A Combinatorial Approach to [1,5]Benzothiazepine Derivatives as Potential Antibacterial Agents

Abstract

[1,5]Benzothiazepines are widely used in a number of different therapeutic areas and therefore represent an interesting scaffold for de novo exploration. Recent literature reports suggest their value as antibacterial agents. The present paper reports the exploration of this scaffold for the generation of combinatorial libraries both in solution and on solid phase.

Synthesis and Biological Activity of Novel 2,5-Dichloro-3-Acetylthiophene Chalcone Derivatives

“…All compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were synthesized by a mixture of 2,5-dichloro-3-acetylthiophene (0.001 mol) and the appropriate aryl or heteroaryl aldehyde (0.001 mol) were stirred in methanol (10 mL). To this mixture an aqueous solution of KOH (40%, 5 mL) was added with continuous stirring.…”

“…6,7,8,9,10,11 The use of several Lewis acids (p-toluene sulfonic acid, B 2 O 3 , RuCl 3 , AlCl 3 , BF 3 and dry HCl) has also been demonstrated. 12,13,14,15,16,17 The most important catalysts were used and listed as solid sodium hydroxide (NaOH) and aqueous NaOH.…”

“…Then, it was purified by column chromatography and crystallized from a mixture of ethyl acetate and hexane (1:1) (Scheme-I). Reagents and conditions: (i) potassium hydroxide (KOH), (ii) Room temperature condition; (iii) Methanol; The structural group of R in scheme-1 is specified below (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) and the synthesis was carried out with individual type of aromatic or heteroaromatic aldehydes to synthesize various chalcone derivatives with 2,5-dichloro-3-acetylthiopene ring (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) as in the Table 1. The mechanism of formation of novel synthetic chalcone was shown below in Figure 1.…”

“…The MIC was taken as that concentration used in the test tube number just prior to the test tube number labelled where the first sign of growth was observed. This procedure was followed to determine the MIC values for all the compounds of series of new chalcone derivatives with 2,5-dichloro-3-acetylthiopene ring (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20). It is shown in the Table 2.…”

Efficient Ultrasound Enhance Novel Series of 2-((E)-2,3-Dihydro-2-(4-(phenylthio)phenyl)benzo[b][1,4]thiazepin-4-yl)phenol as an Antimicrobial Agent

“…8 The various reported methodologies involve the use of inorganic supports such as alumina, silica gel and clay under microwave irradiation, [9][10][11][12] AcOH or TFA, 13, 14 HCl, 15 piperidine, 16 and also the catalysts such as BF 3 .Et 2 O, NaBH 4 , polyphosphoric acid (PPA)/SiO 2 , MgO/POCl 3 , amberlyst-15, Yb(OTf) 3 , Al 2 O 3 /P 2 O 5 , AcOH/ MW, sulfated zirconia, N-bromosuccinimide (NBS), Ga(OTf) 3 , 17 sodium dodecyl sulfate (SDS), 18 have been used to improve reaction efficiency.…”