New Journal of Chemistry p. 301 - 310 (2018)
Update date:2022-07-29
Topics:
Saravana Mani, Kailasam
Kaminsky, Werner
Rajendran, Subramaniam Parameswaran
A competent and highly discriminating one-pot method for the synthesis of biologically active novel spiro-indenoquinoxaline pyrrolizines accumulating three pharmocophoric cores, heterocyclic quinoline scaffold, pyrrolizines and indeno-quinoxaline, in a single molecular framework by means of a four-component reaction between ninhydrin, o-phenylenediamine, l-proline and quinolinyl chalcones in methanol via [3+2] cycloaddition was developed. The structures of the compounds were well characterized by FT-IR, NMR, ESI-MS, XRD and elemental analysis. The synthesized compounds were screened for in vitro antioxidant activity using DPPH, nitric oxide, super oxide radical and in vitro cytotoxic activity against MCF-7 and A-549 cancer cell lines and visualized using the fluorescent microscopic technique. The newly synthesized compounds exhibited excellent antioxidant activity compared to the standard molecule, i.e., BHT. In terms of cytotoxic activity, compounds 5c, 5e, 6c and 6e were found to exhibit significant activity, when compared to standard doxorubicin against MCF-7 and A-549 cancer cells using the MTT assay method. The cell morphology analysis clearly indicates cell death was induced by apoptosis and necrosis pathways. Molecular docking studies were performed using an EGFR inhibitor to determine the molecular interactions between the compounds and proteins.
View MoreTianjin Tensing Fine Chemical Research Develop Centre
Contact:86-022-23718576,13032267585
Address:2-2-201,13 Guiyuan road,Huayuan Industry district,Tianjin,china
Contact:+86-512-69561895
Address:No.111, Building A4, 218 Xinghu Street, Suzhou Industrial Park, P. R. China
Contact:+86-571-28186845
Address:Room 1224,Eastcom Mansion,398 Wensan Road,Hangzhou,310013 China
LinHai Cina Chemical Co., LTD.
Contact:0576-85580989
Address:Pharma-chem zone,Duqiao,Linhai,Zhejiang,China
Zhejiang Tianyu Pharmaceutical Co., Ltd.
Contact:+86-576-84177669, 89189665,89189688,84168770
Address:Jiangkou Development Zone, Huangyan, Taizhou City, Zhejiang
Doi:10.1039/b908754k
(2009)Doi:10.1021/acs.joc.9b00719
(2019)Doi:10.1080/00397910902898577
(2009)Doi:10.1021/jo902081w
(2010)Doi:10.1016/j.tetasy.2009.09.012
(2009)Doi:10.1021/la903990m
(2010)