Sathish, N.K.Gopkumar, P.Rajendra Prasad, V.V.S.Shanta Kumar, S.M.Mayur, Y.C.2026-02-052010Medicinal Chemistry Research, 2010, 19, 7, pp. 674-68910542523https://doi.org/10.1007/s00044-009-9222-8https://idr.nitk.ac.in/handle/123456789/27416A series of new 1,3-dimethyl acridone derivatives were synthesized with different alkyl side chain (propyl and butyl) substitution at N 10-position and highly basic amine groups at terminal end of alkyl side chain. All the synthesized molecules were screened for their cytotoxic activity against human breast adenocarcinoma (MCF-7) and human promyelocytic leukemia (HL-60) cell lines. DNA binding constants (K<inf>i</inf>) of selected compounds were determined with calf-thymus DNA. Results showed that the molecules 7, 8, 10, 11, 12, 13, 14, and 15 exhibited good cytotoxic activity with IC<inf>50</inf> value <10 ?M. Compound 14 having (?- hydroxyethyl) piperazine butyl side chain exhibited potent cytotoxic activity against MCF-7 cell line and DNA-intercalating properties. Examination of the relationship between lipophilicity and acridone derivatives showed poor correlation. © Birkhäuser Boston 2009.1,3 dimethyl 10h acridinone10 (3 chloropropyl) 1,3 dimethyl 10h acridinone10 (3' n morpholinopropyl) 1,3 dimethyl 10h acridinone10 (3' n piperidinopropyl) 1,3 dimethyl 10h acridinone10 (3' n pyrrolidinopropyl) 1,3 dimethyl 10h acridinone10 (4' chlorobutyl) 1,3 dimethyl 10h acridinone10 (4' n [(beta hydroxyethyl)piperazine]butyl] 1,3 dimethyl 10h acridinone10 (4' n morpholinobutyl) 1,3 dimethyl 10h acridinone10 (4' n piperidinobutyl) 1,3 dimethyl 10h acridinone10 (4' n pyrrolidinobutyl) 1,3 dimethyl 10h acridinone10 [3' (n diethylamino)propyl] 1,3 dimethyl 10h acridinone10 [3' n (methylpiperazino)]propyl 1,3 dimethyl 10h acridinone10 [3' n [(beta hydroxyethyl)piperazine]propyl] 1,3 dimethyl 10h acridinone10 [4' (n diethylamine)butyl] 1,3 dimethyl 10h acridinone10 [4' n (methylpiperazino)butyl] 1,3 dimethyl 10h acridinoneacridone derivativecyclophosphamidecytotoxic agentDNAdoxorubicinunclassified drugalkylationantineoplastic activityarticlebinding affinitycatalysiscell strain HL 60cell strain MCF 7controlled studycyclizationcytotoxicitydrug DNA bindingdrug synthesishumanhuman cellhydrophobicityIC 50lipophilicitysubstitution reaction