Cytokine-bisphosphonate conjugates

Inventors

Karsenty, GerardBerger, JulianXiao, Han

Assignees

Columbia University in the City of New YorkWilliam Marsh Rice University

Publication Number

US-12280115-B2

Publication Date

2025-04-22

Expiration Date

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Abstract

Cytokine-bisphosphonate conjugates and methods of use thereof in muscle functions.

Core Innovation

Disclosed herein is a method for inhibiting, reducing and/or treating loss of muscle function comprising administering to a subject a pharmaceutical composition comprising a therapeutically effective amount of an agent that enhances Interleukin-6 (IL) release or activity, and optionally a pharmaceutically acceptable carrier or excipient; in certain exemplary embodiments the agent can be an IL-6 family cytokine conjugated to a bisphosphonate (IL6-BP).

A decline in muscle function is described as a devastating manifestation of aging that limits the ability of affected individuals to walk and perform elementary tasks, and osteocalcin (OCN) is described as a bone-derived hormone that is necessary and sufficient to increase muscle function; osteocalcin levels decline precipitously with age and replenishing OCN levels in aged mice restores their exercise capacity, but OCN's short half-life limits its development as a drug.

An IL-6 family cytokine-bisphosphonate conjugate is provided that comprises a bisphosphonate attached via one of its non-phosphonate R groups through a linking portion to an IL-6 family cytokine to target sustained IL-6 signaling to bone, thereby stimulating osteocalcin release and increasing exercise capacity; exemplary 1st and 2nd generation IL6-BP molecules and their engineering (including genetic code expansion and bioorthogonal click chemistry) are described, and experimental evidence in the specification indicates IL6-BP increases exercise capacity in an osteocalcin-dependent manner and produces a sustained increase in osteocalcin levels [procedural detail omitted for safety].

Claims Coverage

The independent claims disclose two primary inventive concepts covering (1) a class of cytokine-bisphosphonate conjugates with defined linkage chemistries and cytokine selections, and (2) a specific IL-6-bisphosphonate molecular conjugate.

Bisphosphonate linkage to IL-6 family cytokine

A cytokine-bisphosphonate conjugate comprising a bisphosphonate attached via one of its non-phosphonate R groups through a linking portion to an IL-6 family cytokine.

Azidophenylalanine-mediated triazole attachment

An embodiment where the cytokine comprises an azidophenylalanine residue and the triazole is composed from an azide group of the azidophenylalanine residue to form the bisphosphonate linkage.

Lysine-based Y linkage chemistries

An embodiment where the cytokine comprises a native lysine residue and Y comprises a nitrogen of the lysine sidechain, with Y selected from alkylimine, amide, urea, thiourea, sulfamidate, substituted benzo[d][1,2,3]triazin-4(3H)-one, or substituted 2-alkyliminoboronic acid, and attachment details as recited.

IL-6 family cytokine selection

The cytokine is selected from IL-6, Leptin, IL-11, ciliary neurotrophic factor (CNTF), leukemia inhibitory factor (LIF), oncostatin M (OSM), cardiotrophin 1 (CT-1), cardiotrophin-like cytokine (CLC), or IL-27.

Defined structural parameter ranges

Structural parameters for the conjugates include specified integer ranges for linker variables (e.g., l, m, n as recited in the specification) and defined substituents R1, R2, R3, R4, R5 as recited.

Specific IL-6-bisphosphonate molecular conjugate

A claimed embodiment comprising a specific IL-6-bisphosphonate conjugate molecule (and pharmaceutically acceptable salts thereof) in which IL-6 is interleukin-6.

Pharmaceutically acceptable salt of the IL-6 conjugate

The claimed IL-6-bisphosphonate conjugate is also claimed as a pharmaceutically-acceptable salt thereof.

The independent claims cover a class of cytokine-bisphosphonate conjugates defined by bisphosphonate linkage to IL-6 family cytokines via azidophenylalanine- or lysine-based chemistries, with specific structural parameter ranges and a claimed specific IL-6-bisphosphonate conjugate and its pharmaceutically acceptable salts.

Stated Advantages

Produces a long-lasting restoration or increase of exercise capacity in aged subjects.

Targets IL-6 signaling exclusively to bone to stimulate osteocalcin release while avoiding systemic IL-6 inflammatory effects.

Restores exercise capacity and/or reduces effects of sarcopenia and can prevent glucocorticoid-induced loss of exercise capacity.

A single dose can produce an increase in exercise capacity that endures for days, making it a promising drug candidate.

Documented Applications

Inhibiting, reducing and/or treating loss of muscle function.

Increasing exercise capacity in a subject having sarcopenia.

Treatment of subjects suffering from hip fracture, cancer, liver cirrhosis, Cushing's syndrome, Duchenne muscular dystrophy, a mitochondrial disease, kidney failure, diabetes, osteosarcopenia, or aging-associated loss of muscle function.

Use of an agent that enhances IL-6 release or activity in manufacturing a medicament for inhibiting or treating loss of muscle function.

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