4.1 Article

Synthesis and supramolecular self-assembly of phenothiazine functionalized by carboxyphenyl fragments

期刊

RUSSIAN CHEMICAL BULLETIN
卷 69, 期 2, 页码 333-338

出版社

SPRINGER
DOI: 10.1007/s11172-020-2765-z

关键词

phenothiazine; synthesis; methyl anthranilate; self-assembly; supramolecular associates; nanoprecipitation

资金

  1. Russian Science Foundation [18-73-00293]
  2. Russian Science Foundation [18-73-00293] Funding Source: Russian Science Foundation

向作者/读者索取更多资源

Dispersions of non-toxic compounds characterized by an intense absorbance in the near-IR range find use in photodynamic therapy as effcient antibacterial and anticancer agents. An approach to the preparation of aqueous dispersions of nanoparticles with controlled morphology is described. 3,7-Bis(arylamino)phenothiazin-5-ium derivatives containing the ester and carboxylic groups were synthesized for the first time by the oxidative addition of methyl anthranilate to phenothiazin-5-ium tetraiodide with subsequent hydrolysis of the ester groups. The association with 3-phenylimino-7-phenylaminophenothiazine was studied for the synthesized bis(carboxyl)phenothiazinium derivative. The obtained 1: 1 associate is characterized by the bathochromic shift. The nanoprecipitation of the obtained nanoassociate in a methanol-water system was studied, and the morphology of the prepared dispersions was characterized: 3-phenylimino-7-phenylaminophenothiazine forms nanofiber structures, bis(carboxyl) derivative forms spherical particles, and the two-component associate forms facet-shaped particles

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