Synthesis and tubulin-binding properties of non-symmetrical click C5-curcuminoids.
Basic Information
ID: ALA2413031
Journal: Bioorg Med Chem
Title: Synthesis and tubulin-binding properties of non-symmetrical click C5-curcuminoids.
Authors: Caldarelli A, Penucchini E, Caprioglio D, Genazzani AA, Minassi A.
Abstract: A click-type entry into shortened curcuminoids of the diarylpentanoid type has been developed. The reaction is ideally suited to generate non-symmetrical analogues of curcumin, a class of natural products difficult to access but of growing biomedical relevance and special mechanistic interest to investigate the unique binding mode of curcumin to tubulin. Investigation of a series of click diarylpentane curcuminoids and their pyrazole adducts in various cellular tubulin functional assays validated this class of compounds as a novel type of anti-mitotic agents, evidencing structure-activity relationships, and identifying the pyrazole adduct 4k as a promising lead.
CiteXplore: 23830698
DOI: 10.1016/j.bmc.2013.05.053
Patent ID: ┄