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  3. Synthesis and in vitro study of pseudo-peptide thioureas containing α-aminophosphonate moiety as potential antitumor agents

Synthesis and in vitro study of pseudo-peptide thioureas containing α-aminophosphonate moiety as potential antitumor agents

  • Eur J Med Chem. 2010 Nov;45(11):5108-12. doi: 10.1016/j.ejmech.2010.08.021.
Jing-Zi Liu 1,  Bao-An Song,  Hui-Tao Fan,  Pinaki S Bhadury,  Wen-Ting Wan,  Song Yang,  Weiming Xu,  Jian Wu,  Lin-Hong Jin,  Xue Wei,  De-Yu Hu,  Song Zeng
Affiliations

Affiliation

  • 1 State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, PR China.
PMID: 20817326 DOI: 10.1016/j.ejmech.2010.08.021
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.

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