Synthesis and structure-activity relationships of novel antiseptics

• Published in: Bioorganic & medicinal chemistry letters Vol. 7; no. 13; pp. 1721 - 1724
• Main Authors: Tsubouchi, Hidetsugu, Ohguro, Kinue, Yasumura, Koichi, Ishikawa, Hiroshi, Kikuchi, Mikio
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 1997; Elsevier
• Subjects: Antibiotics. Antiinfectious agents. Antiparasitic agents; Antiseptics; Biological and medical sciences; Medical sciences; Pharmacology. Drug treatments; Biguanides; Structure activity relation; Gram positive bacteria; Hydrochlorides; Chlorine Organic compounds; Antiseptic; Benzenic compound; Antibacterial agent; Chemical synthesis; In vitro; Gram negative bacteria
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(97)00297-7

For the purpose of developing new antiseptics, we searched for compounds having high biocidal activity covering both gram-positive and gram-negative bacteria. Accordingly, we designed 1,5-disubstituted biguanides and synthesized them using two alternative efficient reaction schemes. The bactericidal activity of these biguanides was assayed by the micro titration plate method. Among the biguanides synthesized, 3,4-dichlorobenzyl derivatives were found to exhibit particularly high bactericidal activity. Ultimately, compound 11 was chosen as a candidate novel antiseptic, which is currently under continued evaluation. For the purpose of developing new antiseptics, we searched for compounds having high biocidal activity covering both gram-positive and gram-negative bacteria. Accordingly, we designed 1,5-disubstituted biguanides and synthesized them using two alternative efficient reaction schemes. The bactericidal activity of these biguanides was assayed by the micro titration plate method. Among the biguanides synthesized, 3,4-dichlorobenzyl derivatives were found to exhibit particularly high bactericidal activity. Ultimately, compound 11 was chosen as a candidate novel antiseptic, which is currently under continued evaluation.