Journals / Hacettepe Journal of Biology and Chemistry / 2019 / Cilt: 47 - Sayı: 2

Novel Methyl 4,6-O-Benzylidene--D-Glucopyranoside Derivatives: Synthesis, Structural Characterization and Evaluation of Antibacterial Activities

Pages
153–164
Publication Date
2019-09-18
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)

These acylated derivatives were evaluated for in vitro antibacterial screening studies against four human pathogenic bacteria by disc diffusion method.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Carbohydrates are the most abundant and the most diverse biopolymers in nature.
📊
Key Findings & Data:Due to the importance of carbohydrates it is necessary to develop a new method for the synthesis of carbohydrate based drugs of the current global situation for health and disease.
💡
Conclusion & Impact:These acylated derivatives were evaluated for in vitro antibacterial screening studies against four human pathogenic bacteria by disc diffusion method.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Synthesis · benzylidene · acylation

Abstract

Carbohydrates are the most abundant and the most diverse biopolymers in nature. Due to the importance of carbohydrates it is necessary to develop a new method for the synthesis of carbohydrate based drugs of the current global situation for health and disease. In this present work we demonstrate the synthesis of methyl 4,6-O-benzylidene--Dglucopyranoside derivatives by direct acylation method. The structures of the newly prepared compounds have been characterized and elucidated using various physico-chemical and spectroscopic methods including elemental analysis, melting point determination, infrared and proton NMR spectroscopy. A number of acyl derivatives were prepared in order to obtain a series of newer components for antibacterial screening experiments. These acylated derivatives were evaluated for in vitro antibacterial screening studies against four human pathogenic bacteria by disc diffusion method.

🔖

Cite This Article

ISLAM, M., ARİFUZZAMAN, A., RAHMAN, M., RAHMAN, M. A., KAWSAR, S. M. A. K. (2019). Novel Methyl 4,6-O-Benzylidene--D-Glucopyranoside Derivatives: Synthesis, Structural Characterization and Evaluation of Antibacterial Activities. Hacettepe Journal of Biology and Chemistry, Cilt: 47 - Sayı: 2, 153–164. https://ajindex.com/articles/255728

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (1)

  1. O.Gornik, J. Dumić, M. Flögel, G. Lauc, Glycoscience a new frontier in rational drug design, Acta Pharm., 56 (2006) 19- 30. 2. J. Finkelstein, Editor, Glycochemistry and glycobiology. Nature, 446 (2007) 999-1051. 3. G. Thanh Le, G. Abbenante, B. Becker, M. Grathwohl, J. Halliday, G. Tometzki, J. Zuegg, W. Meutermans, Molecular diversity through sugar scaffolds, Drug Discov. Today, 8 (2003) 701-709. 4. C.M. Nogueira, B.R. Parmanhan, P.P. Farias, A.G. Corrêa. The growing importance of carbohydrates in medicinal chemistry, Rev. Virtual Quim., 1 (2009) 149-159. 5. D.T. Nguyen, T.D. Hoang, T.D. Vu, M.T. Phan, V.Q. Nguyen, Synthesis and antibacterial and antifungal activities of N-(tetra-O-acetyl-β-d-glucopyranosyl) thiosemicarbazones of substituted 4-formylsydnones, Chem. Central J., 9 (2015) 60-74. 6. W. Chi-Huey, (Ed.) Carbohydrate-based drug discovery, Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, 2003. 7. Y. Shen, Y. Sun, Z. Sang, C. Sun, Y. Dai, Y. Deng, Synthesis, characterization, antibacterial and antifungal evaluation of novel monosaccharide esters, Molecules, 17 (2012) 8661- 8673. 8. A. Aboelmagd, A.I.A. Ibrahim, M.S.S. Ezzeldin, M. Abdel-Razik, Synthesis and antifungal activity of some 2benzothiazolylthioacetyl amino acid and peptide derivatives, ARKIVOC (IX) (2011) 337-353. 9. S.M.A. Kawsar, M. Khaleda, A. Refat, M.A. Manchur, Y. Koide, Y. Ozeki, Infrared, 1H-NMR spectral studies of some methyl 6-O-myristoyl-α-D-glucopyranoside derivatives: assessment of antimicrobial effects, Int. Lett. Chem. Phys. Astron., 58 (2015) 122-136. 10. M.A. Sofan, B.S. Samy, H.S. Kandeel, Antimicrobial activity of newly synthesized thiadiazoles, 5-benzyl-2Htetrazole and their nucleosides, Der Pharm. Chemica, 4 (2012) 1064-1073. 11. S.M.A. Kawsar, A.K.M.S. Kabir, M.M. Manik, M.K. Hossain, M.N. Anwar, Antibacterial and mycelial growth inhibition of some acylated derivatives of D-glucopyranoside, Int. J. Biosci., 2 (2012) 66-73. 12. Y. Tsuda, E. Haque, Regioselective introduction of p-coumaroyl group to α-L-arabinopyranosides. Total synthesis of inundoside-G and inundoside-D1, Chem. Pharm. Bull., 31 (1983) 1437-1439. 13. M. Itoh, D. Hagiwara, J. Notani, A simple and mild esterification method for carboxylic acids using sulfonatetype coupling reagents, Synthesis, 7 (1975) 456-458. 14. Y. Kondo, Selective benzoylation of methyl α- and β-Dxylopyranoside, Carbohydr. Res., 107 (1982) 303-311. 15. J.M. Sugihara, Relative reactivities of hydroxyl groups of carbohydrates, Adv. Carb