Synthesis and Biological Evaluation of 5′-Arylspiro[piperidine-4,3′-pyrrolo-[2,3-b]pyridin] Analogues

被引:5
作者
Mudasani, Gopal [1 ,2 ]
Paidikondala, Kalyani [2 ]
Gundla, Rambabu [2 ]
Joseph Maddirala, Shambabu [1 ]
Das, Viswanath [3 ]
机构
[1] GVK Biosci Pvt Ltd, Med Chem Lab Div, Survey 125 Part & 126, Hyderabad 500076, India
[2] GITAM Univ, Sch Sci, Dept Chem, Hyderabad 502102, Telangana, India
[3] Palacky Univ Olomouc, Fac Med & Dent, Inst Mol & Translat Med, Hnevotinska 5, Olomouc 77900, Czech Republic
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 14期
关键词
Antiproliferative activity; Antitumor activity; Pyrrolo-[2; 3-b]pyridine; Spirooxindole; Suzuki coupling; PHASE-I; INHIBITOR;
D O I
10.1002/slct.202004719
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 H-1-NMR, LC-MS, and C-13-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 IC50 values in MCF-7 cells and thus were identified to have better antiproliferative activity against estrogen-receptor-positive cancer cells.
引用
收藏
页码:3378 / 3381
页数:4
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