Name: Mc-Dexamethasone
Brand: BOC Sciences
Rating: 5 (1 reviews)

IUPAC Name

1-[3-[(2E)-2-[1-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-hydroxyethylidene]hydrazinyl]propyl]pyrrole-2,5-dione

Canonical SMILES

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=NNCCCN5C(=O)C=CC5=O)CO)O)C)O)F)C

InChI

InChI=1S/C29H38FN3O6/c1-17-13-21-20-6-5-18-14-19(35)9-10-26(18,2)28(20,30)23(36)15-27(21,3)29(17,39)22(16-34)32-31-11-4-12-33-24(37)7-8-25(33)38/h7-10,14,17,20-21,23,31,34,36,39H,4-6,11-13,15-16H2,1-3H3/b32-22+/t17-,20+,21+,23+,26+,27+,28+,29+/m1/s1

Solubility

10 mm in DMSO

Appearance

Solid

Shelf Life

-20°C 3 years powder; -80°C 2 years in solvent

Shipping

Room temperature

Storage

-20°C

Form

Solid

Mc-Dexamethasone, as a drug-linker conjugate for antibody-drug conjugates (ADCs), represents a significant advancement in targeted cancer therapy. ADCs are innovative therapeutics designed to deliver cytotoxic drugs specifically to cancer cells, minimizing damage to healthy tissues. Mc-Dexamethasone integrates the potent anti-inflammatory and immunosuppressive properties of Dexamethasone, a known glucocorticoid receptor agonist, with a non-cleavable MC linker. This design ensures that the drug remains inactive while circulating in the bloodstream, becoming activated only upon binding to the targeted cancer cells. By focusing the therapeutic action precisely where it’s needed, Mc-Dexamethasone enhances the efficacy of treatment and reduces systemic side effects, making it a promising option for cancers with high glucocorticoid receptor expression.

The choice of dexamethasone as the cytotoxic payload in Mc-Dexamethasone exploits its well-characterized pharmacological profile, which includes the downregulation of pro-inflammatory cytokines and the modulation of transcriptional activity in glucocorticoid-responsive elements. This mode of action is beneficial not only for its primary targeting purposes but also offers a dual mechanism by controlling inflammation-related pathways within the tumor microenvironment. This additional capability can contribute to a reduction in cancer-associated inflammation, potentially hindering tumor growth and metastasis, and making Mc-Dexamethasone particularly useful in cancers known to have inflammatory components, such as certain lymphomas and leukemias.

Furthermore, the use of a non-cleavable MC linker in the design of Mc-Dexamethasone is pivotal for its stability and specificity. Unlike cleavable linkers, non-cleavable variants remain bound to both the antibody and the drug within the cell, requiring the entire ADC to be internalized. This characteristic not only heightens the specificity of the drug release but also prevents premature release of the cytotoxin, reducing off-target toxicity. This makes non-cleavable linkers like the one in Mc-Dexamethasone preferable in situations where premature drug release could cause significant harm or diminish therapeutic impact, thus expanding the potential applicability of this ADC in precise oncological interventions.