Üç bileşenli mannich reaksiyonuyla hafniyum klorür katalizörlüğünde amino karbonil bileşiklerinin sentezi

06.03.2018 tarihli ve 30352 sayılı Resmi Gazetede yayımlanan “Yükseköğretim Kanunu İle Bazı Kanun Ve Kanun Hükmünde Kararnamelerde Değişiklik Yapılması Hakkında Kanun” ile 18.06.2018 tarihli “Lisansüstü Tezlerin Elektronik Ortamda Toplanması, Düzenlenmesi ve Erişime Açılmasına İlişkin Yönerge” gereğince tam metin erişime açılmıştır.Mannich reaksiyonu sonucunda elde edilen ß-amino karbonil bileşikleri (Mannich bazı) ve türevleri, azot içeren pek çok ilaç aktif madde ve doğal ürünün (alkaloid) sentezinde anahtar basamak olarak kullanılan önemli bileşiklerdir. Bu bileşiklerin sentetik önemi gün geçtikçe artmakta ve Mannich reaksiyonuna olan ilgi çoğalmaktadır. Pek çok yeni çalışmada daha seçici ve daha çevreci yöntemler yeni geliştirilen katalizörlerle denenmekte ve elde edilen bileşikler daha da türevlendirilmektedir. Bu çalışmada, üç bileşenli tek kap Mannich reaksiyonu kullanılarak Hafniyum (IV) klorür katalizörü ile ß-amino karbonil bileşiklerinin sentezi için yeni bir yöntem geliştirilmiştir. Öncelikle, katalizörün molce % oranı değiştirilip reaksiyonu en yüksek verimde katalizleyecek minimum miktar seçilmiştir. Ayrıca çeşitli çözücü ortamlarında reaksiyon yürütülerek en uygun çözücü ve miktarı belirlenmiştir. Üründeki diastereo seçiciliği arttırmak için çeşitli keton türevleri denenmiştir. 4-Tert-bütil siklohekzanon ile yapılan sentezde sadece syn ürün eldesi başarıyla sağlanmıştır. Elde edilen katı Mannich ürünleri uygun çözücülerde kristalllendirilmiş, 1H NMR spektrumu alınarak yapıları doğrulanmıştır.ß-Amino carbonyl compounds (Mannich base) and derivatives, which are easily formed from Mannich reaction, are very important compounds that are the key step in the synthesis of nitrogen-containing numerous pharmaceuticals and natural products (alkaloid). Synthetic importance of these compounds and the interest in Mannich reaction had been constantly increasing. More selective and greener methods are tested with newly developed catalysts and lots of derivated compounds were synthesized. In this study, a new method was improved using three component one-pot Mannich reaction by using Hafnium (IV) chloride catalyst for the synthesis of ß-amino carbonyl compounds. First of all, mol percent of catalyst was changed and the amount of catalyst for the best reaction yield was determined. Also, different solvents were examined for the reaction and the amount of the most appropriate solvent was determined. For the diastereoselectivity in the product, different ketone derivatives were tried. In the synthesis made with 4-tert-butyl cyclohexanone, only syn product was successfully obtained. The final solid products were crystallized in appropriate solvents, and the structures of the products were verified by 1H NMR spectrums

(3-(4-chlorophenyl)-4,5-dihydroisoxazole-4,5-diyl)dimethanol Compound: Antibacterial Activity, Antifungal Activity and Calculated Structural Parameters

We intended to quantify the antibacterial and antifungal activity results of 4,5-dihydroisoxazole dimethanol compound (1a) against several bacteria and fungi and also calculate some structural parameters (theoretical descriptors) of compound (1a) with this work. Microdilution broth procedures were studied using microdilution wells for the minimal inhibitory concentrations (MICs) test. Compound (1a) exhibited fair activities against all the bacteria and fungi. Compound (1a) has been a good result (MIC = 50 µg/ml) against particularly P. aeruginosa. The structure of compound (1a) was drawn, and geometrical optimization was done using the Ab initio (RHF/3-21G) level

In vitro antifungal activity of heterocyclic organoboron compounds against Trichophyton mentagrophytes and Microsporum canis obtained from clinical isolates

The aim of this study was to investigate the in vitro activity of thirty-eight heterocyclic organoboron compounds (1a-o, 2a-j, 3a-m) against clinically isolated dermatophytes Trichophyton mentagrophytes and Microsporum canis. Minimum inhibitory concentrations (MICs) of compounds (1a-o, 2a-j, 3a-m) were determined according to published protocol Clinical and Laboratory Standards Institute (CLSI) M38-A2 broth microdilution method. The minimum fungicidal concentrations (MFCs) for both T. mentagrophytes and M. canis were found by subculturing each fungal suspension on potato dextrose agar. According to the results, heterocyclic organoboron compounds (1a-o, 2a-j, 3a-m) were found to be more effective against dermatophyte M. canis (MIC = 3.12-25 mu g/ml) than T. mentagrophytes (MIC = 12.5-100 mu g/ml). Our findings showed that 7-membered heterocyclic organoboron compounds (3a-m) (MIC =12.5-50 mu g/ml) have stronger in vitro antifungal activity against T. mentagrophytes than 5-membered heterocyclic organoboron compounds (1a-o, 2a-j) (MIC =25-100 mu g/ml). The MFC values for all compounds ranged from 6.25 to 200 mu g/ml. The limited number of systemic antifungal agents used in the treatment of dermatophyte infections and the presence of side effects have led to the search for new treatment resources in recent years. Therefore, investigation of the effect of heterocyclic organoboron compounds against dermatophytes will be promising for the discovery of new antifungal compounds that have gained great importance today