title: Synthesis and in vitro study of pseudo-peptide thioureas containing α-aminophosphonate moiety as potential antitumor agents.
abstract: Twenty pseudo-peptide thioureas IIa-l containing α-aminophosphonate moiety were synthesized from the reaction of chiral α-amino carboxamide derivatives Ia-c with O,O'-dialkylisothiocyanato(phenyl)methylphosphonate 5. The synthesized compounds were completely characterized by elemental analysis, physical and spectral (IR, (1)H NMR, (13)C NMR) data. According to the preliminary studies on antitumor activities, compounds IIa-l could inhibit tumor cells PC3, Bcap37 and BGC823. These compounds displayed low to high activity by MTT assays. Among them, L-IIk, D-IIa and D-IIe were identified as potent inhibitors, with IC(50) values ranging from 4.7 to 11.2 μM according to in vitro assay.
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, PR China.
authors.forename: Jing-Zi
authors.initials: JZ
authors.lastname: Liu
authors.forename: Bao-An
authors.initials: BA
authors.lastname: Song
authors.forename: Hui-Tao
authors.initials: HT
authors.lastname: Fan
authors.forename: Pinaki S
authors.initials: PS
authors.lastname: Bhadury
authors.forename: Wen-Ting
authors.initials: WT
authors.lastname: Wan
authors.forename: Song
authors.initials: S
authors.lastname: Yang
authors.forename: Weiming
authors.initials: W
authors.lastname: Xu
authors.forename: Jian
authors.initials: J
authors.lastname: Wu
authors.forename: Lin-Hong
authors.initials: LH
authors.lastname: Jin
authors.forename: Xue
authors.initials: X
authors.lastname: Wei
authors.forename: De-Yu
authors.initials: DY
authors.lastname: Hu
authors.forename: Song
authors.initials: S
authors.lastname: Zeng
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D063065:Organophosphonates / Q000737:chemistry*; D000091402:Prohibitins; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D013890:Thiourea / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D063065:Organophosphonates; C000717331:PHB2 protein, human; D000091402:Prohibitins; D013890:Thiourea