Design, synthesis and biological evaluation of triazole, sulfonamide and sulfonyl urea derivatives of N-acylhomoserine lactone as quorum sensing inhibitors

Triazole, sulfonamide and sulfonyl urea derivatives of N-acylhomoserine lactones (AHLs) have been prepared from homoserine lactone hydrobromide which in turn is derived from L-methionine. The molecules were screened against Chromobacterium violaceum ATCC 12472 for their quorum sensing inhibitory (QSI) activity. Among them, compounds 6, 7 and 14 were exhibited comparable antibacterial activities with reference to penicillin and streptomycin as 37.5 mu g/mL, while compounds 7, 13 and 17 exhibited promising QSI activity. These compounds represent a synthetically accessible class of AHL analogs could find utility to improve their potency.

Automated summary

Triazole, sulfonamide, and sulfonyl urea derivatives of N-acylhomoserine lactones (AHLs) have been synthesized from homoserine lactone hydrobromide derived from L-methionine. These compounds were screened for their antibacterial and quorum sensing inhibitory (QSI) activities. Some compounds demonstrated comparable or even better activity than traditional antibiotics and showed potential as new QSI agents.