Water-soluble derivatives of 4-oxo-N-(4-hydroxyphenyl) retinamide

synthesis and biological activity

Loana Musso, Paola Tiberio, Valentina Appierto, Raffaella Cincinelli, Elena Cavadini, Loredana Cleris, Maria Grazia Daidone, Sabrina Dallavalle

Research output: Contribution to journalLetter

1 Citation (Scopus)

Abstract

A novel series of 4-oxo-N-(4-hydroxyphenyl) retinamide (4-oxo-4-HPR) derivatives were synthesized with the aim of increasing the poor solubility of the parent compound in biological fluids, while maintaining the cytotoxic activity and the dual mechanism of action. The most promising compound 13a showed antiproliferative/apoptotic activity. The analysis of its mechanism of action revealed that it retained the particular characteristic of 4-oxo-4-HPR which is able to induce cell cycle arrest during the mitotic phase, coupled with the formation of aberrant mitotic spindles.

Original languageEnglish
Pages (from-to)608-614
Number of pages7
JournalChemical Biology and Drug Design
DOIs
Publication statusPublished - Oct 1 2016

Fingerprint

Bioactivity
Derivatives
Water
Spindle Apparatus
Cell Cycle Checkpoints
Solubility
Cells
Fluids
4-oxofenretinide

Keywords

  • 4-oxo-4-HPR
  • antimitotic activity
  • antiproliferative activity
  • fenretinide
  • water-soluble drugs

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine

Cite this

Musso, L., Tiberio, P., Appierto, V., Cincinelli, R., Cavadini, E., Cleris, L., ... Dallavalle, S. (2016). Water-soluble derivatives of 4-oxo-N-(4-hydroxyphenyl) retinamide: synthesis and biological activity. Chemical Biology and Drug Design, 608-614. https://doi.org/10.1111/cbdd.12781

Water-soluble derivatives of 4-oxo-N-(4-hydroxyphenyl) retinamide : synthesis and biological activity. / Musso, Loana; Tiberio, Paola; Appierto, Valentina; Cincinelli, Raffaella; Cavadini, Elena; Cleris, Loredana; Daidone, Maria Grazia; Dallavalle, Sabrina.

In: Chemical Biology and Drug Design, 01.10.2016, p. 608-614.

Research output: Contribution to journalLetter

Musso, Loana ; Tiberio, Paola ; Appierto, Valentina ; Cincinelli, Raffaella ; Cavadini, Elena ; Cleris, Loredana ; Daidone, Maria Grazia ; Dallavalle, Sabrina. / Water-soluble derivatives of 4-oxo-N-(4-hydroxyphenyl) retinamide : synthesis and biological activity. In: Chemical Biology and Drug Design. 2016 ; pp. 608-614.
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