ABSTRACT
The present study covers synthesis of 2-phenylacetohydrazide linked camphor Schiff base. Very few studies have been conducted on synthesis of camphor derivatives, highlighting the significance of my research in this area. For this research, 2-phenylacetic acid converted into their ester form, ethyl 2-phenylacetate using ethanol. Further, reaction with hydrazine hydrate forms the 2-phenylacetohydrazide. At final step, reaction with camphor yields (E)-2-phenyl-N‘-(1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)acetohydrazide. Structure identification is verified by IR spectroscopy, mass spectroscopy, elemental analysis, 1H and 13C NMR. All the compounds were evaluated for anticancer activity against the MCF-7 breast cancer cell line, showing cytotoxicity in the range of 10 mg/ml to 40 mg/ml and MBL-104 exhibited the highest cytotoxic potency. These results open the door for further detailed applications in medicinal chemistry.
References
- J. Lee, E. A. Hyun, W. J. Yoon, B. H. Kim, M. H. Rhee, H. K. Kang, J. Y. Cho, E. S. Yoo, In vitro anti-inflammatory and anti-oxidative effects of Cinnamomum camphora extracts. J. Ethnopharmacol. 103(2) (2006) 208–16. https://doi.org/10.1016/j.jep.2005.08.009
- Mann, Natural Products: Their Chemistry and Biological Significance. 1st ed. Harlow Essex England New York: Longman Scientific & Technical; Wiley (1994) 309–11. ISBN 9780582060098.
- Xiao, H. Yu, Y. Xie, Y. Guo, J. Fan, W. Yao, The anti-inflammatory potential of Cinnamomum camphora (L.) J. Presl essential oil in vitro and in vivo. J. Ethnopharmacol. 267 (2021), 113516. https://doi.org/10.1016/j.jep.2020.113516
- Xu, J. Qin, P. Wang, Q. Li, S. Yu, Y. Zhang, Y. Wang, Chemical composition and larvicidal activities of essential oil of Cinnamomum camphora (L.) leaf against Anopheles stephensi. Rev. Soc. Bras. Med. Trop. 53 (2020) e20190211. https://doi.org/10.1590/0037-8682-0211-2019
- Satyal, P. Paudel, A. Poudel, N. S. Dosoky, K. K. Pokharel, W. N. Setzer, Bioactivities and compositional analyses of Cinnamomum essential oils from Nepal: C. camphora, C. tamala, and C. glaucescens. Nat. Prod. Commun. 8(12) (2013) 1777–84.
- Chen, C. Tang, R. Zhang, S. Ye, Z. Zhao, Y. Huang, X. Xu, W. Lan, D. Yang, Metabolomics analysis to evaluate the antibacterial activity of the essential oil from the leaves of Cinnamomum camphora (Linn.) Presl. J. Ethnopharmacol. 253 (2020) 112652. https://doi.org/10.1016/j.jep.2020.112652
- S. Sokolova, O. I. Yarovaya, A. V. Shernyukov, Y. V. Gatilov, Y. V. Razumova, V. V. Zarubaev, T. S. Tretiak, A. G. Pokrovsky, O. I. Kiselev, N. F. Salakhutdinov, Discovery of a new class of antiviral compounds: Camphor imine derivatives. Eur. J. Med. Chem. 105 (2015) 263–73. https://doi.org/10.1016/j.ejmech.2015.10.010
- K. Poudel, A. Rokaya, P. K. Ojha, S. Timsina, R. Satyal, N. S. Dosoky, P. Satyal, W. N. Setzer, The Chemical Profiling of Essential Oils from Different Tissues of Cinnamomum camphora L. and Their Antimicrobial Activities. Molecules 26(17) (2021) 5132. https://doi.org/10.3390/molecules26175132
- Chen, G. Dai, Acaricidal activity of compounds from Cinnamomum camphora (L.) Presl against the carmine spider mite, Tetranychus cinnabarinus. Pest Manag. Sci. 71(11) (2015) 1561–71. https://doi.org/10.1002/ps.3961
- Liu, L. Kong, S. Lu, Z. Zou, Application of a combined homogenate and ultrasonic cavitation system for the efficient extraction of flavonoids from cinnamomum camphora leaves and evaluation of their antioxidant activity in vitro. J. Anal. Methods Chem. 2019 (2019) 1-12, 4892635. https://doi.org/10.1155/2019/4892635
- Yakefu, W. Huannixi, C. Ye, T. Zheng, S. Chen, X. Peng, Z. Tian, J. Wang, Y. Yang, Z. Ma, Inhibitory effects of extracts from Cinnamomum camphora fallen leaves on algae. Water Sci. Technol. 77(11-12) (2018) 2545–54. https://doi.org/10.2166/wst.2018.199
- Jiang, J. Wang, L. Song, X. Cao, X. Yao, F. Tang, Y. Yue, GCGC-TOFMS analysis of essential oils composition from leaves, twigs and seeds of Cinnamomum camphora L. Presl and their insecticidal and repellent activities. Molecules 21(4) (2016) 423. https://doi.org/10.3390/molecules21040423
- K. Ghosh, Biopesticide and Integrated Pest Management. APH Publishing 2000, ISBN 9788176481359.
- Adams, A. F. Thal, Ethyl phenylacetate, Org. Synth. 2 (1922) 27. DOI: 10.15227/orgsyn.002.0027
- Clark, Preparation of Esters [https://chem.libretexts.org] (content from https://www.chemguide.co.uk) [access on 26-08-2023].
- Rasool, Aziz-ur-Rehman, M. A. Abbasi, S. Z. Siddiqui, S. A. A. Shah, Synthesis, spectral analysis and pharmacological study of N’- substituted-2-(5-((2,4-dimethylphenoxy)methyl)-1,3,4-oxadiazol-2-ylthio)acetohydrazides. 52(3) (2016) 471–82. https://doi.org/10.1590/S1984-82502016000300013
- T. Da Silva, A. Da Silva Araújo, A. M. Moraes, L. A. De Souza, M. C. Silva Lourenço, M. V. N. De Souza, J. L. Wardell, S. M. S. V. Wardell, Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Sci. Pharm. 84(3) (2016) 467-83. https://doi.org/10.3390/scipharm84030467
- Mosmann. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. Journal of Immunological Methods 65(1–2) (1983) 55-63. https://doi.org/10.1016/0022-1759(83)90303-4
Download all article in PDF
![]()



