Copyright (c) 2022 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Structural Studies of N-Maltosylated Aryl Thiobiurets
Corresponding Author(s) : Anuja M. Mopari
Asian Journal of Chemistry,
Vol. 34 No. 5 (2022): Vol 34 Issue 5, 2022
Abstract
The derivatives of urea, thiourea and thiosemicarbazide play an important role in medicinal chemistry by influencing various pharmacological activities. The design and development of novel N-maltosides have emerged as an important class of organic compounds. A series of 1-hepta-O-benzoyl-β-D-Maltosyl-5-aryl-2-4-thiobiurets are described in present work. By mixing hepta-O-benzoyl→D-maltosyl isocyanates with various aryl thiocarbamides, 1-hepta-O-benzoyl-β-D-maltosyl-5-aryl-2-4-thiobiurets have been synthesized. The identities of this newly synthesized 1-hepta-O-benzoyl-β-D-Maltosyl-5-aryl-2-4-thiobiurets were characterized by IR, 1H NMR and mass analyses. The compounds tested for antibacterial activity against a wide range of microorganisms, including Staphylococcus aureus, Escherichia coli, Psudomonas aeruginosa and antifungal activities against Aspergillus niger and Trichoderma. TLC confirmed the activity of these compounds.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- P.M. Medeiros and B.R.T. Simoneit, Environ. Sci. Technol., 42, 8310 (2008); https://doi.org/10.1021/es801533b
- S.S. Kulkarni, C.-C. Wang, N.M. Sabbavarapu, A.R. Podilapu, P.-H. Liao, S.-C. Hung, Chem. Rev., 118, 8025 (2018); https://doi.org/10.1021/acs.chemrev.8b00036
- J. Gangoiti, S.F. Corwin, L.M. Lamothe, C. Vafiadi, B.R. Hamaker and L. Dijkhuizen, Crit. Rev. Food Sci. Nutr., 60, 123 (2020); https://doi.org/10.1080/10408398.2018.1516621
- A. Alamgir, Vitamins, Nutraceuticals, Food Additives, Enzymes, Anesthetic Aids and Cosmetics, In: Therapeutic Use of Medicinal Plants and their Extracts, Springer, vol. 2, pp. 407-534 (2018).
- D.C. Okafor, C.E. Ofoedu, A. Nwakaudu and M.O. Daramola, Enzymes as Additives in Starch Processing: A Short Overview, In: Enzymes in Food Biotechnology, Chap. 10, Elsevier, pp. 149-168 (2019); https://doi.org/10.1016/B978-0-12-813280-7.00010-4
- D.L. Williamson, A.E. Bergman and G. Nagy, J. Am. Soc. Mass Spectrom., 32, 2573 (2021); https://doi.org/10.1021/jasms.1c00207
- A. Kumar, S.K. Singh, C. Kant, H. Verma, D. Kumar, P.P. Singh, A. Modi, S. Droby, M.S. Kesawat, H.J.A. Alavilli, S.K. Bhatia, G.D. Saratale, R.G. Saratale, S.-M. Chung and M. Kumar, Antioxidants, 10, 1472 (2021); https://doi.org/10.3390/antiox10091472
- S. Shah, N. Rangaraj, K. Laxmikeshav and S. Sampathi, Int. J. Pharm., 581, 119268 (2020); https://doi.org/10.1016/j.ijpharm.2020.119268
- M. Dunky, Eds.: K.L. Mittal, Wood Adhesives Based on Natural Resources: A Critical Review: Part II. Carbohydrate-Based Adhesives, In: Progress in Adhesion and Adhesives, vol. 6, Chap. 9 (2021); https://doi.org/10.1002/9781119846703.ch9
- M. Braun, Heterocycles as Chiral Auxiliaries in Asymmetric Synthesis, Springer (2020).
- A.K. Ghosh and M. Brindisi, J. Med. Chem., 63, 2751 (2020); https://doi.org/10.1021/acs.jmedchem.9b01541
- R. Sathasivam and J.-S. Ki, Mar. Drugs, 16, 26 (2018); https://doi.org/10.3390/md16010026
- L.-Y. Xu, N.-L. Fan and X.-G. Hu, Org. Biomol. Chem., 18, 5095 (2020); https://doi.org/10.1039/D0OB00711K
- M.M. Nielsen and C.M. Pedersen, Chem. Rev., 118, 8285 (2018); https://doi.org/10.1021/acs.chemrev.8b00144
- A.J. Sayyed, N.A. Deshmukh and D.V. Pinjari, Cellulose, 26, 2913 (2019); https://doi.org/10.1007/s10570-019-02318-y
- Y. Yu and M. Delbianco, Synthetic Polysaccharides, In: Recent Trends in Carbohydrate Chemistry, Elsevier, pp. 333-371 (2020).
- S.U. Jadhao and S.P. Deshmukh, Asian J. Res. Chem., 11, 121 (2018); https://doi.org/10.5958/0974 4150.2018.00025.1
- N.P. Gurav and S. Medhe, Anal. Chem. Ind. J., 17, 126 (2018).
- S. Slassi, M. Aarjane and A. Amine, J. Mol. Struct., 1255, 132457 (2022); https://doi.org/10.1016/j.molstruc.2022.132457
References
P.M. Medeiros and B.R.T. Simoneit, Environ. Sci. Technol., 42, 8310 (2008); https://doi.org/10.1021/es801533b
S.S. Kulkarni, C.-C. Wang, N.M. Sabbavarapu, A.R. Podilapu, P.-H. Liao, S.-C. Hung, Chem. Rev., 118, 8025 (2018); https://doi.org/10.1021/acs.chemrev.8b00036
J. Gangoiti, S.F. Corwin, L.M. Lamothe, C. Vafiadi, B.R. Hamaker and L. Dijkhuizen, Crit. Rev. Food Sci. Nutr., 60, 123 (2020); https://doi.org/10.1080/10408398.2018.1516621
A. Alamgir, Vitamins, Nutraceuticals, Food Additives, Enzymes, Anesthetic Aids and Cosmetics, In: Therapeutic Use of Medicinal Plants and their Extracts, Springer, vol. 2, pp. 407-534 (2018).
D.C. Okafor, C.E. Ofoedu, A. Nwakaudu and M.O. Daramola, Enzymes as Additives in Starch Processing: A Short Overview, In: Enzymes in Food Biotechnology, Chap. 10, Elsevier, pp. 149-168 (2019); https://doi.org/10.1016/B978-0-12-813280-7.00010-4
D.L. Williamson, A.E. Bergman and G. Nagy, J. Am. Soc. Mass Spectrom., 32, 2573 (2021); https://doi.org/10.1021/jasms.1c00207
A. Kumar, S.K. Singh, C. Kant, H. Verma, D. Kumar, P.P. Singh, A. Modi, S. Droby, M.S. Kesawat, H.J.A. Alavilli, S.K. Bhatia, G.D. Saratale, R.G. Saratale, S.-M. Chung and M. Kumar, Antioxidants, 10, 1472 (2021); https://doi.org/10.3390/antiox10091472
S. Shah, N. Rangaraj, K. Laxmikeshav and S. Sampathi, Int. J. Pharm., 581, 119268 (2020); https://doi.org/10.1016/j.ijpharm.2020.119268
M. Dunky, Eds.: K.L. Mittal, Wood Adhesives Based on Natural Resources: A Critical Review: Part II. Carbohydrate-Based Adhesives, In: Progress in Adhesion and Adhesives, vol. 6, Chap. 9 (2021); https://doi.org/10.1002/9781119846703.ch9
M. Braun, Heterocycles as Chiral Auxiliaries in Asymmetric Synthesis, Springer (2020).
A.K. Ghosh and M. Brindisi, J. Med. Chem., 63, 2751 (2020); https://doi.org/10.1021/acs.jmedchem.9b01541
R. Sathasivam and J.-S. Ki, Mar. Drugs, 16, 26 (2018); https://doi.org/10.3390/md16010026
L.-Y. Xu, N.-L. Fan and X.-G. Hu, Org. Biomol. Chem., 18, 5095 (2020); https://doi.org/10.1039/D0OB00711K
M.M. Nielsen and C.M. Pedersen, Chem. Rev., 118, 8285 (2018); https://doi.org/10.1021/acs.chemrev.8b00144
A.J. Sayyed, N.A. Deshmukh and D.V. Pinjari, Cellulose, 26, 2913 (2019); https://doi.org/10.1007/s10570-019-02318-y
Y. Yu and M. Delbianco, Synthetic Polysaccharides, In: Recent Trends in Carbohydrate Chemistry, Elsevier, pp. 333-371 (2020).
S.U. Jadhao and S.P. Deshmukh, Asian J. Res. Chem., 11, 121 (2018); https://doi.org/10.5958/0974 4150.2018.00025.1
N.P. Gurav and S. Medhe, Anal. Chem. Ind. J., 17, 126 (2018).
S. Slassi, M. Aarjane and A. Amine, J. Mol. Struct., 1255, 132457 (2022); https://doi.org/10.1016/j.molstruc.2022.132457