title: Synthesis, photophysical properties and biological evaluation of β-alkylaminoporphyrin for photodynamic therapy.
abstract: A series of β-alkylaminoporphyrins conjugated with different amines at β position (D1-D3) or with electron-donating and electron-withdrawing substituents at phenyl position (D4-D6) were synthesized. Their photophysical and photochemical properties, intracellular localization, photocytotoxicities in vitro and vivo were also investigated. All target compounds exhibited no cytotoxicities in the dark and excellent photocytotoxicities against HeLa cells. Among them, D6 showed the highest phototoxicity and the lowest dark toxicity, which was more phototoxic than Hematoporphyrin monomethyl ether (HMME). In addition, D6 exhibited best photodynamic antitumor efficacy on BALB/c nude mice bearing HeLa tumor. Therefore, D6 is a powerful and promising antitumor photosensitizer for photodynamic therapy.
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Ping-Yong
authors.initials: PY
authors.lastname: Liao
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Xin-Rong
authors.initials: XR
authors.lastname: Wang
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Ying-Hua
authors.initials: YH
authors.lastname: Gao
authors.affiliation: Eastern Hepatobiliary Surgery Hospital, Second Military Medical University, Shanghai 200433, China.
authors.forename: Xiang-Hua
authors.initials: XH
authors.lastname: Zhang
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Li-Jun
authors.initials: LJ
authors.lastname: Zhang
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Chun-Hong
authors.initials: CH
authors.lastname: Song
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China.
authors.forename: Dan-Ping
authors.initials: DP
authors.lastname: Zhang
authors.affiliation: Ningbo Dongmi Pharmaceutical Co., Ltd, Ningbo 315899, China.
authors.forename: Yi-Jia
authors.initials: YJ
authors.lastname: Yan
authors.affiliation: Department of Pharmaceutical Science & Technology, College of Chemistry and Biology, Donghua University, Shanghai 201620, China. Electronic address: zlchen1967@qq.com.
authors.forename: Zhi-Long
authors.initials: ZL
authors.lastname: Chen
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005260:Female; D006367:HeLa Cells; D006801:Humans; D051379:Mice; D008807:Mice, Inbred BALB C; D008819:Mice, Nude; D015394:Molecular Structure; D009374:Neoplasms, Experimental / Q000188:drug therapy / Q000473:pathology; D055668:Photochemical Processes; D010778:Photochemotherapy; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D011166:Porphyrins
keywords: Antitumor; Photodynamic therapy; Photosensitizer; Tetraphenylporphyrin