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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/56043

Lamellarin D bioconjugates I: synthesis and cellular internalization of PEG-derivatives

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Herein is reported the design and synthesis of poly(ethylene glycol) derivatives of Lamellarin D with the aim of modulating their physicochemical properties, and improving the biological activity. Mono-, di- and tri-PEG conjugates with improved solubility were obtained in 18-57% overall yields from the corresponding partially protected phenolic derivatives of Lamellarin D. Conjugates 1-9 were tested in a panel of three human tumor cell lines (MDA-MB-231 breast, A-549 lung and HT-29 colon) to evaluate their cytotoxicity. Several compounds exhibited enhanced cellular internalization, and more than 85% of the derivatives showed a lower GI50 than Lam-D. Furthermore, cell cycle arrest at G2 phase, and apoptotic cell-death pathways were determined for Lamellarin D and these derivatives.

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PLA QUERAL, Daniel, et al. Lamellarin D bioconjugates I: synthesis and cellular internalization of PEG-derivatives. Bioconjugate Chemistry. 2009. Vol. 20, num. 6, pags. 1100-1111. ISSN 1043-1802. [consulted: 19 of August of 2026]. Available at: https://hdl.handle.net/2445/56043

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