Science in China Series B: Chemistry

, Volume 40, Issue 4, pp 365–372 | Cite as

Synthesis of N-(alkoxycarbonyl or alkoxycarbonyl-methyl-alkoxyphosphonyl)-α-amino-O, O-diphenyl phosphonates and their bioactivities

  • Huiying Li
  • Ruyu Chen
  • Kangtai Ren


With phosphonoformic acid (PFA) and its analog, phosphonoacetic acid (PAA), as the lead compounds, α-amino phosphonates were introduced into PFA and PAA. The derivatives of N-(alkoxycarbonyl-alkoxyphosphonyl)-α-amino phosphonates (I) and N-(alkoxycarbonyl-methyl-alkoxyphosphonyl)-α-amino phosphonates (II) with the N-terminal of amino phosphonates bonding to phosphorus atom of PFA andPAA were synthesized via the reaction of the corresponding phosphonyl chloride with α-amino phosphonates in the presence of a base. The31P NMR spectra of I and II were determined. It is found that the coupling constants3 J pp with R3 being alkyl group were lower than those with R3 being (substituted) phenyl, and this result was discussed. The preliminary bioassay showed that some of the compounds I and II have better activities against tobacco mosaic virus (TMV). The inhibitory was higher than that of DHT (2, 4-dioxyhexahydro-1, 3, 5-triazine). In addition, some of the compounds showed the activity against cancer cells.


phosphonoformic acid phosphonoacetic acid α-amino phosphonates synthesis bioassay anti-TMV activity 


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Copyright information

© Science in China Press 1997

Authors and Affiliations

  • Huiying Li
    • 1
  • Ruyu Chen
    • 1
  • Kangtai Ren
    • 1
  1. 1.Institute of Elemento-Organic ChemistryNankai UniversityTianjinChina

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