Title: N,O‐Iminoboronates: Reversible Iminoboronates with Improved Stability for Cancer Cells Targeted Delivery.
Authors: Lopes, Ricardo M. R. M.; Ventura, Ana E.; Silva, Liana C.; Faustino, Hélio; Gois, Pedro M. P.
Abstract: Abstract: Herein a new class of iminoboronates obtained from 2‐acetylbenzene boronic acids and aminophenols is presented. The N,O‐ligand topology enabled the formation of an additional B−O bond that locks the boron center in a tetrahedral geometry. This molecular arrangement decisively contributes to improve the construct′s stability in biocompatible conditions and retaining the iminoboronate reversibility in more acidic environments. 2‐Acetylbenzene boronic acid was reacted with a fluorescent amino‐coumarin to yield a stable and non‐fluorescent N,O‐iminoboronate. This mechanism was further used to assemble a folate receptor targeting conjugate that selectively delivered the fluorescent amino‐coumarin to MDA‐MB‐231 human breast cancer cells.
Subjects: ACETOPHENONE; BORONIC acids; AMINOPHENOLS; COUMARINS; BREAST cancer; CANCER cells
Publication: Chemistry - A European Journal, 2018, Vol 24, Issue 48, p12495
ISSN: 0947-6539
Publication type: Academic Journal
DOI: 10.1002/chem.201802515

N,O‐Iminoboronates: Reversible Iminoboronates with Improved Stability for Cancer Cells Targeted Delivery.

Lopes, Ricardo M. R. M.; Ventura, Ana E.; Silva, Liana C.; Faustino, Hélio; Gois, Pedro M. P.