Antibacterial activity of Mannich bases derived from 2-naphthols, aromatic aldehydes and secondary aliphatic amines

Aminobenzylated 4-Nitrophenols as Antibacterial Agents Obtained from 5-Nitrosalicylaldehyde through a Petasis Borono–Mannich Reaction

“…Moreover, several antibiotics, namely, natural products, are known to have their antibacterial properties ground on their capability to form quinone methides and subsequently alkylate macromolecules. 51,52 Contrarily to the recently reported 1-aminoalkyl 2-naphthols by Roman, 24 the antibacterial properties of the compounds described herein are highly dependent on the amine moiety. 19 As indoline is released upon QM formation, other unforeseen modes of action might be the cause of the antibacterial properties.…”

“…22,23 Almost simultaneously to our report, Roman and co-workers reported the antibacterial properties of 1-aminoalkyl 2-naphthols, in which similar properties were observed against Gram-positive bacteria. 24 Somewhat different structural requirements for antibacterial activity were determined by Roman, as thiophen-2-yl derivatives showed the best activity, regardless of the nature of the amine moiety. The antibacterial properties of other Mannich bases derived from naphthol have been previously explored.…”

Discovery and Biological Evaluation of Novel Diarylmethyl Amines Active against Drug Resistant S. aureus and Enterococcus

“…In this context, diarylmethylamines, mainly belonging to Triarylmethanes (TRAMs) or Trisubstituted Methanes (TRSMs), are selected architectural patterns where central sp 3 ‐hybridized methine atom is directly attached to nitrogen atom of another ring. Exploitation of diarylmethylamine derivatives in the biomedical field has been increased in the last couple of decades which display diverse bioactivities like potent aromatase inhibitors, [10] antibacterial, [11] antimalarial, antihistamine and antiviral [12] agents. Inspired by several bioactive diarylmethylamine derivatives, we decided to make an azole based scaffold having different aromatic substitution along with various heterocyclic amines and amides to check their antibacterial potency.…”

Increased antibacterial properties of indoline-derived phenolic Mannich bases

“…Moreover, the capacity of these pathogens to form biofilms on inert surfaces that are highly resistant to antibiotic treatments and host immune response 18,19 20 contributes even more for their persistence and dissemination in the health care setting. The ability of phenolic Mannich bases to interact with living organisms 21 has been documented in several reports, biological properties such as antibacterial 22 and antitumoral, [23][24][25][26][27][28] to name a few, have been described. We have previously reported the antibacterial properties of a family of aminoalkylphenols in which the indoline amine counterpart and a para-nitrophenol group were deemed important in conferring antimicrobial properties (Figure 1).…”