“Cascade‐Release Dendrimers” Liberate All End Groups upon a Single Triggering Event in the Dendritic Core

Inhibition of Mitosis by Glycopeptide Dendrimer Conjugates of Colchicine

“…Hypothetical mechanism for mitosis inhibition by glycopeptide conjugates of colchicine. The glycopeptide dendrimer drug conjugate is taken into the cell (1), and is then degraded by intracellular proteases to release colchicine (2). Colchicine binds to tubulin and inhibits its polymerization (3), thereby blocking mitosis.…”

“…The solvent was then removed in vacuo and the residue was purified by flash chromatography on silica gel (AcOEt/acetone, 4:1, R f = 0.28) to give N-Boc-colchicine (0.187 mg, 0.38 = 179.9, 164.7, 154.2, 154.1, 151.8, 151.2, 142.3, 137.5, 136.3, 134.7, 133.3, 126.7, 113.7, 107.8, 85.5, 62.2, 62.1, 58.5, 57.0, 56.7, 33.3, 30.8, 30.3, 28.5, 2, 164.6, 154.9, 154.1, 151.8, 142.2, 136.6, 135.6, 134.9, 131.8, 126.3, 112.7, 107.8, 80.5, 62.1, 61.2, 61.0, 56.9, 56.7, 53.7, 38.3, 30.6, 28.9 = 179.6, 164.7, 154.7, 151.6, 147.4, 142.2, 137.3, 137.2, 134.4, 132.0, 125.1, 114.4, 108.3, 61.9, 61.9, 57.2, 56.7, 54.5, 36.4, 30. 166.4, 164.8, 154.3, 151.9, 150.8, 142.5, 136.8, 136.1, 134.6, 131.3, 126.2, 113.2, 108.1, 62.1, 62.1, 57.1, 56.8, 53.3, 43.1, 37.5, 30.4 164.7, 160.1, 154.1, 151.9, 151.6, 150.2, 142.4, 137.8, 136.8, 135.8, 134.8, 131.6, 126.4, 121.9, 121.1, 112.9, 108.0, 62.2, 62.1, 57.0, 56.8, 53.0, 37.6, 36.4, 35.8, 30.6 O- (2,3,4,-N-oxyphthalimide (7): A 30 % solution of HBr in AcOH (8.2 mL, 0.142 mol, 11 equiv) was added dropwise to a solution of a-d-glucose pentaacetate 6 (5.06 g, 0.013 mol) in CH 2 Cl 2 (30 mL) at 0 8C. The resulting mixture was stirred at 0 8C for 30 min and then at room temperature for 3 h. After the addition of further CH 2 Cl 2 , the solution was washed with cold water and with a cold solution of NaHCO 3 .…”

“…[2] Dendrimers are already in use as gene transfection agents. [3] In principle, a dendritic drug-delivery system should include a tissue-or cell-targeting molecule and an inactive prodrug that can be released by a selective triggering mechanism.…”

Synthesis of Carbosilane Dendrimers Containing up to Four Metal Layers

“…However, it should be noted that geometric disassembly of dendritic structures is a known concept in organic chemistry, with interesting implications in areas such as drug delivery. [16] …”

Parameters Influencing the Release of Tertiary Alcohols from the Surface of “Spherical” Dendrimers and “Linear” Stylomers by Neighbouring‐Group‐Assisted Hydrolysis of 2‐Carbamoylbenzoates

“…[8,9] Since, for steric reasons, a larger number of molecules can be attached to the dendrimer surface than could possibly be physically trapped within the dendritic branches, the release of bioactive compounds by covalentbond cleavage from the dendrimer surface is particularly interesting for high-generation dendrimers. Redox reactions, [10][11][12] photofragmentations, [13][14][15] hydrolyses [16][17][18][19] and the action of enzymes or catalytic antibodies [20][21][22][23] were identified as the most common triggers for covalent-bond cleavage at the dendrimer surface. Besides drug delivery, this concept was also successfully used to control the release of fragrances.…”