Synthesis of novel 1,2,3-triazole/isoxazole functionalized 2H-Chromene derivatives and their cytotoxic activity |
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| Institution: | 1. Fluoroorganic Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India;2. Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India;1. Department of Chemistry, Qaemshahr Branch, Islamic Azad University, Qaemshahr, Iran;2. Department of Chemistry, Imam Hossein University, Tehran, Iran;1. Rajiv Gandhi College of Engineering, Research & Technology, Chandrapur, India;2. Faculty of Chemistry and Chemical Technology, University of Ljubljana, Slovenia;1. Department of Chemistry, Kakatiya University, Warangal, 506 009 AP, India;2. Department of Pharmacology and Toxicology, Kakatiya University, Warangal, 506 009 AP, India |
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| Abstract: | A series of novel 2-(1,2,3-triazolylmethoxy) 5a–q and isoxazole tagged 6a–g 2H-Chromene derivatives were prepared starting from salicylaldehyde and ethyl-4,4,4-trifluoroacetoacetate via cyclization to form ethyl 2-hydroxy-2-(trifluoromethyl)-2H-Chromene-3-carboxylate 3. Compound 3 on reaction with propargyl bromide resulted compound 4 and was independently reacted with aryl/alkyl azides and aryl aldoximes obtained 2-(1,2,3-triazolylmethoxy) and isoxazole tagged 2H-Chromene derivatives 5a–q, 6a–i, respectively. Compounds 6 were further hydrolysed to acid derivatives 7a–g. All the products 5a–q, 6a–i, 7a–g were screened for cytotoxic activity against four human cancer cell lines and among all the compounds, 5f, 5g, 5l, 5q showed promising activity at <20 μM concentration. |
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| Keywords: | Salicylaldehyde Propargylation 1 2 3-Triazole Isoxazole Anticancer activity |
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