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Photochemical Reactions in Organic Synthesis

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (31 October 2021) | Viewed by 3745

Special Issue Editors

Universitat Politècnica de València, Valencia, Spain
Interests: photoredox Catalysis; organic synthesis; biphotonic processes; visible light; molecular spectroscopy

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Guest Editor
Departamento de Química, Universitat Politècnica de València Camino de Vera s/n, 46022 Valencia, Spain
Interests: organic photochemistry; photobiology; drug-biomolecule interaction; intrasupramolecular photoreactivity

Special Issue Information

Dear Colleagues,

We are delighted to cordially ask you to contribute to this Special Issue on “Photochemical Reactions in Organic Synthesis” that will be published in the open access journal Molecules, with an impact factor in 2019 of 3.267.

Despite the extensive literature on applications of photochemical processes to organic synthesis, there is great interest in the development of more innovative and efficient synthetic methodologies to obtain new chemical entities.

This Special Issue will accept original research papers and high-quality reviews in the fields of organic photochemistry, photoredox catalysis and synthetic applications. The topic of this Special Issue will be mainly (but not only) focused on new synthetic approaches using visible light as energy source, with special emphasis in elucidating the diverse mechanistic aspects of these processes.

Dr. Raul Perez
Prof. Dr. M. Consuelo Jiménez
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • organic photochemistry
  • molecular spectroscopy
  • photoredox catalysis
  • visible light
  • synthetic applications

Published Papers (1 paper)

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Research

26 pages, 2268 KiB  
Article
Photochemical Reactivity of Naphthol-Naphthalimide Conjugates and Their Biological Activity
by Matija Sambol, Patricia Benčić, Antonija Erben, Marija Matković, Branka Mihaljević, Ivo Piantanida, Marijeta Kralj and Nikola Basarić
Molecules 2021, 26(11), 3355; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules26113355 - 02 Jun 2021
Cited by 1 | Viewed by 2751
Abstract
Quinone methide precursors 1ae, with different alkyl linkers between the naphthol and the naphthalimide chromophore, were synthesized. Their photophysical properties and photochemical reactivity were investigated and connected with biological activity. Upon excitation of the naphthol, Förster resonance energy transfer (FRET) [...] Read more.
Quinone methide precursors 1ae, with different alkyl linkers between the naphthol and the naphthalimide chromophore, were synthesized. Their photophysical properties and photochemical reactivity were investigated and connected with biological activity. Upon excitation of the naphthol, Förster resonance energy transfer (FRET) to the naphthalimide takes place and the quantum yields of fluorescence are low (ΦF ≈ 10−2). Due to FRET, photodehydration of naphthols to QMs takes place inefficiently (ΦR ≈ 10−5). However, the formation of QMs can also be initiated upon excitation of naphthalimide, the lower energy chromophore, in a process that involves photoinduced electron transfer (PET) from the naphthol to the naphthalimide. Fluorescence titrations revealed that 1a and 1e form complexes with ct-DNA with moderate association constants Ka ≈ 105–106 M−1, as well as with bovine serum albumin (BSA) Ka ≈ 105 M−1 (1:1 complex). The irradiation of the complex 1e@BSA resulted in the alkylation of the protein, probably via QM. The antiproliferative activity of 1ae against two human cancer cell lines (H460 and MCF 7) was investigated with the cells kept in the dark or irradiated at 350 nm, whereupon cytotoxicity increased, particularly for 1e (>100 times). Although the enhancement of this activity upon UV irradiation has no imminent therapeutic application, the results presented have importance in the rational design of new generations of anticancer phototherapeutics that absorb visible light. Full article
(This article belongs to the Special Issue Photochemical Reactions in Organic Synthesis)
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