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The Application of New Organic Materials in Biology

A special issue of Materials (ISSN 1996-1944). This special issue belongs to the section "Biomaterials".

Deadline for manuscript submissions: closed (10 January 2022) | Viewed by 10383

Special Issue Editors


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Guest Editor
Wrocław University of Science and Technology, Wroclaw, Poland
Interests: chiral heteroorganic compounds; asymmetric synthesis with a special focus on catalytic methods; hetero-Diels-Alder reaction; Mannich reaction; design and synthesis of biologically active compounds

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Guest Editor
Fac Chem, University of Wroclaw, Wroclaw, Poland
Interests: macrocyclic complexes, porphyrin oligomers; degradation of tetrapyrroles; photooxidation; history of chemistry

Special Issue Information

Dear Colleagues,

Two centuries ago, “organic compound” and “substance of biological origin” were treated as synonyms. The development of organic synthesis, starting for the pioneering works of Wöhler, Kolbe, von Liebig, Berthelot, and many others, has led us to the point where an unlimited number of stable “unnatural” carbon compounds can be prepared in the laboratory. Furthermore, synthetic pathways for the construction of complex organic materials can now be designed that are more atom- and step-economical than previous methods.

The majority of new compounds are prepared with the aim to fulfill specific requirements directed by their possible applications. A particular attention is focused on the materials that exhibit a desired biological activity and can be used mainly as agrochemicals and pharmaceuticals. Numerous organic drugs, starting from relatively simple to sophisticated compounds with a specific stereochemistry are used to prevent, diagnose, and finally to treat diseases. This incessant quest for more active, more selective, and more easily available pharmaceuticals has received special attention in the context of the pandemic of COVID-19.

In this Special Issue, modern tendencies in the area of efficient and selective preparation of organic materials and studies on their biological activity will be presented and discussed.

We invite you to submit a manuscript for this Special Issue. Full papers, communications, and reviews are all welcome.

Dr. Elżbieta Wojaczyńska
Dr. Jacek Wojaczyński
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. Materials 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 2600 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

  • Agrochemicals
  • Biological activity
  • Drugs
  • Organic materials
  • Organic synthesis
  • Pharmaceuticals

Published Papers (4 papers)

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Research

15 pages, 1669 KiB  
Article
Design, Synthesis, and In Vitro Antiproliferative Activity of Hydantoin and Purine Derivatives with the 4-Acetylphenylpiperazinylalkyl Moiety
by Agnieszka Zagórska, Anna Czopek, Anna Jaromin, Magdalena Mielczarek-Puta, Marta Struga, Dorota Stary and Marek Bajda
Materials 2021, 14(15), 4156; https://doi.org/10.3390/ma14154156 - 26 Jul 2021
Cited by 2 | Viewed by 1830
Abstract
Cancer represents one of the most serious health problems and the second leading cause of death around the world. Heterocycles, due to their prevalence in nature as well as their structural and chemical diversity, play an immensely important role in anti-cancer drug discovery. [...] Read more.
Cancer represents one of the most serious health problems and the second leading cause of death around the world. Heterocycles, due to their prevalence in nature as well as their structural and chemical diversity, play an immensely important role in anti-cancer drug discovery. In this paper, a series of hydantoin and purine derivatives containing a 4-acetylphenylpiperazinylalkyl moiety were designed, synthesized, and biologically evaluated for their anticancer activity on selected cancer cell lines (PC3, SW480, SW620). Compound 4, a derivative of 3′,4′-dihydro-2′H-spiro[imidazolidine-4,1′-naphthalene]-2,5-dione, was the most effective against SW480, SW620, and PC3 cancer cell lines. Moreover, 4 has high tumor-targeting selectivity. Based on docking studies, it was concluded that R isomers of 3′,4′-dihydro-2′H-spiro[imidazolidine-4,1′-naphthalene]-2,5-dione could be further studied as promising scaffolds for the development of thymidine phosphorylase inhibitors. Full article
(This article belongs to the Special Issue The Application of New Organic Materials in Biology)
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14 pages, 3573 KiB  
Communication
Synthesis and Antiproliferative Activity of Triazoles Based on 2-Azabicycloalkanes
by Franz Steppeler, Dagmara Kłopotowska, Joanna Wietrzyk and Elżbieta Wojaczyńska
Materials 2021, 14(8), 2039; https://doi.org/10.3390/ma14082039 - 18 Apr 2021
Cited by 4 | Viewed by 1821
Abstract
A library of 21 novel chiral 1,2,3-triazole-based 2-azabicycloalkane conjugates was designed and synthesized using the copper(I)-catalyzed click reaction. The obtained hybrids were assessed for their antiproliferative potency against three selected human cancer cell lines: Hs294T (melanoma), MIA PaCa-2 (pancreas tumor) and NCI-H1581 (lung [...] Read more.
A library of 21 novel chiral 1,2,3-triazole-based 2-azabicycloalkane conjugates was designed and synthesized using the copper(I)-catalyzed click reaction. The obtained hybrids were assessed for their antiproliferative potency against three selected human cancer cell lines: Hs294T (melanoma), MIA PaCa-2 (pancreas tumor) and NCI-H1581 (lung tumor). The majority of the synthesized compounds demonstrated moderate to potent activity, and some of them appeared more selective than cisplatin, with selectivity index exceeding 9. Full article
(This article belongs to the Special Issue The Application of New Organic Materials in Biology)
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22 pages, 5089 KiB  
Article
Ruthenium(II) and Iridium(III) Complexes as Tested Materials for New Anticancer Agents
by Joanna Masternak, Agnieszka Gilewska, Barbara Barszcz, Iwona Łakomska, Katarzyna Kazimierczuk, Jerzy Sitkowski, Joanna Wietrzyk, Anna Kamecka and Magdalena Milczarek
Materials 2020, 13(16), 3491; https://doi.org/10.3390/ma13163491 - 7 Aug 2020
Cited by 8 | Viewed by 3347
Abstract
The oncological use of cisplatin is hindered by its severe side effects and a very important resistance problem. To overcome these problems, scientists have attempted to design new generation transition-metal anticancer complexes. In this study, we present new complexes, ruthenium(II) [(η6- [...] Read more.
The oncological use of cisplatin is hindered by its severe side effects and a very important resistance problem. To overcome these problems, scientists have attempted to design new generation transition-metal anticancer complexes. In this study, we present new complexes, ruthenium(II) [(η6-p-cymene)RuCl(py2CO)]PF6 (1), iridium(III) [(η5-Cp)IrCl(py2CO)]PF6 (2), and NH4[IrCl4(py2CO)]·H2O (3), based on di-2-pyridylketone (py2CO). The prepared complexes were characterized by FTIR, 1H, 13C, 15N NMR, UV-Vis, PL and elemental analysis techniques. The single-crystal X-ray structure analysis and comparative data revealed pseudo-octahedral half-sandwich 1 and 2 complexes and octahedral tetrachloroiridate(III) 3 with a rare chelating κ2N,O coordination mode of py2CO. The compounds were tested in vitro against three cancer cell lines—colorectal adenoma (LoVo), myelomonocytic leukaemia (MV-4-11), breast adenocarcinoma (MCF-7), and normal fibroblasts (BALB/3T3). The most promising results were obtained for iridium(III) complex 3 against MV-4-11 (IC50 = 35.8 ± 13.9 µg/mL) without a toxic effect against normal BALB/3T3, which pointed towards its selectivity as a potential anticancer agent. Extensive research into their mode of binding with DNA confirmed for 1 and 2 complexes non-classical binding modes, while the 3D circular dichroism (CD) experiment (ΔTm) suggested that 3 induced the probable formation of covalent bonds with DNA. In addition, the obtained iridium complexes induce ROS, which, in synergy with hydrolysis promoting DNA bonding, may lead to cancer cell death. Full article
(This article belongs to the Special Issue The Application of New Organic Materials in Biology)
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29 pages, 6971 KiB  
Article
Conjugates of Chitosan and Calcium Alginate with Oligoproline and Oligohydroxyproline Derivatives for Potential Use in Regenerative Medicine
by Joanna Wasko, Justyna Fraczyk, Angelika Becht, Zbigniew J. Kaminski, Sandra Flinčec Grgac, Anita Tarbuk, Marta Kaminska, Mariusz Dudek, Eulalia Gliscinska, Zbigniew Draczynski and Beata Kolesinska
Materials 2020, 13(14), 3079; https://doi.org/10.3390/ma13143079 - 10 Jul 2020
Cited by 7 | Viewed by 2552
Abstract
New materials that are as similar as possible in terms of structure and biology to the extracellular matrix (external environment) of cells are of great interest for regenerative medicine. Oligoproline and oligohydroxyproline derivatives (peptides 25) are potential mimetics of collagen [...] Read more.
New materials that are as similar as possible in terms of structure and biology to the extracellular matrix (external environment) of cells are of great interest for regenerative medicine. Oligoproline and oligohydroxyproline derivatives (peptides 25) are potential mimetics of collagen fragments. Peptides 25 have been shown to be similar to the model collagen fragment (H-Gly-Hyp-Pro-Ala-Hyp-Pro-OH, 1) in terms of both their spatial structure and biological activity. In this study, peptides 25 were covalently bound to nonwovens based on chitosan and calcium alginate. Incorporation of the peptides was confirmed by Fourier transform -infrared (FT-IR) and zeta potential measurements. Biological studies (cell metabolic activity by using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) test and Live/Dead assay) proved that the obtained peptide-polysaccharide conjugates were not toxic to the endothelial cell line EA.hy 926. In many cases, the conjugates had a highly affirmative influence on cell proliferation. The results of this study show that conjugates of chitosan and calcium alginate with oligoproline and oligohydroxyproline derivatives have potential for use in regenerative medicine. Full article
(This article belongs to the Special Issue The Application of New Organic Materials in Biology)
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