Enhanced solubility and antibacterial activity of lipophilic fluoro-substituted N-benzoyl-2-aminobenzothiazoles by complexation with β-cyclodextrins

Effect of Methyl-β-Cyclodextrin on the antimicrobial activity of a new series of poorly water-soluble benzothiazoles

“…To acquire FTIR spectra all samples were mixed with an appropriate amount of KBr. The range examined was 4,000-400 cm −1 with a resolution of 1 cm −1 (Trapani et al, 2016).…”

“…On the other hand, we have also recently reported that the antimicrobial effectiveness of some lipophilic fluoro-substituted N-benzoyl-2-aminobenzothiazoles may be positively affected in the presence of natural or chemically modified cyclodextrins [CDs, e.g., -CD or 2-hydroxypropyl--cyclodextrin (HP--CD)] containing aqueous solutions (Catalano et al, 2013;Trapani et al, 2016). Our working hypothesis was that also the antibacterial activity of 2-mercapto benzothiazoles 1-4 might be favourably influenced by the presence of CDs.…”

“…In our previous work, to account for the observed CD-mediated enhancement of the antimicrobial effectiveness of the substituted N-benzoyl-2-aminobenzothiazoles, some mechanisms were elucidated (Trapani et al, 2016). Thus, we hypothesized that CDs can improve the activity of antibacterial agents not only by drug solubility enhancement consequent to the complexation, but also by modification of the bacterial membrane permeability or dissolution properties due to the interaction with CDs (Trapani et al, 2016). Hence, further work was necessary to draw more reliable conclusions.…”

Molecular encapsulation of andrographolide in 2-hydroxypropyl-β-cyclodextrin cavity: synthesis, characterization, pharmacokinetic and in vitro antiviral activity analysis against SARS-CoV-2

“…2- Hydroxypropyl-β-cyclodextrin, 2-HyP- β -CYD is an analogue of cyclodextrin (CYD), a macrocycle composed of seven α -D-glucopyranoside units. The US-FDA (Food and Drug Administration) listed 2-HyP- β -CYD (Aqueous solubility>500 mg.mL -1 at room temperature) as approved inert material for oral and intravenous administration [ 11 ]. Moreover, 2-HyP- β -CYD has been widely employed for improving biopharmaceutical chattels of a number of pharmaceutical products including antihypertensive drug [ 12 ], antimicrobial drugs 13 , 14 , and antiviral drugs through both oral and inhalation route of administration 15 , 16 .…”

Four-Component Synthesis of Functionalized 1,3,4-Oxadiazole Derivatives Bearing the 2-Amino benzothiazole Moiety

“…Furthermore, NIITP cooperates in the intramolecular version of the aza-Wittig type transfiguration because of its high potential for the synthesis of nitrogen heterocycles like functionalized 1, 3, 4-oxadiazoles. [11][12][13][14][15][16][17] On the other hand, the existence of 2-aminobenzothiazole and 1, 3, 4-oxadiazoles fraction in natural or synthetic products represent the important rings that have been described with a broad-spectrum of pharmaceutical applications such as antitumor, [18][19][20] antitrypanosomal, 21 antibacterial, 22 antiviral activity 23 and adenosine receptor. 24 For example, compound A evaluated for its antioxidant and anti-inflammatory activities.…”