title: Synthesis and biological evaluation of new boron-containing chlorin derivatives as agents for both photodynamic therapy and boron neutron capture therapy of cancer.
abstract: New boron-containing chlorin derivatives 9 and 13 as agents for both photodynamic therapy (PDT) and boron neutron capture therapy (BNCT) of cancer were synthesized from photoprotoporphyrin IX dimethyl ester (2) and L-4-boronophenylalanine-related compounds. The in vivo biodistribution and clearance of 9 and 13 were investigated in tumor-bearing mice. The time to maximum accumulation of compound 13 in tumor tissue was one-fourth of that of compound 9, and compound 13 showed rapid clearance from normal tissues within 24h after injection. The in vivo therapeutic efficacy of PDT using 13 was evaluated by measuring tumor growth rates in tumor-bearing mice with 660 nm light-emitting diode irradiation at 3h after injection of 13. Tumor growth was significantly inhibited by PDT using 13. These results suggested that 13 might be a good candidate for both PDT and BNCT of cancer.
authors: Fushimi Pharmaceutical Co., Ltd, 1676 Nakazu-cho, Marugame, Kagawa 763-8605, Japan.
authors: Ryuji
authors: R
authors: Asano
authors: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 562 Nanatsuka-cho, Shobara, Hiroshima 727-0023, Japan.
authors: Amon
authors: A
authors: Nagami
authors: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 562 Nanatsuka-cho, Shobara, Hiroshima 727-0023, Japan.
authors: Yuki
authors: Y
authors: Fukumoto
authors: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 562 Nanatsuka-cho, Shobara, Hiroshima 727-0023, Japan.
authors: Kaori
authors: K
authors: Miura
authors: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 562 Nanatsuka-cho, Shobara, Hiroshima 727-0023, Japan.
authors: Futoshi
authors: F
authors: Yazama
authors: Faculty of Health and Welfare Science, Okayama Prefectural University, 111 Kuboki, Soja, Okayama 719-1197, Japan.
authors: Hideyuki
authors: H
authors: Ito
authors: Porphyrin Lab., 1-2-35 Tsushimanishizaka, Kita-ku, Okayama 700-0086, Japan.
authors: Isao
authors: I
authors: Sakata
authors: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 562 Nanatsuka-cho, Shobara, Hiroshima 727-0023, Japan. Electronic address: atai@pu-hiroshima.ac.jp.
authors: Akihiro
authors: A
authors: Tai
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000493:pharmacokinetics / Q000494:pharmacology / Q000627:therapeutic use; D001895:Boron / Q000737:chemistry*; D016754:Boron Neutron Capture Therapy; D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects; D008027:Light; D051379:Mice; D008807:Mice, Inbred BALB C; D009369:Neoplasms / Q000532:radiotherapy*; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology / Q000627:therapeutic use; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology / Q000627:therapeutic use; D014018:Tissue Distribution
chemical_list: C000592653:13,17-bis(1-carboxy-2-(4-(dihydroxyboranyl)phenyl)ethyl)carbamoylethyl)-3-ethenyl-8-ethoxyiminoethylidene-7-hydroxyl-2,7,12,18-tetramethylporphyrin; D000970:Antineoplastic Agents; D001897:Boronic Acids; D017319:Photosensitizing Agents; D011166:Porphyrins; C006969:chlorin; D001895:Boron
keywords: Boron neutron capture therapy; Chlorin derivatives; Photodynamic therapy; Porphyrin