Keywords
Shiff asoslari
sintez
aminobirikmalar
biologik faollik
cinnamomum oilasi
ultrabinafsha(UB)
infraqizil(IQ)
mass spektrometriya.
How to Cite
Abstract
Mazkur maqolada dolchin aldegidi asosida ayrim aminobirikmalar bilan yangi Shiff asoslarini sintez qilish, ularning fizik-kimyoviy xossalari hamda spektral tavsiflari o‘rganildi. Tadqiqot davomida dolchin aldegidining p-aminofenol, p-amino-m-krezol va p- fenilendiamin bilan kondensatsiya reaksiyalari metanol muhitida, katalitik miqdordagi sirka kislotasi ishtrokida amalga oshirildi. Reaksiya natijasida tegishli Shiff asoslari 76–82 % unum bilan olindi. Sintez qilingan birikmalarning tuzilishi UB-, IQ-spektroskopiya hamda mass- spektrometriya usullari yordamida tasdiqlandi. IQ-spektrlarda boshlang‘ich aldegidga xos karbonil guruhi tebranish chastotasining yo‘qolishi va 1596–1666 sm⁻¹ sohada azometin (C=N) bog‘iga tegishli yangi intensiv tebranish chastotalarining paydo bo‘lishi Shiff asoslari hosil bo‘lganligini ko‘rsatdi. UB-spektrlarda π→π* va n→π* elektron o‘tishlarga xos yutilish maksimumlari kuzatildi. Mass-spektr tahlillarida esa protonlangan molekulyar ionlar [M+H]⁺ aniqlanib, ularning nazariy molekulyar massalarga mos kelishi sintez jarayonining muvaffaqiyatli amalga oshganligini tasdiqladi.References
1. Dumas, J.; Peligot, E. Sur l’Huile de Cannelle, l’Acide Hippurique, et l’Acide Sébacique. Annales de Chimie et de Physique. — 1834. — Vol. 57. — P. 305–334.
2. Ravindran, P. N.; Nirmal Babu, K.; Shylaja, M. Cinnamon and Cassia: The Genus Cinnamomum. Boca Raton, FL, USA: CRC Press, 2003.
3. Feng, K.; Wen, P.; Yang, H.; Li, N.; Lou, W. Y.; Zong, M. H.; Wu, H. Enhancement of the antimicrobial activity of cinnamon essential oil-loaded electrospun nanofilm by the incorporation of lysozyme. RSC Advances. — 2017. — Vol. 7. — P. 1572–1580.
4. Zhu, R.; Liu, H.; Liu, C.; Wang, L.; Ma, R.; Chen, B.; Li, L.; Niu, J.; Fu, M.; Zhang, D. Cinnamaldehyde in diabetes: A review of pharmacology, pharmacokinetics and safety. Pharmacological Research. — 2017. — Vol. 122. — P. 78–89.
5. Klosterman, L. J. A research school of chemistry in the nineteenth century: Jean Baptiste Dumas and his research students. Annals of Science. — 1985. — Vol. 42. — P. 41–80.
6. Babu, P. S.; Prabuseenivasan, S.; Ignacimuthu, S. Cinnamaldehyde—A potential antidiabetic agent. Phytomedicine. — 2007. — Vol. 14. — P. 15–22.
7. Cocchiara, J.; Letizia, C.; Lalko, J.; Lapczynski, A.; Api, A. Fragrance material review on cinnamaldehyde. Food and Chemical Toxicology. — 2005. — Vol. 43. — P. 867–923.
8. Friedman, M. Chemistry, antimicrobial mechanisms, and antibiotic activities of cinnamaldehyde against pathogenic bacteria in animal feeds and human foods. Journal of Agricultural and Food Chemistry. — 2017. — Vol. 65. — P. 10406–10423.
9. Cabello, C. M.; Bair, W. B., III; Lamore, S. D.; Ley, S.; Bause, A. S.; Azimian, S.; Wondrak, G. T. The cinnamon-derived Michael acceptor cinnamic aldehyde impairs melanoma cell proliferation, invasiveness, and tumor growth. Free Radical Biology and Medicine. — 2009. — Vol. 46. — P. 220–231.
10. Doyle, A. A.; Stephens, J. C. A review of cinnamaldehyde and its derivatives as antibacterial agents. Fitoterapia. — 2019. — Vol. 139. — 104405.
11. Adabiardakani, A.; Hakimi, M.; Kargar, H. [Article title not provided]. World Applied Sciences Journal (or World Applied Programs — source unclear from citation). — 2012. — Vol. 2. — P. 472.
12. Bisceglie, F.; Pinelli, S.; Alinovi, R.; Goldoni, M.; Mutti, A.; Camerini, A.; Piola, L.; Tarasconi, P.; Pelosi, G. Cinnamaldehyde and cuminaldehyde thiosemicarbazones and their copper(II) and nickel(II) complexes: A study to understand their biological activity. Journal of Inorganic Biochemistry. — 2014. — Vol. 140. — P. 111.
13. Zhong, X.; Yi, J.; Sun, J.; Wei, H.-L.; Liu, W.-S.; Yu, K.-B. Synthesis and biological evaluation of cinnamaldehyde derivatives as potential antimicrobial agents. European Journal of Medicinal Chemistry. — 2006. — Vol. 41. — P. 1090–1094.
14. Alafeefy, A. M.; Bakht, M. A.; Ganaie, M. A.; Ansarie, M. N.; El-Sayed, N. N.;Awaad, A. S. Synthesis, analgesic, anti-inflammatory and anti-ulcerogenic activities of certain novel Schiff's bases as fenamate isosteres. Bioorg. Med. Chem. Lett. 2015, 25, 179.
15. Yi, W.; Cao, R.; Peng, W.; Wen, H.; Yan, Q.; Zhou, B.; Ma, L.; Song, H. Synthesis and biological evaluation of novel 4-hydroxybenzaldehyde derivatives as tyrosinase inhibitors. Eur. J. Med.Chem. 2010, 45, 639.
16. Shreaz, S.; Sheikh, R. A.; Rimple, B.; Hashmi, A. A.; Nikhat, M.; Khan, L. A. Anticandidal activity of cinnamaldehyde, its ligand and Ni (II) complex: effect of increase in ring and side chain. Microb. Pathog. 2010, 49, 75.
17. Jinzhen, C. A review on wood preservation technologies and research. Scientia Silvae Sinicae 2006, 42, 120.
18. Donsì, F.; Annunziata, M.; Vincensi, M.; Ferrari, G. Design of nanoemulsion-based delivery systems of natural antimicrobials: effect of the emulsifier. J. Biotechnol. 2012, 159, 342.
19. Wei, Q.-Y.; Xiong, J.-J.; Jiang, H.; Zhang, C.; Ye, W. The antimicrobial activities of the cinnamaldehyde adducts with amino acids. Int. J. Food Microbiol. 2011,150, 164
This work is licensed under a Creative Commons Attribution 4.0 International License.
Copyright (c) 2026 M.Q. Saidova, N.M. Yo'ldosheva, A.J. Djurayev, R.S. Esanov (Author)