Synthesis, structural aspects, antimicrobial activity and ion transportation investigation of four new [2 + 2] condensed 24-membered cycloheterphane peptides

X-ray, tautomeric preference, vibrational spectra, and density functional studies on benzoxazole and benzoxazoline derivatives

“…Found (calculated) [C 8 H 7 NOS]: C, 58.21 (58.16); H, 4.30 (4.27); N, 8.43 (8.48); S, 19.32 (19.41). 1 Following the method described in literature [32,33], bis(BO-NS)Me was prepared as follows: a solution of CH 2 Br 2 (1.74 g, 10 mmol) in EtOH (2 mL, absolute) was added dropwise to a refluxing solution of BO-NSH/BO-NHS (3.02 g, 20 mmol), EtOH (4 mL) containing Na (0.46 g). The mixture was refluxed for two hours, cooled to room temperature and poured into 100 mL of icecold distilled water.…”

Antimicrobial Activities of New Macrocyclic Esters Containing Furan and Thiophene Rings

“…We have recently reported the synthesis of [2+2] condensed cyclic amides and investigated antimicrobial activities of these cycloheterophane amides [6]. As a continuation of this work new heterocyclic macrothioesters which contain furan and thiophene rings were synthesized with 2-mercaptoethyl ether and MICs were determined by the microbroth dilution method using the National Committee for Clinical Laboratory Standards (NCCLS) recommendations [7].…”

“…Crown ethers were the first synthetic molecules which could, by virtue of their ability to assume a conformation resulting in an electronrich cavity, function as macrocyclic hosts, [3] Prior to 1967 host/guest chemistry was restricted to biologically active hosts, with cyclodextrins being the most common. The oxygen atoms have been replaced by sulfur, [4] nitrogen, [5] and the ethyleneoxy units have been interchanged with heterocycle such as pyridine, furan, thiophene.We have recently reported the synthesis of [2+2] condensed cyclic amides and investigated antimicrobial activities of these cycloheterophane amides [6]. As a continuation of this work new heterocyclic macrothioesters which contain furan and thiophene rings were synthesized with 2-mercaptoethyl ether and MICs were determined by the microbroth dilution method using the National Committee for Clinical Laboratory Standards (NCCLS) recommendations [7].…”

Synthesis, Structural Aspects, Antimicrobial Activity, and Ion Transport Investigations of Four New [1 + 1] Condensed 12‐Membered Cyclophane Amides

“…Because of the potent pharmacological activities of these compounds, there has been an overwhelming interest in exploring their isolation from natural sources (within all kingdoms) and at the same time improving the synthetic methodology for these compounds [1,2,5,[15][16][17]. The syntheses of these cyclopeptides by cyclocondensation reactions are well documented [18][19][20][21][22][23]. Because of their structural versatility and suitability for synthetic modifications, amide cyclophanes incorporated with sulfur atoms will offer interesting properties.…”

“…We have recently reported the synthesis of mixed aza‐oxo‐thia macrocyclic tetra‐amides and their respective antimicrobial studies . In this paper, we focus on the synthesis, spectroscopic characterization, and pharmacologic investigation of the four new [1 + 1] condensed 12‐membered macrocycles, with similar cavity size and bearing nitrogen and sulfur donor centers.…”