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Microwave-assisted Single Step Cinnamic Acid Derivatization and Evaluation for Cytotoxic Potential

[ Vol. 21 , Issue. 3 ]

Author(s):

Sonali Mishra, Shilpi Singh, Arif Ali, Amit C. Gupta, Karuna Shanker*, Dnyaneshwar U. Bawankule and Suaib Luqman   Pages 236 - 243 ( 8 )

Abstract:


Background: Phenylpropylene biosynthesis pathway plays a crucial role in the vanillin and their derivative(s) production in the plants. The intermediate of vanillin synthesis i.e. cinnamic acid (CA) is converted into 2-Hydroxy 4-MethoxyBenzaldehyde (HMB) in Decalepis arayalpathra having a number of therapeutic value.

Objective: Microwave-assisted modifications in cinnamic acid were planned for potential anticancer properties with better yield and efficiency. The present study also confirms the presence of HMB and its precursor i.e. cinnamic acid in D. arayalpathra tubers.

Methods: We used a single step Microwave Assisted Synthesis (MAS) to modify cinnamic acid, and then examined the synthetic and natural cinnamic acid derivatives anticancer potential against six human cancer (K-562, WRL-68, A549, A431, MCF-7, and COLO-201) and two normal (L-132 and HEK-293) cell lines at 2, 10 and 50 μg/ml concentrations.

Results: β-bromostyrene and β-nitrostyrene have shown inhibition with IC50 values ranging 0.10 - 21 μM and 0.03-0.06 μM, respectively to the cancer cell lines. β-bromostyrene was the most potent anticancer derivative of CA with better cellular safety and biocompatibility.

Conclusions: The present study of microwave-assisted synthesis demonstrates a single-step modification in cinnamic acid. MAS is a fast, reliable, and robust method. The resultant compounds have shown in-vitro anticancer activity against human lung carcinoma and breast adenocarcinoma.

Keywords:

2-hydroxy-4-methoxybenzaldehyde, PAL synthesis, cinnamic acid, microwave-assisted derivatization, reaction time, anticancer.

Affiliation:

Analytical Chemistry Department, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow-226015, Molecular Bioprospection Department, CSIR-CIMAP Lucknow-226015, Analytical Chemistry Department, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow-226015, Molecular Bioprospection Department, CSIR-CIMAP Lucknow-226015, Analytical Chemistry Department, CSIR-Central Institute of Medicinal and Aromatic Plants (CIMAP), Lucknow-226015, Molecular Bioprospection Department, CSIR-CIMAP Lucknow-226015, Molecular Bioprospection Department, CSIR-CIMAP Lucknow-226015



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