Amb motiu del tancament d'estiu, la validació de documents es reprendrà a partir del 28 d'agost de 2026. Disculpeu les molèsties.
Con motivo del cierre de verano, la validación de documentos se reanudará a partir del 28 de agosto de 2026. Disculpad las molestias
Due to the summer closure, document validation will resume starting August 28, 2026. We apologize for any inconvenience.

Fitxers

881703.pdf (1.82 MB)

Tipus de document

Article

Versió

Versió publicada

Data de publicació

2025-01-31

Llicència de publicació

cc-by (c) Reina del Pozo, Manuel et al., 2025
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/231066

New UB006 derivatives with a higher solubility and cytotoxic activity in ovarian cancer cells

Títol de la revista

Autors

Director/Tutor

ISSN de la revista

Títol del volum

Recurs relacionat

https://doi.org/10.3390/ph18020194

Resum

Background/Objectives: The compound (±)-UB006 ((4SR,5SR)-4 (hydroxymethyl)- 3-methylene-5-octyldihydrofuran-2(3H)-one) is a promising anti-cancer molecule. The enantiomer (–)-UB006 displays a potent cytotoxic effect in several tumor cell lines, particularly the ovarian cancer OVCAR-3 cell line, with a 40-fold increase in potency compared with the fatty acid synthase (FAS) inhibitor C75. Furthermore, in vivo, (–)-UB006 reduced the tumor burden in neuroblastoma xenografts. This effect was attributed to FAS inhibition and upregulation of apoptotic markers. However, CoA adducts of UB006 presented low solubility. Methods: We synthesized several (±)-UB006 derivatives by elongating the carbon chain of the primary alcohol and/or by adding hydroxyl groups with the aim of finding more potent and soluble anti-cancer compounds. Results: Our results showed a decrease in cytotoxicity when the carbon chain was elongated by more than two carbons. However, ethyl or propyl polyhydroxylated four-branched compounds showed an increased or maintained potency and solubility. The most promising compound was (±)-UB035 (IC50: 2.1 ± 0.2 µM), with a 2.5-fold increase in cytotoxicity in the OVCAR-3 cell line and a >4-fold increase in solubility (>2 mM) compared with (±)-UB006.

Matèries

Càncer d'ovari, Àcids grassos, Cèl·lules canceroses

Matèries (anglès)

Ovarian cancer, Fatty acids, Cancer cells

Citació

Col·leccions

Articles publicats en revistes (Química Inorgànica i Orgànica)
Articles publicats en revistes (Biologia Cel·lular, Fisiologia i Immunologia)
Articles publicats en revistes (Bioquímica i Fisiologia)
Articles publicats en revistes (Institut de Biomedicina (IBUB))

Citació

REINA DEL POZO, Manuel, et al. New UB006 derivatives with a higher solubility and cytotoxic activity in ovarian cancer cells. Pharmaceuticals. 2025. Vol. 18, num. 2, pags. 194. ISSN 1424-8247. [consulted: 3 of August of 2026]. Available at: https://hdl.handle.net/2445/231066

Exportar metadades

JSON - METS

Compartir registre