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These PP derivatives, efficiently constructed via multicomponent reaction pathways from readily accessible precursors, exhibit an intense orange-red fluorescence in solution. Incorporation of appendage diversity in the side chain induces significant solid-state bathochromic shifts, with emission maxima extending close to the near-infrared region (NIR). Single-crystal X-ray diffraction analysis elucidated the intermolecular interactions and the packing motifs. Complementary theoretical investigations (DFT and TD-DFT) and molecular electrostatic potential (MEP) analyses provided mechanistic insight into their photophysical properties. Furthermore, cellular imaging studies in Candida albicans demonstrated efficient uptake and distinct intracellular localization, highlighting the potential of PP fluorophores as versatile probes for advanced biological applications. Collectively, the PP framework represents a promising fluorescent pharmacophore, exhibiting measurable antifungal activity while enabling precise fluorescent staining and imaging of Candida species.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01559","type":"journal-article","created":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T10:02:45Z","timestamp":1790071365000},"page":"13180-13194","source":"Crossref","is-referenced-by-count":0,"title":["Isoindole-Based\nMulticomponent Synthesis of Pyrimido[6,1,2-\n                    <i>cd<\/i>\n                    ]pyrrolizine\nFluorophores with Unsymmetrical Urea Handles:\nPhotophysical, Theoretical, and Antifungal Imaging Studies"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6949-1499","authenticated-orcid":true,"given":"Dhanavardini","family":"Mouttousadeappane","sequence":"first","affiliation":[{"name":"Pondicherry University , , ,","place":["Puducherry, India, 605014"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nithya","family":"Natarajan","sequence":"additional","affiliation":[{"name":"Pondicherry University , , ,","place":["Puducherry, India, 605014"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2552-345X","authenticated-orcid":true,"given":"Thamarainathan","family":"Doulassiramane","sequence":"additional","affiliation":[{"name":"Pondicherry University , , ,","place":["Puducherry, India, 605014"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kokila","family":"Manickam","sequence":"additional","affiliation":[{"name":"Vinayaka Mission\u2019s Research Foundation (Deemed University) , , , ,","place":["Karaikal, Puducherry, India, 609609"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1947-1868","authenticated-orcid":true,"given":"Ramanathan","family":"Padmanaban","sequence":"additional","affiliation":[{"name":"Pondicherry University , , ,","place":["Puducherry, India, 605014"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Suganya","family":"Kannan","sequence":"additional","affiliation":[{"name":"Vinayaka Mission\u2019s Research Foundation (Deemed University) , , , ,","place":["Karaikal, Puducherry, India, 609609"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9310-1649","authenticated-orcid":true,"given":"Vasuki","family":"Gnanasambandam","sequence":"additional","affiliation":[{"name":"Pondicherry University , , ,","place":["Puducherry, India, 605014"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,22]]},"reference":[{"issue":"23","key":"2026100208062725000_cit1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules27238421","article-title":"Fluorescent Organic Small Molecule Probes for Bioimaging and Detection\nApplications","volume":"27","author":"Yang","year":"2022","journal-title":"Molecules"},{"issue":"10","key":"2026100208062725000_cit2","doi-asserted-by":"publisher","first-page":"3406","DOI":"10.1039\/D0SC06928K","article-title":"Fluorescent\nSmall Organic Probes for Biosensing","volume":"12","author":"Tian","year":"2021","journal-title":"Chem. 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