{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,7]],"date-time":"2026-05-07T02:03:59Z","timestamp":1778119439820,"version":"3.51.4"},"reference-count":69,"publisher":"Wiley","issue":"14","license":[{"start":{"date-parts":[[2025,5,9]],"date-time":"2025-05-09T00:00:00Z","timestamp":1746748800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,5,9]],"date-time":"2025-05-09T00:00:00Z","timestamp":1746748800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["aces.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2025,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Using the \u201c1,2,4\u2010triazine\u201d methodology, we have designed a series of new 9\n                    <jats:italic>H<\/jats:italic>\n                    \u2010pyrido[2,3\u2010\n                    <jats:italic>b<\/jats:italic>\n                    ]indole\u2010based fluorophores\/probes\n                    <jats:bold>4a\u2010e<\/jats:bold>\n                    ,\n                    <jats:bold>7a<\/jats:bold>\n                    ,\n                    <jats:bold>b,<\/jats:bold>\n                    and\n                    <jats:bold>8a<\/jats:bold>\n                    ,\n                    <jats:bold>b<\/jats:bold>\n                    . Photophysical studies of the push\u2010pull fluorophores\n                    <jats:bold>8a<\/jats:bold>\n                    and\n                    <jats:bold>8b<\/jats:bold>\n                    revealed a positive solvatochromic effect with\n                    <jats:italic>\u0394\u03bc<\/jats:italic>\n                    &gt; 15D and Stokes shifts of up to 270\u00a0nm. Experimental data and theoretical calculations of the ground and excited states of the compounds demonstrated that pyridoindoles\n                    <jats:bold>4a\u2010e<\/jats:bold>\n                    and\n                    <jats:bold>7a,b<\/jats:bold>\n                    exhibit a planarized intramolecular charge\u2010transfer (PLICT) state, which is accompanied by a gradual increase in luminescence quantum yield for samples\n                    <jats:bold>4d<\/jats:bold>\n                    and\n                    <jats:bold>7b<\/jats:bold>\n                    with increasing solvent polarity. Probe\n                    <jats:bold>4b<\/jats:bold>\n                    , characterized by an acid dissociation constant (p\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>a<\/jats:sub>\n                    ) of 5.5, showed high sensitivity to local pH changes in the microenvironment. A \u201cturn\u2010off\u201d acidochromic response was observed for\n                    <jats:bold>4d<\/jats:bold>\n                    and\n                    <jats:bold>8a<\/jats:bold>\n                    with Stern\u2013Volmer quenching constants of 1.6\u00a0\u00d7\u00a010\n                    <jats:sup>3<\/jats:sup>\n                    and 5.5\u00a0\u00d7\u00a010\n                    <jats:sup>3<\/jats:sup>\n                    \u00a0M\n                    <jats:sup>\u22121<\/jats:sup>\n                    , respectively, while a \u201cturn\u2010off\u2010on\u201d response was detected for\n                    <jats:bold>4b<\/jats:bold>\n                    and\n                    <jats:bold>8b<\/jats:bold>\n                    during titration with TFA. Fluorescence and UV\u2013vis absorption spectroscopy studies of the interaction between probe\n                    <jats:bold>4b<\/jats:bold>\n                    and calf thymus DNA (\n                    <jats:italic>ct<\/jats:italic>\n                    DNA) confirmed a static quenching mechanism with the formation of\n                    <jats:bold>\n                      4b\u2010\n                      <jats:italic>ct<\/jats:italic>\n                      DNA\n                    <\/jats:bold>\n                    complex, indicating that the probe binds to the DNA helix via a groove binding mode. These findings highlight the potential of this pyridoindoles for visual detection and cellular imaging applications.\n                  <\/jats:p>","DOI":"10.1002\/asia.202500573","type":"journal-article","created":{"date-parts":[[2025,5,9]],"date-time":"2025-05-09T13:26:50Z","timestamp":1746797210000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["New 9\n                    <i>H<\/i>\n                    \u2010pyrido[2,3\u2010\n                    <i>b<\/i>\n                    ]Indoles, Synthesis, Photophysical\/Theoretical Studies, and Application as the Fluorescence Probes"],"prefix":"10.1002","volume":"20","author":[{"given":"Maria I.","family":"Valieva","sequence":"first","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"},{"name":"Postovsky Institute of Organic Synthesis Ural Division of the Russian Academy of Sciences  22 S. Kovalevskoy Str. Yekaterinburg 620219 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ekaterina A.","family":"Kudryashova","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Svetlana S.","family":"Potapova","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"},{"name":"Postovsky Institute of Organic Synthesis Ural Division of the Russian Academy of Sciences  22 S. Kovalevskoy Str. Yekaterinburg 620219 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yuliya M.","family":"Sayfutdinova","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yaroslav K.","family":"Shtaitz","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tatyana N.","family":"Moshkina","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9434-6835","authenticated-orcid":false,"given":"Olga S.","family":"Taniya","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Anastasiya V.","family":"Rybakova","sequence":"additional","affiliation":[{"name":"South Ural State University  76, Lenin prospect Chelyabinsk 454080 Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dmitry S.","family":"Kopchuk","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"},{"name":"Postovsky Institute of Organic Synthesis Ural Division of the Russian Academy of Sciences  22 S. Kovalevskoy Str. Yekaterinburg 620219 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alexander S.","family":"Novikov","sequence":"additional","affiliation":[{"name":"Institute of Chemistry Saint Petersburg State University  7\/9 Universitetskaya Nab. Saint Petersburg 199034 (Russia)"},{"name":"Joint Research Institute of Chemistry, Faculty of Physics, Mathematics and Natural Sciences \u0420eoples\u2019 Friendship University of Russia (RUDN University)  6 Miklukho\u2010Maklaya St. Moscow 117198 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vasiliy S.","family":"Gaviko","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"},{"name":"M.N. Mikheev Institute of Metal Physics of Ural Branch of Russian Academy of Science  18 S. Kovalevskoy Str. Yekaterinburg 620108 (Russia)"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Grigory V.","family":"Zyryanov","sequence":"additional","affiliation":[{"name":"Ural Federal University  19 Mira Str. Yekaterinburg 620002 (Russia)"},{"name":"Postovsky Institute of Organic Synthesis Ural Division of the Russian Academy of Sciences  22 S. Kovalevskoy Str. 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