β-lactamase targeted photosensitizer for pesticide and pest detection

Patent metadata

Field	Value
Publication number	US-10874107-B2
Application number	US-201816013333-A
Country	US
Kind code	B2
Filing date	Jun 20, 2018
Priority date	Jun 22, 2012
Publication date	Dec 29, 2020
Grant date	Dec 29, 2020

Abstract

Photoactivatable pesticide compounds and methods for the use thereof in the elimination and detection of pests are provided.

First claim

What is claimed is:

1. A method for controlling an insect pest, the method comprising contacting the pest with an effective amount of a pesticidal composition comprising a compound comprising two or more inactive benzophenothiazinium photosensitizers linked by a cephalosporin linker that is capable of maintaining the photosensitizers in an inactive state, wherein the photosensitizers become photoactivatable when released from the compound upon cleavage by beta-lactamase enzymes present in the pest, wherein exposing the pest to light photoactivates the photosensitizers and generates a phototoxic species sufficient to kill or inhibit the insect pest.

2. The method of claim 1 , wherein the benzophenothiazinium photosensitizer is benzophenothiazinium chloride (EtNBS).

3. The method of claim 1 , wherein the benzophenothiazinium photosensitizers are each attached to the cephalosporin linker via an ester or carbamate group.

4. The method of claim 1 , wherein the insect pest is a mosquito.

5. The method of claim 4 , wherein the mosquito is Aedes spp., Anopheles spp., or Culex spp.

6. The method of claim 5 , wherein the mosquito is Aedes albopictus.

7. The method of claim 1 , wherein the insect pest is a parasitic filarial nematode.

8. The method of claim 1 , wherein the parasitic filarial nematode is Brugia malayi.

9. The method of claim 1 , wherein the pesticidal composition is applied in an aerosol, pressure-free spray product, automatic fogging system, fogger, foam, gel, evaporator tablets, liquid evaporator, gel and membrane evaporator, propeller-driven evaporator, energy-free or passive evaporation system, moth paper, as granules or dust, or in baits for spreading or in bait station.

10. The method of claim 1 , wherein the pesticidal composition is applied to water.

11. The method of claim 1 , further comprising exposing the pest to light to photoactivate the benzophenothiazinium photosensitizers.

12. The method of claim 11 , comprising exposing the pest to light comprising 650 nm light.

13. The method of claim 1 , wherein the compound comprises the formula:

Assignees

• Massachusetts Gen Hospital
• New England Biolabs

Inventors

• Hasan Tayyaba
• Sallum Ulysses W
• Slatko Barton
• Foster Jeremy

Classifications

• A01N25/00 Primary

  Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application {, e.g. seed treatment or sequential application}; Substances for reducing the noxious effect of the active ingredients to organisms other than pests · CPC title

• C07D501/16

  with a double bond between positions 2 and 3 · CPC title

• G01N2021/6439

  with indicators, stains, dyes, tags, labels, marks · CPC title

• A01N43/90 Primary

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• G01N21/6428

  Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" (in vivo A61B5/00; immunoassay G01N33/53) · CPC title