Unlocking the Potential of Pterostilbene: A Pharmaceutical Element for Aptamer-Based Nanomedicine.

Natural compounds like pterostilbene (PTE) have gained recognition for their various biological activities and potential health benefits. However, challenges related to bioavailability and limited clinical efficacy have prompted efforts to strengthen their therapeutic potential. To meet these challenges, we herein rationally designed and successfully synthesized a pharmaceutical phosphoramidite that allows for the programmable incorporation of PTE into oligonucleotides. The resultant aptamer-PTE conjugate can selectively bind to cancer cells, leading to a specific internalization and drug release. Moreover, compared with free PTE, the conjugate exhibits superior cytotoxicity in cancer cells. Specifically, in a zebrafish xenograft model, the nanomedicine effectively inhibits tumor growth and neovascularization, highlighting its potential for targeted antitumor therapy. This approach presents a promising avenue for harnessing the therapeutic potential of natural compounds via a nanomedicine solution.

1-(4-{[(E)-3-Eth-oxy-2-hy-droxy-benzyl-idene]amino}-phen-yl)ethanone oxime.

In the title compound, C(17)H(18)N(2)O(3), the benzene rings form a dihedral angle of 3.34 (2)°. There is a strong intra-molecular O-H⋯N hydrogen bonds (which induces planarity of the structure). In the crystal, mol-ecules are linked by pairs of O-H⋯N hydrogen bonds, forming inversion dimers.

Bis{(E)-2-[1-(eth-oxy-imino)-eth-yl]-1-naphtho-lato-κN,O}copper(II).

In the title complex, [Cu(C(14)H(14)NO(2))(2)], the discrete complex mol-ecules have crystallographic inversion symmetry. The slightly distorted square-planar coordination sphere of the Cu(II) atom comprises two phenolate O atoms and two oxime N atoms from two bidentate-chelate 2-[1-(eth-oxy-imino)-eth-yl]-1-naphtho-late O-ethyl oxime (L(-)) ligands [Cu-O = 1.8919 (17) Šand Cu-N = 1.988 (2) Å]. The two naphthalene ring systems in the mol-ecule are parallel, with a perpendicular inter-planar spacing of 1.473 (2) Å, while each complex unit forms links to four other mol-ecules via inter-molecular methyl C-H⋯π inter-actions, giving an infinite cross-linked layered supra-molecular structure.