Phosphonate products and methods
AssigneeThe Board of Trustees of the University of Illinois
InventorsWilliam W. Metcalf, Alexander L. Polidore
Life of this patent
Estimating the term…
Abstract
Here we show that P. ananatis produces at least three phosphonates, two of which were purified and structurally characterized. The first, designated pantaphos, was shown to be 2-(hydroxy(phosphono)methyl)maleate; the second, a probable biosynthetic precursor, was shown to be 2-(phosphonomethyl)maleate. Purified pantaphos is both necessary and sufficient for the hallmark lesions of onion center rot. Moreover, when tested against mustard seedlings, the phytotoxic activity of pantaphos was comparable to the widely used herbicides glyphosate and phosphinothricin. Pantaphos was also active against a variety of human cell lines.
Claims6
A method for inhibiting growth or formation of a weed comprising contacting the weed, and/or soil in which the weed can form, with an herbicidally effective amount of a composition comprising a compound of Formula I:
- or a salt thereof;
- wherein
- represents single or double bond;
- represents double or single bond, wherein both and are not double bonds;
- G is XACHOR5, O, C(═O), C(═CH2), CHP(═O)(R6)2, or CXB2;
- XA is absent or O;
- each XB is independently H or halo;
- R1 and R2 are each independently ORA or an amino acid;
- R3 is —C(═O)R7 or a triazole or tetrazole;
- R4 is —C(═O)R8 or a triazole or tetrazole:
- R5 is H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- each R6 is independently ORB or an amino acid;
- R7 and R8 are each independently ORC or an amino acid;
- and
- each RA, RB and RC are independently H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- and
- a fluid, an additive, or combination thereof;
- wherein growth or formation of the weed is thereby inhibited.
A method for inhibiting growth of a cancer cell comprising contacting the cancer cell with an effective amount of a composition comprising a compound of Formula I:
- or a salt thereof;
- wherein
- represents single or double bond;
- represents double or single bond, wherein both and are not double bonds;
- G is XACHOR5, O, C(═O), C(═CH2), CHP(═O)(R6)2, or CXB2;
- XA is absent O;
- each XB is independently H or halo;
- R1 and R2 are each independently ORA or an amino acid;
- R3 is —C(═O)R7 or a triazole or tetrazole;
- R4 is —C(═O)R8 or a triazole or tetrazole:
- R5 is H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- each R6 is independently ORB or an amino acid;
- R7 and R8 are each independently ORC or an amino acid;
- and
- each RA, RB and RC are independently H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- and
- a fluid, an additive, or combination thereof;
- wherein growth of the cancer is thereby inhibited.
A method for suppressing growth of a plant comprising contacting the plant, or contacting soil near the plant, with an effective amount of a composition comprising a compound of Formula I:
- or a salt thereof,
- wherein
- represents single or double bond;
- represents double or single bond, wherein both and are not double bonds;
- G is XACHOR5, O, C(═O), C(═CH2), CHP(═O)(R6)2, or CXB2;
- XA is absent or O;
- each XB is independently H or halo;
- R1 and R2 are each independently ORA or an amino acid;
- R3 is —C(═O)R7 or a triazole or tetrazole;
- R4 is —C(═O)R8 or a triazole or tetrazole;
- R5 is H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- each R6 is independently ORB or an amino acid;
- R7 and R8 are each independently ORC or an amino acid;
- and
- each RA, RB and RC are independently H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- and
- a fluid, an additive, or combination thereof,
- wherein growth of the plant is thereby suppressed.
A method for killing a plant comprising contacting the plant, or contacting soil near the plant, with an herbicidally effective amount of a composition comprising a compound of Formula I:
- or a salt thereof;
- wherein
- represents single or double bond;
- represents double or single bond, wherein both and are not double bonds;
- G is XACHOR5, O, C(═O), C(═CH2), CHP(═O)(R6)2, or CXB2;
- XA is absent or O;
- each XB is independently H or halo;
- R1 and R2 are each independently ORA or an amino acid;
- R3 is —C(═O)R7 or a triazole or tetrazole;
- R4 is —C(═O)R8 or a triazole or tetrazole;
- R5 is H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- each R6 is independently ORB or an amino acid;
- R7 and R8 are each independently ORC or an amino acid;
- and
- each RA, RB and RC are independently H, —(C1-C6)alkyl, —(C3-C6)cycloalkyl, aryl, or heteroaryl;
- and
- a fluid, an additive, or combination thereof,
- wherein the plant is thereby killed.
Dependencies are inferred from the claim text.