Satheeshkumar, RajendranSayin, KorayKaminsky, WernerPrasad, Karnam Jayarampillai Rajendra2019-07-272019-07-282019-07-272019-07-2820180026-92471434-4475https://dx.doi.org/10.1007/s00706-017-2050-5https://hdl.handle.net/20.500.12418/6559The reaction of azomethine ylide generated in situ from ninhydrin and sarcosine/thiaproline with fluorinated cyclopent[b]indole dipolarophiles in refluxing dioxane and methanol afforded a novel class of fluorinated cyclopent[b]indole dispiroheterocycles via 1,3-dipolar cycloaddition. The crystal structures of 4'-[4-(trifluoromethyl)phenyl]-1',5-dimethyl-2,3-dihydrodispiro[cyclopent[b]-indol-2,3'-pyrrolidine-2',2aEuro(3)-indene]-1,1aEuro(3),3aEuro(3)-trione and 4'-(4-fluorophenyl)-5-methyl-2,3-dihydrodispiro[cyclopent[b]indol-2,3'-pyrrolizidine-2',2aEuro(3)-indene]-1,1aEuro(3),3aEuro(3)-trione are reported. New compounds are investigated theoretically via DFT calculations utilizing M062X hybrid function with 6-311++G(d,p) basis sets in vacuum. Results from in vitro cytotoxicity screening are compared with those of standard drugs. [GRAPHICS]en10.1007/s00706-017-2050-5info:eu-repo/semantics/closedAccessFluorinated dispiroheterocyclesIn vitro cytotoxicity screeningM062X/6-311++G(d,p)Geometrical parametersFMOsNLOArticle14911471412-s2.0-85037652926Q3WOS:000418457300016Q3