Synthesis of boronated meso-arylporphyrins via copper-catalyzed 1,3-dipolar cycloaddition reaction and their binding ability towards albumin and low density lipoproteins

被引：7

作者：

Ol'shevskaya, Valentina A. ^{[1
]}

Zaitsev, Andrei, V ^{[1
]}

Makarenkov, Anton, V ^{[1
]}

Kononova, Elena G. ^{[1
]}

Markova, Alina A. ^{[1
]}

Kostyukov, Alexey A. ^{[2
]}

Egorov, Anton E. ^{[2
]}

Klimovich, Mikhail A. ^{[2
]}

Koroleva, Olga A. ^{[2
]}

Kuzmin, Vladimir A. ^{[2
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia

[2] Russian Acad Sci, Emanuel Inst Biochem Phys, Moscow 119334, Russia

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2020年 / 916卷

关键词：

Porphyrins; Triazoles; Carboranes; Fluorescence; Triplet state; Phototoxicity; NEUTRON-CAPTURE THERAPY; PHOTODYNAMIC THERAPY; NUCLEOPHILIC-SUBSTITUTION; PHOTOPHYSICAL PROPERTIES; CLICK CHEMISTRY; FREE-BASE; PORPHYRINS; MECHANISMS; PHOTOSENSITIZERS; DERIVATIVES;

D O I：

10.1016/j.jorganchem.2020.121248

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of novel meso- triazoloporphyrin-carborane conjugates was prepared in good yields via the copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction of Zn(II) or Pd(II) 5,10,15,20-tetrakis[4-(2-propargyloxy)-2,3,5,6-tetrafluorophenyl]porphyrin or Zn(II) 5,10,15,20-tetra(p-propargyloxyphenyl) porphyrin with 1-azidomethyl-o-carborane in CH2Cl2. Zinc metalloporphyrins were demetallated under acidic conditions to afford the corresponding free-base triazolo-carborane porphyrins in excellent yields. All new compounds were characterized by MS, NMR and UV-vis spectroscopy and their photophysical properties were studied. (C) 2020 Elsevier B.V. All rights reserved.

引用

页数：11

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