Synthesis and biological evaluation of substituted pyrrolidines and pyrroles as potential anticancer agents.

Abstract

A series of polysubstituted pyrrolidines obtained via ruthenium-catalyzed cascade cyclization of diazo pyruvates and anilines as well as their corresponding pyrrole analogs obtained via dehydration were evaluated for their antiproliferation activities. Pyrrolidines 3h and 3k showed good proliferation inhibitory effects toward 10 cancer cell lines with IC50 values ranging from 2.9 to 16 μM. Furthermore, pyrrolidine 3k induced cell cycle arrest at the G0/G1 phase and time- and dose-dependent cellular apoptosis in both HCT116 and HL60 cells, suggesting that this type of pyrrolidine structure might be a good candidate for future anticancer therapies.

• Authors: Jiali Ji, Farrukh Sajjad, Qun You, Dong Xing, Hui Fan, Alavala G K Reddy, Wenhao Hu, Suzhen Dong
• Journal: Archiv der Pharmazie (Arch Pharm (Weinheim)) Vol. 353 Issue 12 Pg. e2000136 (Dec 2020) ISSN: 1521-4184 [Electronic] Germany
• PMID: 32776576 (Publication Type: Comparative Study, Journal Article)
• Copyright: © 2020 Deutsche Pharmazeutische Gesellschaft.

Chemical References

• Antineoplastic Agents
• Pyrroles
• Pyrrolidines
• pyrrolidine

Topics

• A549 Cells
• Antineoplastic Agents (chemical synthesis, pharmacology)
• Apoptosis (drug effects)
• Cell Cycle Checkpoints (drug effects)
• Cell Proliferation
• Dose-Response Relationship, Drug
• Drug Design
• Drug Screening Assays, Antitumor
• HCT116 Cells
• HL-60 Cells
• HeLa Cells
• Humans
• Inhibitory Concentration 50
• Jurkat Cells
• Molecular Structure
• Neoplasms (drug therapy, pathology)
• PC-3 Cells
• Pyrroles (chemical synthesis, pharmacology)
• Pyrrolidines (chemical synthesis, pharmacology)
• Structure-Activity Relationship
• Time Factors