Thiophene‐containing compounds with antimicrobial activity

Abstract

Thiophene, as a member of the group of five-membered heterocycles containing one heteroatom, is one of the simplest heterocyclic systems. Many synthetic strategies allow the accurate positioning of various functionalities onto the thiophene ring. This review provides a comprehensive, systematic and detailed account of the developments in the field of antimicrobial compounds featuring at least one thiophene ring in their structure, over the last decade.

Construction of 1,2,4-triazole-fused heterocycles via an amine oxidase-inspired catalyst

“…13 b ,26 Moreover, furan 3as and thiophene core 3at molecules show anti-fungal and anti-microbial activities. 27 These heteroarenes are also employed as ligands in organometallic/coordination chemistry, vide infra . 13 a , m ,28 Furthermore, the bicyclic/polycyclic aromatic amines, such as biphenyl methylamine 2u , 2-naphthylmethylamine 2v , and 9-anthracenemethanamine 2w , can also be used as the coupling partners, delivering the products in 69–81% yields.…”

The Potential of Usnic-Acid-Based Thiazolo-Thiophenes as Inhibitors of the Main Protease of SARS-CoV-2 Viruses

“…Thiophene has earned the sobriquet of the “wonder heterocycle” due to a wide range of biological activities, such as anticancer [ 26 ], antimicrobial [ 27 ], anti-inflammatory [ 28 ], antidepressant [ 29 ], analgesic [ 30 ], and anticonvulsant [ 31 ]. The biological effects of thiophene compounds may be related to their metabolism in living organisms, and it has been suggested that substituted and condensed thiophenes are less toxic [ 32 ].…”

Electrochemical Selective Mono‐ and Polychlorination of Substituted Thiophenes

“…[12] Derivatives of β-chlorinated thiophenes, such as 3,3',4,4'-tetrachloro-2,2'-bithiophene (4ClBT) (2) and 1,2-bis(3,4dichlorothiophen-2-yl)ethene (4ClTVT) (3), can be instrumental in printable electronics, because the weak intramolecular interaction of Cl•••S plays a crucial role in achieving a planar polymer backbone, thus enhancing π-π stacking and high charge transport performance. [8d] Besides, due to that the thiophene group has a relatively smaller steric volume and a nature rich in electrons, thus some chlorinated thiophenes display enhanced activity, potency specificity and reduced toxicity in medicinal chemistry, such as the compounds 4 which exhibits good anti-S. Typhi activity, [13] and the chlorinated thienyl chalcone derivatives 5 which are highly selective and effective monoamine oxidase (MAO) inhibitors. [14] Chlorinated thiophenes are commonly prepared via CÀ H chlorination of thiophenes using N-chlorosuccinimide (NCS) [15] or Cl 2 [16] (Scheme 2A).…”