title: Diversity-oriented synthesis of α-aminophosphonates: a new class of potential anticancer agents.
abstract: A small library of structurally diverse α-aminophosphonates has been synthesized by reacting alkyl/aryl aldehydes, alkyl/aryl amines and alkyl/aryl phosphites in one-pot catalyzed by Amberlite-IR 120 resin (acidic). All the synthesized α-aminophosphonates were assayed for their in vitro cytotoxic activities against a panel of five human cancer cell lines including A-549, NCI-H23 (Lung), Colo 320DM (Colon), MG-63 (Bone marrow) and Jurkat (Blood T lymphocytes). Compound 4n having (R)-1-phenylethanamine was found to be the most active amongst all the synthesized α-aminophosphonates against all the five cancer cell lines, most prominent being against Jurkat cell line with an IC50 value of 4 μM. Surprisingly, compound 4o having (S)-1-phenylethanamine was found to be devoid of any cytotoxicity. Our finding suggests that these chemical entities could further serve as interesting template for the design of potential anticancer agents.
authors.affiliation: Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India. ak.bhattacharya@ncl.res.in
authors.forename: Asish K
authors.initials: AK
authors.lastname: Bhattacharya
authors.forename: Dnyaneshwar S
authors.initials: DS
authors.lastname: Raut
authors.forename: Kalpeshkumar C
authors.initials: KC
authors.lastname: Rana
authors.forename: Innaiah K
authors.initials: IK
authors.lastname: Polanki
authors.forename: Mohd Sajid
authors.initials: MS
authors.lastname: Khan
authors.forename: Sana
authors.initials: S
authors.lastname: Iram
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D006801:Humans; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D010539:Permeability
chemical_list: D000970:Antineoplastic Agents; D063065:Organophosphonates
keywords: Aldehydes; Amines; Anticancer activity; Multicomponent reaction; α-Aminophosphonates