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Synthesis and Biological Evaluation of 5′‐Arylspiro[piperidine‐4,3′‐pyrrolo‐[2,3‐ b ]pyridin] Analogues
Author(s) -
Mudasani Gopal,
Paidikondala Kalyani,
Gundla Rambabu,
Joseph Maddirala Shambabu,
Das Viswanath
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202004719
Subject(s) - piperidine , stereochemistry , chemistry , bromide , biological activity , in vitro , estrogen receptor , human breast , a549 cell , cancer cell , cell culture , carbon 13 nmr , proton nmr , combinatorial chemistry , biochemistry , cancer , breast cancer , biology , organic chemistry , genetics
Spirooxindole motifs found in many natural products and biologically active molecules have become important skeletons given their promising therapeutic activities. In this study, we describe the synthesis of a novel series of spiro[piperidine‐4,3′‐pyrrolo[2,3‐b]pyridin]‐2′(1′h)‐one analogues and present the in vitro antiproliferative activity of these compounds against four human cancer cell lines. Synthesis of analogues was done using a rational designing approach in a seven‐step sequence, and the characterization of compounds was performed using 1 H‐NMR, LC‐MS, and 13 C‐NMR. Thirteen novel compounds were synthesized in moderate to good yields. The anti‐proliferation activity of the compounds against human breast MCF‐7 and MDA‐MB‐231, leukemic K‐562, and lung A549 cancer cells was determined by a standard 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyl‐2H‐tetrazolium bromide assay. Two compounds among all the synthesized compounds had moderate IC 50 values in MCF‐7 cells and thus were identified to have better antiproliferative activity against estrogen‐receptor‐positive cancer cells.