title: Synthesis and antiproliferative activity of imidazo[1,2-a]pyrimidine Mannich bases.
abstract: A series of imidazo[1,2-a]pyrimidine Mannich bases were designed, synthesized in two phases. Mannich bases were obtained by one pot three component condensation of imidazo[1,2-a]pyrimidine with secondary amine or piperazine and excess of formaldehyde solution in methanol. The synthesized Mannich bases were screened for in vitro growth inhibition against a panel of 3 different human cancer cell lines. Most of the synthesized compounds exhibited antiproliferative activity with GI50 values ranging from 0.01 to 79.4 μM. Compounds 5e, 6b and 7k were found to be effective inhibitors of growth of all cell lines, with GI50 values similar to that of standard drug. The structure and activity relationship has been disclosed.
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500607, India.
authors.forename: Raghunath
authors.initials: R
authors.lastname: Aeluri
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500607, India. Electronic address: manjula@iict.res.in.
authors.forename: Manjula
authors.initials: M
authors.lastname: Alla
authors.affiliation: Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500607, India.
authors.forename: Sowjanya
authors.initials: S
authors.lastname: Polepalli
authors.affiliation: Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500607, India. Electronic address: nishant@iict.res.in.
authors.forename: Nishant
authors.initials: N
authors.lastname: Jain
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D008352:Mannich Bases / Q000138:chemical synthesis* / Q000494:pharmacology*; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D008352:Mannich Bases; D011743:Pyrimidines; C000607116:imidazo(1,2-a)pyrimidine
keywords: Antiproliferative activity; Growth inhibition; Imidazo[1,2-a]pyrimidine; Mannich reaction; Piperazine