PMA-SiO2 catalyzed synthesis of indolo[2,3-c]quinolines as potent anti cancer agents.
PMA-SiO2 catalyzed Pictet-Spengler reaction of aryl amine linked to C-3 of the indole and the aryl aldehydes was achieved. In the series of the synthesized compounds, 6b, 10b and 12b were found to be cytotoxic against prostate, lung, breast and cervical cancer cell lines selectively with no significant effect on the growth of the control fibroblast cell line NIH3T3. Further determining their cytotoxic potential we found that 10b and 12b show cell cycle arrest in DU145 prostate cancer cells indicating a role in cell cycle progression. Both the molecules showed effect on decreased phosphorylation of NF-κB on serine 536 residue which is strongly implicated in many different types of cancers. Taken together, the series of indoloquinolines elicit potent anti-cancer potential providing a mean for developing novel indoloquinoline based anti-cancer agents.
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. Electronic address: srihari@iict.res.in.
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Srihari
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
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Padmabhavani
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
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Ramesh
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
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Bharath Kumar
Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
Ashita
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Singh
Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. Electronic address: ummanni@iict.res.in.
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Ummanni
D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D010767:Phosphorylcholine / Q000031:analogs & derivatives* / Q000737:chemistry; D011109:Polymethacrylic Acids / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D012822:Silicon Dioxide / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D011109:Polymethacrylic Acids; D011804:Quinolines; C500651:poly(MPC-co-MA); D010767:Phosphorylcholine; D012822:Silicon Dioxide
Anti cancer; Bronsted acid; Carboline; Indoloquinoline; Pictet–Spengler