| Yazarlar (5) |
Emel Karakılıç
|
|
Şule Baran
Sakarya Üniversitesi, Türkiye |
Prof. Dr. Hatice ÖĞÜTCÜ
Kırşehir Ahi Evran Üniversitesi, Türkiye |
|
Atilla Akdemir
Bezm-İ Âlem Vakıf Üniversitesi, Türkiye |
|
Arif Baran
Sakarya Üniversitesi, Türkiye |
| Özet |
| An efficient and versatile synthesis method has been postulated for hydroxymethylated rac- and meso-cyclohexanoid derivatives. The synthesis of these stereoisomers was achieved easily with traditional methods using hexahydroisobenzofuran 6, prepared from commercially available cis-hydrophthalic anhydride. The study, involving diastereoselective epoxidation and cis-hydroxylation, was conducted to obtain epoxy-, cis-, and trans-diol-furans 7, 8, and 9. After sulfamic acid-catalyzed ring-opening reaction of the epoxide and furan rings, rac- and meso-tetraacetates 14, 15, and 16 were afforded. Hydrolysis of acetate groups with ammonia in absolute methanol yielded the desired tetrols rac-17, meso-18, and meso-19. All structures, after purification by chromatographic methods and elucidation by spectral techniques, were screened against alpha- and beta-glucosidases. Compounds 7, 8, 10, 17, 18, and 19 were also evaluated for their antibacterial and antifungal activity against some selected synthesized compounds with varying degrees of inhibitory effects on the growth of different pathogenic microorganisms by the well-diffusion method. In addition, Saccharomyces cerevisiae alpha-glucosidase molecular modeling studies were performed for all rac- and meso-compounds 7, 8, 10, 17, 18, and 19. |
| Anahtar Kelimeler |
| antifungal activity | antimicrobial activity | assay | inhibitors |
| Makale Türü | Özgün Makale |
| Makale Alt Türü | SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale |
| Dergi Adı | ARCHIV DER PHARMAZIE |
| Dergi ISSN | 0365-6233 |
| Dergi Tarandığı Indeksler | SCI |
| Makale Dili | İngilizce |
| Basım Tarihi | 01-2020 |
| Cilt No | 353 |
| Sayı | 3 |
| Doi Numarası | 10.1002/ardp.201900267 |
| Atıf Sayıları | |
| WoS | 3 |
