Synthesis and Biological Studies of 5-Aminolevulinic Acid-Containing Dendrimers for Photodynamic Therapy

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• 作者：Sinan H. Battah ; Cheng-Ean Chee ; Hiroaki Nakanishi ; Sandra Gerscher ; Alexander J. MacRobert ; and Christine Edwards
• 刊名：Bioconjugate Chemistry
• 出版年：2001
• 出版时间：November 2001
• 年：2001
• 卷：12
• 期：6
• 页码：980 - 988
• 全文大小：112K
• 年卷期：v.12,no.6(November 2001)
• ISSN：1520-4812

文摘

Using a convergent growth approach, a series of novel 5-aminolevulinic acid (ALA)-containingdendrimers have been synthesized. In these molecules, ALA residues are attached to the peripheryby ester linkages, with amide bonds connecting the dendrons. Three first-generation dendrimers,bearing either 6 or 9 ALA residues, were synthesized by attachment of a tris(Boc-protected ALA)-containing wedge (1) to a di- or tripodent aromatic, or tripodent aliphatic core. Two second generation18-ALA-containing dendrimers were also synthesized using a 3,3'-iminodipropionic acid spacer unitbetween wedge 1 and the aromatic core. These compounds differed only in the distance between thecore and the linker unit. The Boc-protected dendrimers were deprotected using trifluoroacetic acidand isolated as their TFA salts. The potential of these ALA ester dendrimers as macromolecularprodrugs for photodynamic therapy has been demonstrated in the tumorigenic keratinocyte PAM 212cell line.