Preparation of new mono- and bis-amide derivatives of L-isoleucine via amidation of carboxyl and amino groups

Bu çalışmada L-izolösin temelli C2-simetrik kiral tetraamit bileşiği organojelatör olarak seçilmiş olup çeşitli çözücülerle jel verip vermediği araştırılmıştır. Oluşan jellerin minimum jelleşme konsantrasyonu ve jelin erime sıcaklığı olan Tg değeri tespit edilmiştir. Ayrıca jelleşme entalpisi değeri olan ΔHg, Van’t Hoff denkleminden bulunmuştur. Bunun yanı sıra jelin ağ yapısı SEM cihazıyla çekilen görüntülerle tespit edilmiştir. Çalışmada jelleştirme çözücüsü olarak ilaç ve kozmetik alanında kullanılan ve biyouyumlu olan yağ asit esterleri (etil laurat, izopropil laurat, etil miristat, izopropil miristat, etil palmitat, izopropil palmitat) ve de yaygın olarak kullanılan anisol, ksilen, likit parafin, toluen, dietilen glikol, 1-dekanol, n-dodekan ve kloroform seçilmiştir. Buna göre organojelatör, seçilen çözücülerle yağ asidi esterlerinden izopropil miristat hariç tümüyle çok düşük konsantrasyon değerlerinde jel oluşturmuştur. Yaygın organik çözücülerden ise ksilen, dietilen glikol, 1-dekanol ve kloroform hariç diğer çözücülerle jel vermiştir. Ayrıca yağ asidi esterleri ile hazırlanan jellerin Tg değerlerinin, yaygın çözücüler içinde hazırlanan jellerin Tg değerlerine göre daha fazla olduğu belirlenmiştir. Bu sonuca göre en yüksek Tg değerlerine sahip organojel, çözücüsü LEE olan jeldir. Bunun yanı sıra jelleşme entalpisi olan ΔHg sonuçlarına baktığımızda ise en yüksek değerin yine LEE ile hazırlanan jelle elde edildiği görülmektedir.

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Investigation of the synthesis, gelation potential, and drug-loading capacities of two novel amides

Bariş Cebe,

Kötekoğlu

2024

Front. Chem.

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This study consists of four steps. In the first, two different biocompatible organogelators were synthesized, starting with the L-isoleucine amino acid to obtain amide compounds. In the second step, the gelation potential of synthesized organogelators with fatty acid esters and organic solvents was investigated. These esters were chosen as gelation liquids due to their biocompatibility and also their penetration-enhancing properties when the drug is administered via the skin. After the minimum gel concentrations (MGCs) of the organogelators were determined, the melting point of gel Tg was found, and then, ΔHg gelation enthalpy values were found by means of the Van’t Hoff equation. In addition to the gelation abilities and capacities of the organogelators being thus synthesized, their thermal stabilities were also determined. In the third stage of the study, the network which occurred during the formation of the gels was screened by an SEM device, and their characterizations were determined. In the study's fourth stage, the gels were loaded with ibuprofen and naproxen—known for their non-steroidal anti-inflammatory and analgesic effects—and their drug-loading capacities were thus determined.

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Preparation of new mono- and bis-amide derivatives of L-isoleucine via amidation of carboxyl and amino groups

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Synthesis, single crystal X-ray structure determination, Hirshfeld surface analysis, interaction energies, and density functional theory calculations of N,N'-(cyclohexane-1,4-dicarbonothioyl)bis(4-methylbenzamide)

Synthesis, single crystal X-ray structure determination, Hirshfeld surface analysis, interaction energies, and density functional theory calculations of N,N'-(cyclohexane-1,4-dicarbonothioyl)bis(4-methylbenzamide)

Kiral Amit Bileşiğinin Jelleşme Özelliklerinin İncelenmesi

Investigation of the synthesis, gelation potential, and drug-loading capacities of two novel amides

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