Xanthone analogs for treating infectious diseases and complexation of heme and porphyrins

A composition comprising a pharmaceutical carrier and a compound having Formula X

• where A is oxygen or sulfur;
• R1-R2, R4-R5, and R7-R8 are independently selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether, nitro and O-linked and C-linked carbohydrates;
• at least one of R3 and R6 is independently selected from the group consisting of amino, substituted amino, alkylamino, substituted alkyl amino, arylamino, amidinium, alkylamidinium, guanidinium, alkylguanidinium, alkylhydroxy, alkoxyhydroxy, alkoxyamine, alkoxy-substituted amine, and azido groups, COOH, alkyl-COOH, CONH2 and alkyl-CONH2 with the other of R3 and R6 selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether, nitro and O-linked and C-linked carbohydrates;
• and Y is selected from the group consisting of C═O, CH—OH, S═O, and SO2.

A method for inhibiting the growth of a microbial pathogen, comprising:

• providing a compound according to Formula X, or a composition comprising a compound according to Formula X
• where A is oxygen or sulfur;
• R1-R2, R4-R5, and R7-R8 are independently selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether, nitro and O-linked and C-linked carbohydrates;
• at least one of R3 and R6 is independently selected from the group consisting of amino, substituted amino, alkylamino, substituted alkyl amino, arylamino, amidinium, alkylamidinium, guanidinium, alkylguanidinium, alkylhydroxy, alkoxyhydroxy, alkoxyamine, alkoxy-substituted amine, and azido groups, COOH, alkyl-COOH, CONH2 and alkyl-CONH2 with the other of R3 and R6 selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether, nitro and O-linked and C-linked carbohydrates;
• and Y is selected from the group consisting of C═O, CH—OH, S═O, and SO2;
• and
• contacting the pathogen with an effective amount of the compound or composition.

A compound according to Formula X

• where A is oxygen;
• R1-R2, R4-R5, and R7-R8 are independently selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether and nitro groups and O-linked and C-linked carbohydrates;
• at least one of R3 and R6 is dialkylaminoalkoxy with the other R group, if any, selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether and nitro groups and O-linked and C-linked carbohydrates;
• and Y is carbonyl.

A compound according to Formula X

• where A is oxygen;
• R1-R2, R4-R5, and R7-R8 are independently selected from the group consisting of H, OH, halogen, aryl, arylamine, alkyl, alkene, substituted alkyl, alkylthio, alkoxy, substituted alkoxy, cycloaminoalkoxy, substituted alkylthio, amino, amido, ester, ether and nitro groups and O-linked and C-linked carbohydrates;
• R3 and R6 are dialkylaminoalkoxy;
• and Y is carbonyl.