IP Library Granted Patent US 11,130,776
Granted Patent B2
US 11,130,776 · App. 14/352,669 · Granted Sep 28, 2021

Use of avermectin derivative for increasing bioavailability and efficacy of macrocylic lactones

Inventors: Anne Lespine (Toulouse, FR); Roger Prichard (Toulouse, FR); Cecile Menez (Toulouse, FR)
C07H17/08A61K31/277A61K31/365A61K31/366A61K31/475A61K31/7048A61K45/06C07D493/06C07D493/20
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Quick Facts
Patent No.
US 11,130,776
App. No.
14/352,669
Granted
Sep 28, 2021
Kind
B2
Abstract

The present invention relates to the use of avermectin derivative as a drug for the treatment of parasitic infections. The avermectin derivative is represented by the formula (I) wherein: (i) R 1 is chosen from the group constituted of —CH(CH 3 ) 2 , —CH(CH 3 )CH 2 CH 3 , or cyclohexyle, (ii) X represents —CH 2 —CH 2 —, or —CH═CH—, (iii) R 2 is chosen from the group constituted of or —OH group, (iv) R 3 is OH or NOH, (v) represents a single bond when R 3 is OH, or a double bond when R 3 is NOH, as an inhibitor of a membrane-bound protein which transports exogenous compounds out of target cells.

Claims (15)

1. A pharmaceutical composition comprising a compound of formula Ia

wherein

R 1 is selected from the group consisting of —CH(CH 3 ) 2 and —CH(CH 3 )CH 2 CH 3 ,

a second active ingredient selected from the group consisting of a macrocyclic lactone antiparasitic agent, an antitumoral agent, an antiviral agent, an antibacterial agent, and an antifungal agent, wherein the second active ingredient is a compound other than a compound of formula Ia;

and,

a pharmaceutically acceptable carrier, wherein the compound is present in the composition in an amount at least equal to the amount of the second active ingredient in the composition.

2. The pharmaceutical composition according to claim 1 wherein the second active ingredient is an antiparasitic agent.

3. The pharmaceutical composition according to claim 2 , wherein the second active ingredient is selected from the group consisting of avermectins and milbemycins.

4. The pharmaceutical composition according to claim 1 , wherein the second active ingredient selected from the group consisting of abamectin, doramectin, eprinomectin, and a milbemycin.

5. The pharmaceutical composition according to claim 1 , wherein said composition consists of the compound of formula I(a), the second active ingredient, and a pharmaceutically acceptable carrier.

6. A method for the treatment of infections, comprising administering to a subject in need of such treatment a composition according to claim 1 .

7. The method according to claim 6 , wherein the second active ingredient is an antiparasitic agent.

8. The method according to claim 7 , wherein the second active ingredient is selected from the group consisting of avermectins and milbemycins.

9. The method according to claim 7 , wherein the second active ingredient is selected from the group consisting of abamectin, doramectin, eprinomectin, and a milbemycin.

10. A method for the treatment of cancers that are resistant to chemotherapeutic agents, wherein the cancers express ATP-binding cassette (ABC) transporters, comprising administering to a subject in need thereof a composition according to claim 1 in combination with an antitumoral agent.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY DATA PREVIOUSLY RECORDED ON REEL 052469 FRAME 0167. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Apr 28, 2020
From: INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUE (INRA)
To: INSTITUT NATIONAL DE RECHERCHE POUR L'AGRICULTURE, L'ALIMENTATION ET L'ENVIRONNEMENT
Reel/Frame 052510/0160 →
CHANGE OF NAME Recorded Apr 22, 2020
From: INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUE (INRA)
To: INSTITUT NATIONAL DE RECHERCHE POUR L'AGRICULTURE, L'ALIMENTATION ET L'ENVIRONNEMENT (INRAE)
Reel/Frame 052469/0167 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2015
From: LESPINE, ANNE; MENEZ, CECILE
To: INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUE (INRA)
Reel/Frame 035144/0114 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2015
From: PRICHARD, ROGER
To: THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY
Reel/Frame 035144/0121 →