Design and Synthesis of Novel Antimicrobials

An antimicrobial agent having a general structure as shown here:

• where
• a. V, W, X, Y, and Z can be independently either C, S, N, or O;
• b. Ligands P1, P2 and P3 constitute the three points of the proposed pharmacophore model, and are selected from any combination of the following:
• —RH
• —ROH
• —RC(═O)OH
• —RC(═O)NH2
• —RC(═NH)NH2
• —RSO3H
• —RPO3H
• —RC triply bonded to N
• —R(Hal)
• —RC(Hal)3
• —R(biph)
• —R(naph)
• —R(Ar)
• —HC═CH(Ar) [E and Z isomers]
• —C triply bonded to C(Ar)
• tetrazole
• 1-methyltetrazole
• 2-methyltetrazole where
• “(biph)” is biphenyl, attached at any point;
• “(naph)” is naphthylene, attached at any point;
• “(Hal)” is any halogen;
• “Ar” is any six-membered ring composed of C, S, N, and/or O, bearing any combination of no substitutions up to five substitutions, substitutions being selected from the group of halogens, methoxy, hydroxy, carboxy, amino, nitro, or amido groups, or their corresponding methyl or ethyl esters;
• and “R” is any sequence created from the group of CH2, C(═O), NH, or O, denoted “building blocks”, such that the total number of building blocks is between zero and five;
• c. Wherein, if P1 is tetrazole and P2 and/or P3 contains Ar, then a bond may exist between the nitrogen at the 1 position of tetrazole and the carbon at the position adjacent on the ring to P3's through-space point of contact with Y.