The compound represented by the following general structure:

• wherein
• R2′ and R3 independently for each occurrence represent H, C1-C6 alkyl, or aryl;
• R5, R6, R7, and R8 independently for each occurrence represent H, C1-C6 alkyl, 1-alkenyl, 1-alkynyl, aryl, —C(O)N(R)2, or a small hydrophobic moiety;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulffhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxarnide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R1′ represents H, alkyl, aryl, Me, or p-toluenesulfonyl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• at least one member of the group consisting of R4′, and R7′ is not hydrogen.

The compound represented by general formula 4:

• wherein
• R20 represents H, Me, lower alkyl, —C(Z)OR, —C(Z)N(R)2, —S(Z)2N(R)2, or —P(Z)2N(R)2, wherein Z independently for each occurrence represents (R)2, O, S, or NR;
• R, R3, R1′, and R2′, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4, for each occurrence, independently represents halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, for each occurrence, independently represents halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, [nitro,] sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)n—R80;
• the B-ring of the 2-quinolinyl moiety may be unsubstituted or substituted between one and four times inclusive by R4;
• the B-ring of the 3-indolyl moiety is substituted between one and four times inclusive by R5;
• R80 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle , or a polycycle;
• n is an integer in the range 1 to 8 inclusive;
• and
• m is an integer in the range 0 to 8 inclusive.

The compound represented by the following general formula:

• wherein
• R3, R4, R1′, R2′, and R60 for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, and R7, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• the B-ring of the 2-quinolinyl moiety may be unsubstituted beyond the alkynyl group or substituted between one and three times inclusive by R5;
• the B-ring of the 3-indolyl moiety may be unsubstituted or substituted between one and four times inclusive by R7;
• R80 represents an aryl, a cycloalkyl, a cycloalkenyl, a heterocycle , or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

The compound represented by the following general structure:

• wherein
• Z independently for each occurrence represents (R)2, S, or NR;
• R5, R7, and R8 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R6 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2)nN(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• R21 and R22 independently for each occurrence represent H, alkyl, heteroalkyl, aryl, heteroaryl, —(CH2)m—R80, or —(CH2)nN(R1′)2, wherein n is an integer in the range 1 to 6 inclusive, ortho-, meta-, or para- CH2C6H4CH2N(R1′)2, ortho-, meta-, or para-C6H4CH2N(R1′)2, ortho-, meta-, or para-CH2C6H4O(R1′), ortho-, meta-, or para-CH2C6H4OMe, ortho-, meta-, or para- CH2C6H4OH, (2-benzimidazolyl)CH2—, 2-, 3-, or 4-(R1′)Ophenyl, 2-, 3-, or 4-methoxyphenyl, 2-, 3-, or 4-hydroxyphenyl, or 2-, 3-, or 4-((R1′)2NCH2)cyclohexylmethyl, or 2-, 3-, or 4-((R1′)2N)cyclohexylmethyl;
• or N(R21)R22 taken together represent a heterocycle comprising from 4 to 8 members inclusive.

The compound represented by the following general structure:

• wherein
• Z independently for each occurrence represents (R)2, O, S, or NR;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkynyl, hvdroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, R7, and R8 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R6 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2)nN(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• m and n are integers independently selected from the range 1 to 4 inclusive.

The compound represented by the following general structure:

• wherein
• Z independently for each occurrence represents (R)2, O, S, or NR;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkenyl, alkynyl, hvdroxyl, alkoxyl, silyloxy, amino, nitro, sulfydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkvl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, R6, and R8 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R7 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2),N(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• R21 and R22 independently for each occurrence represent H, alkyl, heteroalkyl, aryl, heteroaryl, —(CH2)m—R80, or —(CH2)nN(R1′)2, wherein n is an integer in the range 1 to 6 inclusive, ortho-, meta-, or para-CH2C6H4CH2N(R1′)2, ortho-, meta-, or para-C6H4CH2N(R1′)2, ortho-, meta-, or para-CH2C6H4O(R1′), ortho-, meta-, or para-CH2C6H4OMe, ortho-, meta-, or para- CH2C6H4OH, (2-benzimidazolyl)CH2—, 2-, 3-, or 4-(R1′)Ophenyl, 2-, 3-, or 4-methoxyphenyl, 2-, 3-, or 4-hydroxyphenyl, or 2-, 3-, or 4-((R1′)2NCH2)cyclohexylmethyl, or 2-, 3-, or 4-((R1′)2N)cyclohexylmethyl;
• or N(R21)R22 taken together represent a heterocycle comprising from 4 to 8 members inclusive.

The compound represented by the following general formula:

• wherein
• Z independently for each occurrence represents (R)2H, O, S, or NR;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phoshoryl, phoshonate, phosphine, carbonyl, carboxyl carboxamide, anhydride, silyl, thioalkyl, aklylsulfonyl, arylsulfonyl, selenoaolkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamnic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(C2)m—R80;
• R5, R6, and R8 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R7 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2)nN(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• m and n are integers independently selected from the range 1 to 4 inclusive.

The compound represented by the following general structure:

• wherein
• Z independently for each occurrence represents (R)2, O, S, or NR;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, azimidine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R5, R6, and R7 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R8 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2)nN(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• R21 and R22 independently for each occurrence represent H, alkyl, heteroalkyl, aryl, heteroaryl, —(CH2)m—R80, or —(CH2)mN(R1′)2, wherein n is an integer in the range 1 to 6 inclusive, ortho-, meta-, or para-CH2C6H4CH2N(R1′)2, ortho-, meta-, or para-C6H4CH2N(R1′)2, ortho-, meta-, or para-CH2C6H4O(R1′), ortho-, meta-, or para-CH2C6H4OMe, ortho-, meta-, or para-CH2C6H4OH, (2-benzimidazolyl)CH2-, 2-, 3-, or 4-(R1′)Ophenyl, 2-, 3-, or 4-methoxyphenyl, 2-, 3-, or 4-hydroxyphenyl, or 2-, 3-, or 4-((R1′)2NCH2)cyclohexymethyl, or 2-, 3-, or 4-((R1′)2N)cyclohexylmethyl;
• or N-(R21)R22 taken together represent a heterocycle comprising from 4 to 8 members inclusive.

The compound represented by the following general formula:

• wherein
• Z independently for each occurrence represents (R)2, O, S, or NR;
• R represents, independently for each occurrence, hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea or —(CH2)m—R80;
• R5, R6, and R7 independently for each occurrence represent H, Me, C1-C6 alkyl, heteroalkyl, 1-alkenyl, 1-alkynyl, aryl, heteroaryl, —OR, —OCF3, —OCR2OR, —CR2OR, —CO2R, or a small hydrophobic moiety;
• R8 is selected from the group consisting of NHR, N(R)2, 1-piperidyl, 1-piperazinyl, 1-pyrrolidinyl, 2-phenylethylamino, 4-morpholinyl, and 4-phenylmethyl-1-piperidyl;
• R1′ represents H, alkyl, aryl, p-toluenesulfonyl, —(CH2)nN(Phth), or —(CH2)nN(R)2 wherein n is an integer in the range 1 to 6 inclusive;
• R2′ and R3 independently for each occurrence represent H, Me, C1-C6 alkyl, or aryl;
• R4′, R5′, R6′ and R7′ independently for each occurrence represent H, a small hydrophobic moiety, —C(O)NR2, —CN, —NO2, —OH, —OR, —O2Caryl, or —O2Calkyl;
• and
• m and n are integers independently selected from the range 1 to 4 inclusive.

A pharmaceutical composition comprising, as an active ingredient for inhibition of bacterial cell growth, an effective amount of a compound represented in the general formula 1:

• wherein
• A and B represent fused benzo rings;
• X represents N;
• Y represents NR;
• R, R1, R2, and R3, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4 and R5, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhiydryl, allylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• A and B independently may be unsubstituted or substituted with R4 and R5, respectively, any number of times up to the limitations imposed by stability and the rules of valence;
• R80 represents an unsubstituted or substituted aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

A composition for topical application to a cutaneous or mucosal tissue, comprising, as an active ingredient for inhibition of bacterial cell growth on the tissue, an effective amount of a compound represented in the general formula 1:

• wherein
• A and B represent fused benzo rings;
• X represents N;
• Y represents NR;
• R, R1, R2, and R3, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4 and R5, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• A and B independently may be unsubstituted or substituted with R4 and R5, respectively, any number of times up to the limitations imposed by stability and the rules of valence;
• R80 represents an unsubstituted or substituted aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive.

A compound represented by the general formula 1.

• wherein
• A and B represent fused benzo rings;
• X represents N;
• Y represents NR;
• R, R1, R2, and R3, for each occurrence, independently represent hydrogen, halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroalkyl, nitrile, guanidine, amidine, acetal, ketal, amine oxide, aryl, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• R4 and R5, for each occurrence, independently represent halogen, alkyl, alkenyl, alkynyl, hydroxyl, alkoxyl, silyloxy, amino, nitro, sulfhydryl, alkylthio, imine, amide, phosphoryl, phosphonate, phosphine, carbonyl, carboxyl, carboxamide, anhydride, silyl, thioalkyl, alkylsulfonyl, arylsulfonyl, selenoalkyl, ketone, aldehyde, ester, heteroaryl, azide, aziridine, carbamate, epoxide, hydroxamic acid, imide, oxime, sulfonamide, thioamide, thiocarbamate, urea, thiourea, or —(CH2)m—R80;
• A and B independently may be unsubstituted or substituted with R4 and R5, respectively, any number of times up to the limitations imposed by stability and the rules of valence;
• R80 represents an unsubstituted or substituted aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle;
• and
• m is an integer in the range 0 to 8 inclusive;
• wherein said compound has a minimum inhibitory concentration (MIC) less than 10 μg/mL against at least one Gram-positive bacterium.