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Research of Organic Chemical Molecules and Materials for Biological Applications

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

Deadline for manuscript submissions: closed (20 April 2022) | Viewed by 10883

Special Issue Editor


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Guest Editor
Center for Education and Research in Agricultural Innovation, Faculty of Agriculture, Saga University, 152-1 Shonan-cho, Karatsu, Saga 847-0021, Japan
Interests: organic synthesis; organic reaction; bioactive molecules; natural resources; phosphorus chemistry

Special Issue Information

Dear Colleagues,

Organic molecules and biology are closely related. Some organic molecules act on living organisms, and new bioactive organic molecules are still being discovered. This has led to the creation of new drugs. Artificial organic molecules and materials that mimic biological mechanisms have also been developed. On the other hand, biological materials can be used as resources for organic molecules. Various organic molecules play an important role as tools in the field of chemical biology.

Based on this background, This Special Issue covers researches of organic chemical molecules and materials for biological applications, particularly including synthetic methods of them, discovery of bioactive compounds from plants, algae, etc., showing biological properties of organic molecules, and biomaterials. Full papers, communications, and mini-reviews are welcomed in the issue.

Dr. Shin-ichi Kawaguchi
Guest Editor

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

  • bioactive molecules
  • natural products
  • biological materials
  • biological mechanisms
  • chemical biology
  • biomaterial

Published Papers (5 papers)

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Research

9 pages, 2181 KiB  
Article
Analysis of the Structural Aspects of Tannin-Based Adhesives by 2D-NMR
by Sachikazu Omura, Yoshinori Kawazoe and Daisuke Uemura
Materials 2021, 14(19), 5479; https://0-doi-org.brum.beds.ac.uk/10.3390/ma14195479 - 22 Sep 2021
Cited by 3 | Viewed by 1510
Abstract
We developed non-toxic, harmless adhesives composed of all-natural and renewable resources, of which one was composed of tannin and gelatin, which unfortunately was lacking water resistance, and the other of tannin and ε-poly-l-lysine. In this study, we analyzed the chemical structures [...] Read more.
We developed non-toxic, harmless adhesives composed of all-natural and renewable resources, of which one was composed of tannin and gelatin, which unfortunately was lacking water resistance, and the other of tannin and ε-poly-l-lysine. In this study, we analyzed the chemical structures of these adhesives by two-dimensional nuclear magnetic resonance (2D-NMR) to explain the difference in water-resistance of the two glues. The results showed that only one proton was left in the benzene ring of tannin after mixing. This suggests that the amino group of the protein was directly attached to the benzene ring by a Michael addition-type reaction, and not to the hydroxyl group. In addition, the heteronuclear multiple bond correlation spectrum of the tannin-poly-l-lysine compound indicated that the hydroxyl groups of the tannin oxidized, suggesting the improvement of its water resistance. Full article
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12 pages, 3915 KiB  
Article
Aza-Reversine Promotes Reprogramming of Lung (MRC-5) and Differentiation of Mesenchymal Cells into Osteoblasts
by Fani Tsitouroudi, Vasiliki Sarli, Dimitrios Poulcharidis, Maria Pitou, Alexandros Katranidis and Theodora Choli-Papadopoulou
Materials 2021, 14(18), 5385; https://0-doi-org.brum.beds.ac.uk/10.3390/ma14185385 - 17 Sep 2021
Cited by 1 | Viewed by 2024
Abstract
Reversine or 2-(4-morpholinoanilino)-N6-cyclohexyladenine was originally identified as a small organic molecule that induces dedifferentiation of lineage-committed mouse myoblasts, C2C12, and redirects them into lipocytes or osteoblasts under lineage-specific conditions (LISCs). Further, it was proven that this small molecule can induce cell cycle arrest [...] Read more.
Reversine or 2-(4-morpholinoanilino)-N6-cyclohexyladenine was originally identified as a small organic molecule that induces dedifferentiation of lineage-committed mouse myoblasts, C2C12, and redirects them into lipocytes or osteoblasts under lineage-specific conditions (LISCs). Further, it was proven that this small molecule can induce cell cycle arrest and apoptosis and thus selectively lead cancer cells to cell death. Further studies demonstrated that reversine, and more specifically the C2 position of the purine ring, can tolerate a wide range of substitutions without activity loss. In this study, a piperazine analog of reversine, also known as aza-reversine, and a biotinylated derivative of aza-reversine were synthesized, and their potential medical applications were investigated by transforming the endoderm originates fetal lung cells (MRC-5) into the mesoderm originated osteoblasts and by differentiating mesenchymal cells into osteoblasts. Moreover, the reprogramming capacity of aza-reversine and biotinylated aza-reversine was investigated against MRC-5 cells and mesenchymal cells after the immobilization on PMMA/HEMA polymeric surfaces. The results showed that both aza-reversine and the biofunctionalized, biotinylated analog induced the reprogramming of MRC-5 cells to a more primitive, pluripotent state and can further transform them into osteoblasts under osteogenic culture conditions. These molecules also induced the differentiation of dental and adipose mesenchymal cells to osteoblasts. Thus, the possibility to load a small molecule with useful “information” for delivering that into specific cell targets opens new therapeutic personalized applications. Full article
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10 pages, 4005 KiB  
Article
Oxidative Synthesis of Acid Blue 7 Dye Catalyzed by CuO/Silicotungstic Acid in Water-Phase
by Akihiro Nomoto, Tomoya Okada, Yuki Yamamoto, Shota Kuroda, Kuniaki Marui, Mika Yamamoto, Hidetaka Tsujimoto, Michio Ueshima, Tamotsu Nishigahana, Keiji Itoh, Gohei Kobata, Shintaro Kodama and Akiya Ogawa
Materials 2021, 14(16), 4505; https://0-doi-org.brum.beds.ac.uk/10.3390/ma14164505 - 11 Aug 2021
Cited by 2 | Viewed by 2173
Abstract
A catalytic oxidation reaction for Acid Blue 7 dye synthesis was evaluated in water. Without lead oxide or manganese oxide derivatives as oxidants, polyoxometalate catalysts were investigated to reduce the usage of harmful heavy metal. A catalyst was prepared by mixing silicotungstic acid [...] Read more.
A catalytic oxidation reaction for Acid Blue 7 dye synthesis was evaluated in water. Without lead oxide or manganese oxide derivatives as oxidants, polyoxometalate catalysts were investigated to reduce the usage of harmful heavy metal. A catalyst was prepared by mixing silicotungstic acid with copper oxide, and aqueous hydrogen peroxide (30%) was used as an oxidizing agent. This reaction proceeded to produce Acid Blue 7 from the corresponding leuco acid after 45 min at 95 °C and was viable for a 10 g-scale synthesis. Full article
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13 pages, 3403 KiB  
Article
Transition-Metal-Catalyzed Diarylation of Isocyanides with Triarylbismuthines for the Selective Synthesis of Imine Derivatives
by Shintaro Kodama, Yuki Yamamoto, Yohsuke Kobiki, Hitomi Matsubara, Cong Chi Tran, Shin-ichi Kawaguchi, Akihiro Nomoto and Akiya Ogawa
Materials 2021, 14(15), 4271; https://0-doi-org.brum.beds.ac.uk/10.3390/ma14154271 - 30 Jul 2021
Cited by 2 | Viewed by 1791
Abstract
The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]2 were found to selectively afford N-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially [...] Read more.
The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]2 were found to selectively afford N-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially yielding N,N’-dialkyl or N,N’-diaryl α-diimines. In addition, a cascade synthesis of 2,3-diarylquinoxalines starting from the palladium-catalyzed diarylation of isocyanides with triarylbismuthines was successfully achieved. Full article
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18 pages, 6236 KiB  
Article
New Approach for Using of Mentha longifolia L. and Citrus reticulata L. Essential Oils as Wood-Biofungicides: GC-MS, SEM, and MNDO Quantum Chemical Studies
by Hayssam M. Ali, Wael A. A. Abo Elgat, Mervat EL-Hefny, Mohamed Z. M. Salem, Ayman S. Taha, Dunia A. Al Farraj, Mohamed S. Elshikh, Ashraf A. Hatamleh and Eslam M. Abdel-Salam
Materials 2021, 14(6), 1361; https://0-doi-org.brum.beds.ac.uk/10.3390/ma14061361 - 11 Mar 2021
Cited by 25 | Viewed by 2655
Abstract
Background: Fungi growing on wood cause deterioration of stored food materials or discoloration of the wood itself, and the search for new and safe bioagents is recently needed. Methods: Essential oils (EOs) from aerial parts from Mentha longifolia L. and Citrus reticulata L., [...] Read more.
Background: Fungi growing on wood cause deterioration of stored food materials or discoloration of the wood itself, and the search for new and safe bioagents is recently needed. Methods: Essential oils (EOs) from aerial parts from Mentha longifolia L. and Citrus reticulata L., analyzed by gas chromatography-mass spectrometry (GC-MS), were tested for their antifungal activity by the vapor method against four common fungi, Aspergillus flavus, A. niger, A. fumigatus, and Fusarium culmorum, and confirmed by SEM examination as the oils applied on wood samples. Results: The most abundant compounds identified in the EO from M. longifolia were menthone and eucalyptol; in C. reticulata EO, they were β-caryophyllene, β-caryophyllene oxide, and β-elemene. EOs from M. longifolia and C. reticulata, at 500 and 250 µL/mL, showed potent antifungal activity against A. flavus and A. fumigatus, with 100% fungal mycelial inhibition growth (FMIG). C. reticulata and M. longifolia EOs, at 125 µL/mL, observed FMIG values of 98% and 95%, respectively, against A. fumigatus. M. longifolia EO, at 500 and 250 µL/mL, showed potent activity against A. niger, with 100% FMIG. F. culmorum completely inhibited (100% FMIG) EOs from M. longifolia and C. reticulata applied at 500 µL/mL. Pinus roxburghii Sarg. Wood, treated with M. longifolia at 125 µL/mL, showed inhibition zone values of 7.33 and 21.33 mm against A. flavus and A. niger, respectively. Conclusions: Both oils possessed good wood-biofungicide activity with the vapor method, as clearly shown by the SEM examination. These activities suggest their possible use as natural wood preservatives. Full article
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