SavedAdd your journal

Journals / Cumhuriyet Science Journal / 2021 / Cilt: 42 Sayı: 3

Some old 2-(4-(Aryl)- thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-tethanoisoindole-1,3(2H)-dione derivatives: Synthesis, inhibition effects and molecular docking studies on Aldose reductase and α-Glycosidase

Parham TASLIMI
Yeliz DEMİR
Hatice Esra DURAN
Ümit Muhammet KOÇYİĞİT
Burak TÜZÜN
Osman Nuri ASLAN
Mustafa CEYLAN
İlhami GÜLÇİN
Pages
553–564
Publication Date
2021-09-24
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

ADME analysis of the molecules will be done.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Utilizing the simple chromatic techniques, Aldose reductase (AR) was derived from sheep liver.
📊
Key Findings & Data:Molecular docking method used to compare biological activity values of molecules against enzymes.In the current study, the inhibition effect of synthetic isoindol-substitute thiazole derivatives (3a-f) on AR, and α-glycosidase enzymes was studied.
💡
Conclusion & Impact:ADME analysis of the molecules will be done.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Asimetrik sentez · kiral organik katalizörler · enzim inhibisyonu

Abstract

Utilizing the simple chromatic techniques, Aldose reductase (AR) was derived from sheep liver. In addition, α-glycosidase from Saccharomyces cerevisiae was used as the enzyme. It was determined the interactions between compounds and the enzymes. Molecular docking method used to compare biological activity values of molecules against enzymes.In the current study, the inhibition effect of synthetic isoindol-substitute thiazole derivatives (3a-f) on AR, and α-glycosidase enzymes was studied. In the thiazole series, compound 3b (Ki: 9.70±4.72 M) showed a maximum inhibitory impact towards AR while compound 3f (Ki: 44.40±17.18 M) showed a lowest inhibitory impact towards AR. It was investigated potent inhibition profiles with Ki values in the range of 24.54±6.92–44.25±10.34 M against α-glycosidase. Theoretical results were found consistent with experimental results.Acting as antidiabetic agents, these compounds have the potential to be the selective inhibitor of α-glycosidase and AR enzymes. The biological activities of the studied molecules against AR and α-glycosidase enzymes will be compared with molecular docking method. ADME analysis of the molecules will be done.

Özet

Basit kromatik teknikler kullanılarak Aldoz redüktaz AR, koyun karaciğerinden elde edildi. Ek olarak, Saccharomyces cerevisiae'den elde edilen a-glikosidaz enzim olarak kullanıldı. Bileşikler ve enzimler arasındaki etkileşimler belirlendi. Moleküllerin biyolojik aktivite değerlerini enzimlerle karşılaştırmak için kullanılan moleküler yerleştirme yöntemi. Bu çalışmada, sentetik izoindol ikame tiyazol türevlerinin (3a-f) aldoz redüktaz ve α-glikozidaz enzimleri üzerindeki inhibisyon etkisi incelenmiştir. Tiyazol serisinde, bileşik 3b (Ki: 9.70 ± 4.72 M), AR'ye karşı maksimum bir inhibitör etki gösterirken, bileşik 3f (Ki: 44.40 ± 17.18 M), AR'ye karşı en düşük bir inhibitör etki gösterdi. Α-glikozidaza karşı Ki değerleri 24.54 ± 6.92–44.25 ± 10.34 M aralığında olan güçlü inhibisyon profilleri araştırıldı. Teorik sonuçlar deneysel sonuçlarla uyumlu bulundu. Antidiyabetik maddeler olarak hareket eden bu bileşikler, AR ve a-glikosidaz enzimlerinin seçici inhibitörü olma potansiyeline sahiptir. Çalışılan moleküllerin Aldoz redüktaz ve α-glikosidaz enzimlerine karşı biyolojik aktiviteleri moleküler yerleştirme yöntemi ile karşılaştırılacaktır. Moleküllerin ADME analizi (Absorpsiyon, dağılım, metabolizma, atılım ve toksisite) yapılacaktır.

🔖

Cite This Article

TASLIMI, P., DEMİR, Y., DURAN, H. E., KOÇYİĞİT, Ü. M., TÜZÜN, B., ASLAN, O. N., CEYLAN, M., GÜLÇİN, İ. (2021). Some old 2-(4-(Aryl)- thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-tethanoisoindole-1,3(2H)-dione derivatives: Synthesis, inhibition effects and molecular docking studies on Aldose reductase and α-Glycosidase. Cumhuriyet Science Journal, Cilt: 42 Sayı: 3, 553–564. https://ajindex.com/articles/960301

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (12)

  1. Abdel-Hafez A. A. M., Synthesis and anticonvulsant evaluation of N-substituted- isoindolinedione derivatives, Archives of Pharmacal Research, 27(5) (2004) 495-501
  2. Hassanzadeh F., Rabbani M., Fasihi A., Hakimelah, G. H., Mohajeri M., Synthesis of phthalimide derivatives and evaluation of their anxiolytic activity, Research in Pharmaceutical Sciences, 2(1) (2008) 35-41
  3. Wang J. J., Liu T. Y., Yin P. H., Wu C. W., Chern, Y. T., & Chi, C. W., Adamantyl maleimide induced changes in adhesion molecules and ROS are involved in apoptosis of human gastric cancer cells, Anticancer Research, 20(5A) (2000) 3067-3073
  4. Ali I.A., Fathalla W., Synthesis of N-substituted-3, 4, 5, 6-tetrachlorophthalimide using trichloroacetimidate CC bond formation method, Arkivoc, 13 (2009) 193-199
  5. Kant P., Saksena R. K., Synthesis and antimicrobial activity of some new 2-phenyl-3-p-(2'-methyl-3'-aryl-4'-oxo-thiazolin-2'-yl) phenyl quinazolin-4-ones and 2-phenyl-3-p-(1'-aryl-3-phthalimido-4'-methylazetidin-2'-one-2'-yl) phenyl-quinazolin-4-ones, Indian Journal Of Heterocyclic Chemistry, 12(4) (2003) 315-318
  6. Kim J. N., Breaker R. R., Purine sensing by riboswitches, Biology of the Cell, 100(1) (2008) 1-11
  7. Demir Y., Isık M., Gulcin I., Beydemir S., Phenolic compounds inhibit the aldose reductase enzyme from the sheep kidney, J. Biochem. Mol. Toxicol., 31(9) (2017) e21935
  8. Demir Y., Taslimi P., Ozaslan M. S., Oztaskin N., Çetinkaya Y., Gulçin İ., Goksu S., Antidiabetic potential: in vitro inhibition effects of bromophenol and diarylmethanones derivatives on metabolic enzymes, Archiv der Pharmazie, 351(12) (2018) 1800263
  9. Türkeş C., Demir Y., Beydemir Ş., Anti-diabetic properties of calcium channel blockers: inhibition effects on aldose reductase enzyme activity, Applied Biochemistry and Biotechnology, 189(1) (2019) 318-329
  10. Demir Y.; Ozaslan M.S.; Duran H.E.; Küfrevioğlu O.I.; Beydemir S., Inhibition effects of quinones on aldose reductase: antidiabetic properties, Environmental Toxicology and Pharmacology, 70 (2019) 103195
  11. Aktaş A., Barut Celepci D., Kaya R., Taslimi P., Gök Y., Aygün M., İ. Gulçin İ., Novel morpholine liganded Pd-based N-heterocyclic carbene complexes: Synthesis, characterization, crystal structure, antidiabetic and anticholinergic properties, Polyhedron., 159 (2019) 345-354
  12. Gedikli M.A., Tüzün B., Aktaş A., Sayin K., Ataseven H., Do clarithromycin, azithromycin and their analogues effective in the treatment of COVID1