Journals / Marmara Pharmaceutical Journal / 2018 / Cilt: 22 - Sayı: 4

Synthesis and antimicrobial effects of cyclotriphosphazenes containing monocarbonyl curcumin analogs

Pages
536–546
DOI
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⚡ TL;DR(Too Long; Didn't Read)

In addition, effective substance of 3b and 4c were evaluated Minimal Inhibition Concentration.

📌 3 Key Takeaways

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Objective & Hypothesis:Six novel bridged structure cyclotriphosphazenes (4a-f) were synthesized from the reactions of aryloxycyclotriphosphazenes [aryloxy= phenoxy (2a) and (2-naphthoxy) (2b)] with monocarbonyl curcumin derivatives [acetone (3a), cyclopentanone (3b) and cyclohexanone (3c)] for the first time.
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Key Findings & Data:The structures of the compounds (4a-f) were defined by elemental analysis, FT-IR, mass and NMR (1H and 31P) spectroscopies.
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Conclusion & Impact:In addition, effective substance of 3b and 4c were evaluated Minimal Inhibition Concentration.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Özet

Six novel bridged structure cyclotriphosphazenes (4a-f) were synthesized from the reactions of aryloxycyclotriphosphazenes [aryloxy= phenoxy (2a) and (2-naphthoxy) (2b)] with monocarbonyl curcumin derivatives [acetone (3a), cyclopentanone (3b) and cyclohexanone (3c)] for the first time. The structures of the compounds (4a-f) were defined by elemental analysis, FT-IR, mass and NMR (1H and 31P) spectroscopies. The antimicrobial properties of the compounds (2a, 2b, 3a-c and 4a-f) were screened in vitro against Escherichia coli ATCC 8739, Staphylococcus aureus ATCC 29213, Bacillus subtilis ATCC 6633, Bacillus cereus DSMZ 4312 and Candida albicans ATCC 10231. In addition, effective substance of 3b and 4c were evaluated Minimal Inhibition Concentration.

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Cite This Article

ŞEKER, M. G., AKBAL, T., ATİLLA, D., AVŞAR, N., İBİŞOĞLU, H. (2018). Synthesis and antimicrobial effects of cyclotriphosphazenes containing monocarbonyl curcumin analogs. Marmara Pharmaceutical Journal, Cilt: 22 - Sayı: 4, 536–546. https://ajindex.com/articles/283575

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References (12)

  1. Liang G, Yang S, Jiang L, Zhao Y, Shao L, Xiao J, Ye F, Li Y, Li X. Synthesis and antibacterial properties of monocarbonyl analogues of curcumin. Chem Pharm Bull 2008
  2. 56(2): 162-167. [CrossRef] [2] Cao J, Liu Y, Jia L, Zhou H-M, Kong Y, Yang G, Jiang L-P, Li Q-J, Zhong L-F. Curcumin induces apoptosis through mitochondrial hyperpolarization and mtDNA damage in human hepatoma G2 cells. Free Radical Bio Med 2007
  3. 43(6): 968-975. [CrossRef] [3] Altunatmaz SS, Aksu FY, Issa G, Kahraman BB, Altiner DD, Buyukunal SK. Antimicrobial effects of curcumin against L. monocytogenes, S. aureus, S. Typhimurium and E. coli O157:H7 pathogens in minced meat. Vet Med-Czech 2016
  4. 61(5): 256-262. [4] Maheshwari RK, Singh AK, Gaddipati J, Srimal RC. Multiple biological activities of curcumin: A short review. Life Sci 2006
  5. 78 (18): 2081-2087. [CrossRef] [5] Sharma RA, Steward WP, Gescher AJ. Pharmacokinetics and pharmacodynamics of curcumin. Adv Exp Med Biol 2007
  6. [CrossRef] [6] Anand P, Kunnumakkara AB, Newman RA, Aggarwal BB. Bioavailability of Curcumin: problems and promises. Mol Pharmacol 2007
  7. 4(6): 807-818. [7] Sanabria-Ríos DJ, Rivera-Torres Y, Rosario J, Gutierrez R, Torres-García Y, Montano N, Ortíz-Soto G, Ríos-Olivares E, Rodríguez JW, Carballeira NM. Chemical conjugation of 2-hexadecynoic acid to C5-curcumin enhances its antibacterial activity against multi-drug resistant bacteria. Bioorg Med Chem Lett 2015
  8. 25(22): 5067–5071. [CrossRef] [8] Zambre AP, Kulkarni VM, Padhye S, Sandur SK, Aggarwal BB. Novel curcumin analogs targeting TNF-induced NF- kB activation and proliferation in human leukemic KBM-5 cells. Bioorg Med Chem 2006
  9. 14(21): 7196-7204. [CrossRef] [9] Yerdelen KO, Gul HI, Sakagami H, Umemura N. Synthesis and biological evaluation of 1,5-bis(4-hydroxy-3- methoxyphenyl) penta-1,4-dien-3-one and its aminomethyl derivatives. J Enzyme Inhib Med Chem 2015
  10. 30(3): 383- 388. [CrossRef] [10] Kohyama A, Yamakoshi H, Hongo S, Kanoh N, Shibata H, Iwabuchi Y. Structure activity relationships of the antitumor C5-Curcuminoid GO-Y030. Molecules 2015
  11. 20(8): 15374-15391. [CrossRef] [11] Putri H, Jenie RI, Handayani S, Kastian RF, Meiyanto E. Combination of potassium pentagamavunon-0 and doxorubicin induces apoptosis and cell cycle arrest and inhibits metastasis in breast cancer cells. Asian Pac J Cancer Prev 2016
  12. 17(5): 2683-2688. [12] Chang JY, Hsieh HP, Pan WY, Liou JP, Bey SJ, Chen LT, Liua JF, Song JS. Dual inhibition of topoisomerase I and tubulin