Artificially synthesized sphingosine derivative lipoid monomer and use of same for delivering nucleic acid
AssigneeBeijing Baishihekang Pharmaceutical Technology (Bsjpharma) Co., Ltd
InventorsChengyu Jiang, Yuhao Qin, Xiaoyun Li, Cong Zhang
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Abstract
The invention provides an artificially synthesized single sphingosine lipid and use of delivering a nucleic acid thereof. More particularly, the invention provides Use or method for delivering a nucleic acid to a cell or a subject using a compound of Formula (I), a stereoisomer or a pharmaceutical acceptable salt thereof, or a combination comprising a compound of Formula (I), a stereoisomer or a pharmaceutical acceptable salt thereof,
Claims15
A method for delivering a nucleic acid to a cell or a subject, comprising:
- (1) providing an organic solvent solution comprising a lipid composition;
- (2) providing an aqueous solution comprising the nucleic acid;
- (3) mixing the organic solvent solution of step (1) with the aqueous solution of step (2), and then heating at a temperature of 60° C. to 100° C. to obtain a lipid-nucleic acid mixture, and
- (4) contacting the lipid-nucleic acid mixture of step (3) with the cell or the subject so that the nucleic acid is delivered to the cell or the subject,
- wherein
- (i) the lipid composition consists of compound No.41, compound No.38 and one or more compounds of Formula (I), a stereoisomer or a pharmaceutical acceptable salt thereof;
- or
- (ii) the lipid composition consists of compound No.41, compound No.38, compound No.48 and one or more compounds of Formula (I), a stereoisomer or a pharmaceutical acceptable salt thereof;
- wherein compound No.41, compound No.38, and compound No.48 have the following structures respectively:
- wherein the compound of Formula (I) has a structure of:
- wherein:
- R1 is selected from C1-20 alkyl or C2-20 alkenyl, which is optionally substituted by one to three hydroxyl groups;
- R2 is hydrogen and R3 is hydroxyl;
- or
- R2 and R6 together for oxo (═O);
- R4 and R5 are independently selected from the group consisting of hydrogen, C1-20 alkyl, C1-30 alkylacyl and C2-30 alkenylacyl, said C1-30 alkylacyl and C2-30 alkenylacyl are optionally substituted by one to three groups selected from biotin, acyl or hydroxyl;
- R6 is selected from the group consisting of hydrogen, hydroxyl, phosphate ester group, —O-glycosyl, Ganglioside, and NH2—CH2—CH2—O—P(O)OH—.
A method for delivering a nucleic acid to a cell or a subject, comprising:
- (1) providing an organic solvent solution comprising a lipid composition;
- (2) providing an aqueous solution comprising the nucleic acid;
- (3) mixing the organic solvent solution of step (1) with the aqueous solution of step (2), and then heating at a temperature of 60° C. to 100° C. to obtain a lipid-nucleic acid mixture, and
- (4) contacting the lipid-nucleic acid mixture of step (3) with the cell or the subject so that the nucleic acid is delivered to the cell or the subject,
- wherein
- (i) the lipid composition consists of compound No.41, compound No.38 and one or more sphingosine derivatives, a stereoisomer or a pharmaceutical acceptable salt thereof;
- or
- (ii) the lipid composition consists of compound No.41, compound No.38, compound No.48 and one or more sphingosine derivatives, a stereoisomer or a pharmaceutical acceptable salt thereof;
- wherein compound No.41, compound No.38, and compound No.48 have the following structures respectively:
- wherein the one or more sphingosine derivatives are selected from the group consisting of
- No.
- Structure
- So-1
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- So-74
- So-75
Dependencies are inferred from the claim text.