Advances in Engineering Advances in Engineering features breaking research judged by Advances in Engineering advisory team to be of key importance in the Engineering field. Papers are selected from over 10,000 published each week from most peer reviewed journals.
Dyes and Pigments, Volume 99, Issue 2, November 2013, Pages 348-356.
Ao Wang, Yanjie Ma, Lin Zhou, Shan Lu, Yun Lin, Jiahong Zhou, Shaohua Wei.
College of Chemistry and Materials Science, Jiangsu Key Laboratory of Biofunctional Materials, Key Laboratory of Applied Photochemistry, Nanjing Normal University, Nanjing 210046, PR China.
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Abstract
Polyamines are naturally occurring compounds that play important roles in multiple cell processes. In most cases, phthalocyanine-polyamine (Pc-polyamine) conjugates have good anticancer activity. However, low solubility in water limits their application in photodynamic therapy (PDT). The common method to solve this problem is quaternizing the nitrogen atoms to obtain cationic derivatives. An alternative strategy by preparing hydrochloride is easily neglected. In this paper, a Pc-polyamine conjugate substituted with 1,2-diethylamino (ZnPc1) was conferred water solubility by two different strategies, which are preparing hydrochloride (ZnPc2) and quaternizing the nitrogen atoms (ZnPc3). The synthetic methods and properties of the two derivatives were compared and discussed. Results indicated that both ZnPc2 and ZnPc3 possessed good solubility in water. However, strategy of preparing hydrochloride is much easier than quaternization process and the singlet oxygen generation ability, the photostability and anticancer activity of ZnPc2 in vitro were also superior to the ZnPc3.
