Gold(III) chloride catalyzed regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones and evaluation of anticancer potential towards human cervix adenocarcinoma |
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| Authors: | Praveen Chandrasekaran Ayyanar Asairajan Perumal Paramasivan Thirumalai |
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| Institution: | a Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, Tamilnadu, India
b Department of Pharmaceutical Chemistry, Arulmigu Kalasalingam College of Pharmacy, Krishnankoil 626 190, Tamilnadu, India |
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| Abstract: | A highly regioselective synthesis of pyrano3,4-b]indol-1(9H)-ones via gold(III) chloride catalyzed cycloisomerization of 3-ethynyl-indole-2-carboxylic acid was achieved in good to excellent yields. These compounds were screened for their in vitro cytotoxicity against human cervical (HeLa) cell lines. Out of ten compounds, three compounds (7d, 7e and 7j) showed comparable proliferation inhibitory activity against the standard drug cisplatin. Compound 7d was found to be the most efficacious with IC50 value of 0.22 μM. |
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| Keywords: | Pyrano[3 4-b]indol-1(9H)-ones Regioselectivity Gold(III) chloride Anticancer HeLa |
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