Synthesis, Characterization and Anticancer

Activity of Urea Derivatives of

3-Aminocoumarin
Arun Prasad Chaudhary1,2, Paras Nath Yadav1
1Central Department of Chemistry, Tribhuvan University, Kathmandu, Nepal, 2Purwanchal Campus, IOE, T U, Dharan,

Emails: arun.795703@iost.tu.edu.np, pnyadav219@gmail.com

ABSTRACT
Urea derivatives are a well-known class of compounds which have significant importance in medical as well as industrial
fields. They are found in many biologically active compounds. such as: benzoylurea, 4-tolylsulfonylurea, and ethyl urea.
Such compounds found to exhibit a high biological activity as anti-cancer agent. Furthermore, coumarin is oxygen
containing heterocyclic compound which is widely distributed in nature generally found in many plants like cinnamon
and tonka beans. Its derivatives are considered to be as noble molecule in medical field. Some of its derivatives are found
to have wide range of therapeutic properties such as CNS depressant, anti-tumor, anti-inflammatory. Operationally
simple, high yield modification of Curtius rearrangement has been utilized for the synthesis of unsymmetrical ureas. A
trace of water favours formation of urethanes. Furthermore, during incomplete conversion of acid chloride to azide,
undesired amide can be formed in the last step. Thus, we aim to synthesize & characterize coumarin-3-isocyanate and
the of amines, evaluate their anticancer activities in-vitro. The synthesized compounds will be characterized elemental
analysis, IR, UV-Vis, 1HNMR, 13CNMR, Mass spectrometry.

Introduction
Urea is colourless white coloured crystalline compound and its derivatives have significant importance in medical field.[1]
Urea containing compounds are increasingly used in medicinal chemistry and drug design in order to establish key drug-
target interactions[2] and fine-tune crucial drug-like properties.[3] Furthermore, 3-aminocoumarin moieties are present
in various naturally occurring compounds and some of its derivatives are found to have a wide range of therapeutic
properties such as anti-inflammatory[4], anti-tumor and anti-cancer[5]

Objectives
1. To synthesize derivatives of urea with 3-aminocoumarin and to study their properties against cancer cell growth.
2. To evaluate the anticancer activity of the synthesized compounds against different human cancer cells..

Research Gaps
The development of powerful anti-cancer drugs is currently the focus of research. Developing urea derivative of
3-aminocoumarin with amines is critical for developing more effective anticancer drugs. As a result, anticancer drugs that
are not cytotoxic and have no side effects but are effective against cancer cell lines that cause tumor growth need to be
designed and synthesized.
The IR spectra of Coumarin-3-acylchloride and Coumarin-3-isocyanate were confirmed and the new
Limitations synthesized compound was characterized by 1HNMR and 13CNMR
The research is focused on designing a new synthetic route in the limited facility of the chemistry department, especially
to characterize the compounds by spectroscopic technique viz. UV-Vis, NMR, IR, and Mass spectroscopy.

Methods and Materials

Synthetic pathway for the urea complexes with amine is as follows:
Curtius, Lossen and Hoffmann rearrangements have been employed to generate urea derivatives through isocyanate
intermediates.[1]
An operationally high yield modification of the curtius rearrangement is employed for the synthesis of unsymmetrical
ureas.[3]

Conclusions

New compound has been synthesized The synthesized compound will be useful in treating different cancer cell lines without being
cytotoxic to the healthy cells, tissues, and organs of humans.

REFERENCES

Expected Results
Successful synthesis of urea derivative of 3-aminocoumarin with Dimethylamine will be obtained and characterized its
properties and the molecule will be screened against different human cancer cells.. The anti-cancer potency of the
compound leads the pathway for further research.
9- 10 October 2023, Ph. D. Festival, Institute of Science & Technology, T U
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