Monocyclic β-lactam-siderophore conjugate, and preparation method and use thereof
AssigneeShanghai Institute of Materia Medica, Chinese Academy of Sciences
InventorsYushe Yang, Liang Tan, Qunhuan Kou
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Abstract
The present disclosure relates to the field of pharmaceutical synthesis, and more particularly, relates to a monocyclic β-lactam-siderophore conjugate as well as a method for synthesizing same and its use in the treatment of bacterial infectious diseases. Provided are a monocyclic β-lactam-siderophore conjugate represented by formula (I) as described herein, an optical isomer thereof or a pharmaceutically acceptable salt thereof, and a method for synthesizing same, and a use thereof in treating bacterial infectious diseases.
Claims11
A monocyclic β-lactam-siderophore conjugate represented by formula (I), an optical isomer thereof or a pharmaceutically acceptable salt thereof:
- wherein X=CY or N, Y is H or a halogen;
- R is
- (1) a carboxyl group, —COOR1 or —CONR2R3;
- (2) an unsubstituted C1-6 linear alkyl group, an unsubstituted C3-6 branched alkyl group, a C3-6 cycloalkyl group or an unsubstituted C2-7 alkenyl group;
- (3) a substituted C1-4 linear alkyl group or C3-6 branched alkyl group, wherein the substituent is a hydroxyl group, an amino group, a cyano group, —OR1, —SR1, —S(O2)R1, —NR2R3, and a halogen;
- (4) a substituted or unsubstituted phenyl group, wherein the substituent in the substituted phenyl group is 1 to 3 substituents independently selected from the group consisting of a hydroxyl group, a cyano group, —R1, —OR1, —NR2R3 and a halogen;
- or
- (5) a substituted or unsubstituted 5- or 6-membered heteroaryl ring group having 1 to 4 hetero atoms independently selected from the group consisting of N, S and O, wherein the substituent in the 5- or 6-membered heteroaryl ring group is independently selected from the group consisting of a hydroxyl group, a cyano group, —R1, —OR1, —NR2R3, and a halogen;
- R1 is a C1-6 linear alkyl group, a C3-6 branched alkyl group or a C3-6 cycloalkyl group;
- R2 and R3 are each independently a hydrogen, a C1-6 linear alkyl group, a C3-6 branched alkyl group or a C3-6 cycloalkyl group;
- the halogen is F, Cl, Br or I;
- preferably F, Cl or Br;
- a stereo configuration of an alpha carbon may be of S type or R type or (R, S) type.
Dependencies are inferred from the claim text.