Unsaturated dendrimers compositions, related formulations, and methods of use thereof

A (e.g., unsaturated) dendrimer of a generation (g) having a structural formula:

• or a pharmaceutically acceptable salt thereof, wherein:
• (a) the core comprises a structural formula (XCore):
• wherein:
• Q is independently at each occurrence a covalent bond, —O—, —S—, —NR2—, or —CR3aR3b—;
• R2 is independently at each occurrence R1g or -L2-NR1eR1f;
• R3a and R3b are each independently at each occurrence hydrogen or an optionally substituted (e.g., C1-C6, such as C1-C3) alkyl;
• R1a, R1b, R1c, R1d, R1e, R1f, and R1g (if present) are each independently at each occurrence a point of connection to a branch, hydrogen, or an optionally substituted (e.g., C1-C12) alkyl;
• L0, L1, and L2 are each independently at each occurrence selected from a covalent bond, (e.g., C1-C12, such as C1-C6 or C1-C3) alkylene, (e.g., C1-C12, such as C1-C8 or C1-C6) heteroalkylene (e.g., C2-C8 alkyleneoxide, such as oligo(ethyleneoxide)), [(e.g., C1-C6) alkylene]-[(e.g., C4-C6) heterocycloalkyl]-[(e.g., C1-C6) alkylene], [(e.g., C1-C6) alkylene]-(arylene)-[(e.g., C1-C6) alkylene] (e.g., [(e.g., C1-C6) alkylene]-phenylene-[(e.g., C1-C6) alkylene]), (e.g., C4-C6) heterocycloalkyl, and arylene (e.g., phenylene);
• or,
• alternatively, part of L1 form a (e.g., C4-C6) heterocycloalkyl (e.g., containing one or two nitrogen atoms and, optionally, an additional heteroatom selected from oxygen and sulfur) with one of R1c and R1d;
• and
• x1 is 0, 1, 2, 3, 4, 5, or 6;
• and
• (b) each branch of the plurality (N) of branches independently comprises a structural formula (XBranch):
• wherein:
• * indicates a point of attachment of the branch to the core;
• g is 1, 2, 3, or 4;
• Z=2(g-1);
• G=0, when g=1;
• or G=i=0i=g-22i, when g≠1;
• (c) each diacyl group independently comprises a structural formula
• wherein:
• * indicates a point of attachment of the diacyl group at the proximal end thereof;
• ** indicates a point of attachment of the diacyl group at the distal end thereof;
• Y3 is independently at each occurrence an optionally substituted (e.g., C1-C12);
• alkylene, an optionally substituted (e.g., C1-C12) alkenylene, or an optionally substituted (e.g., C1-C12) arenylene;
• A1 and A2 are each independently at each occurrence —O—, —S—, or —NR4—, wherein:
• R4 is hydrogen or optionally substituted (e.g., C1-C6) alkyl;
• m1 and m2 are each independently at each occurrence 1, 2, or 3;
• and
• R3c, R3d, R3e, and R3f are each independently at each occurrence hydrogen or an optionally substituted (e.g., C1-C8) alkyl;
• and
• (d) each linker group independently comprises a structural formula
• wherein:
• ** indicates a point of attachment of the linker to a proximal diacyl group;
• *** indicates a point of attachment of the linker to a distal diacyl group;
• and
• Y1 is independently at each occurrence an optionally substituted (e.g., C1-C12) alkylene, an optionally substituted (e.g., C1-C12) alkenylene, or an optionally substituted (e.g., C1-C12) arenylene;
• and
• (e) each terminating group is R independently at each occurrence selected from C6-C22 alkenyl, C6-C22 alkadienyl, and C6-C22 alkatrienyl.