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Molecules
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Heterocyclic Compounds: Isolation, Synthesis, and Biological Evaluation
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Heterocyclic Compounds: Isolation, Synthesis, and Biological Evaluation

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

Deadline for manuscript submissions: closed (28 February 2023) | Viewed by 4366

Special Issue Editors

Dr. Shaoyong Ke

E-Mail Website
Guest Editor
Key Laboratory of Microbial Pesticides, Ministry of Agriculture and Rural Affairs, National Biopesticide Engineering Research Centre, Hubei Biopesticide Engineering Research Centre, Hubei Academy of Agricultural Sciences, Wuhan 430064, China
Interests: organic chemistry; green synthesis; pesticide chemistry; medicinal chemistry
Dr. Wei Fang

E-Mail Website
Guest Editor
Key Laboratory of Microbial Pesticides, Ministry of Agriculture and Rural Affairs, National Biopesticide Engineering Research Centre, Hubei Biopesticide Engineering Research Centre, Hubei Academy of Agricultural Sciences, Wuhan 430064, China
Interests: natural products; isolation; structural identification; biological activity
Dr. Liqiao Shi

E-Mail Website
Guest Editor
Key Laboratory of Microbial Pesticides, Ministry of Agriculture and Rural Affairs, National Biopesticide Engineering Research Centre, Hubei Biopesticide Engineering Research Centre, Hubei Academy of Agricultural Sciences, Wuhan 430064, China
Interests: pharmacology; pathogenic biology; biological evaluation

Special Issue Information

Dear Colleagues,

Heterocyclic compounds occur in diverse fields, including medicine, agriculture, organic materials, etc., which form a major part of organic chemistry. Those novel heterocycles isolated from natural products in particular have attracted a great deal of attention due to their extensive biological properties, and they have also been most widely used as lead molecules for the discovery of novel drugs and agrochemicals. Among them, alkaloids are an important class of heterocyclic compounds and classified into diverse categories based on their special structural features, which have played a key role in drug design for a long time. Thus, the unique structure and extensive bioactivity of heterocyclic compounds have generated significant interest in the total synthesis of such compounds and discussion of their potential applications in the field of drugs and agrochemicals.

Therefore, it would be of interest to collect within this Special Issue recent comprehensive research advances in heterocyclic compounds and focus on the design, synthesis, and bio-evaluation of novel heterocyclic compounds, and the isolation and structural characterization of natural heterocyclic compounds. We invite researchers to contribute original research or review articles related to this topic.

Dr. Shaoyong Ke
Dr. Wei Fang
Dr. Liqiao Shi
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

  • heterocyclic compounds
  • natural alkaloids
  • green synthesis
  • molecular design
  • pharmacological activity
  • pesticide activity
  • biological evaluation

Published Papers (3 papers)

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Research

19 pages, 2137 KiB  
Article
Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1H)-ones from 4-Amino-tetrahydropyridinylidene Salts
by Werner Seebacher, Michael Hoffelner, Ferdinand Belaj, Teresa Pirker, Muaaz Alajlani, Rudolf Bauer, Eva-Maria Pferschy-Wenzig, Robert Saf and Robert Weis
Molecules 2023, 28(19), 6869; https://doi.org/10.3390/molecules28196869 - 29 Sep 2023
Viewed by 883
Abstract
Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic [...] Read more.
Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties. Full article
(This article belongs to the Special Issue Heterocyclic Compounds: Isolation, Synthesis, and Biological Evaluation)
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23 pages, 4606 KiB  
Article
Novel Steroidal[17,16-d]pyrimidines Derived from Epiandrosterone and Androsterone: Synthesis, Characterization and Configuration-Activity Relationships
by Fei Yang, Fang Liu, Yong Min, Liqiao Shi, Manli Liu, Kaimei Wang, Shaoyong Ke, Yan Gong and Ziwen Yang
Molecules 2023, 28(6), 2691; https://doi.org/10.3390/molecules28062691 - 16 Mar 2023
Cited by 2 | Viewed by 1195
Abstract
Two series of novel steroidal[17,16-d]pyrimidines derived from natural epiandrosterone and androsterone were designed and synthesized, and these compounds were screened for their potential anticancer activities. The preliminary bioassay indicated that some of these prepared compounds exhibited significantly good cytotoxic activities against [...] Read more.
Two series of novel steroidal[17,16-d]pyrimidines derived from natural epiandrosterone and androsterone were designed and synthesized, and these compounds were screened for their potential anticancer activities. The preliminary bioassay indicated that some of these prepared compounds exhibited significantly good cytotoxic activities against human gastric cancer (SGC-7901), lung cancer (A549), and hepatocellular liver carcinoma (HepG2) cell lines compared with 5-fluorouracil (5-FU), epiandrosterone, and androsterone. Especially the respective pairs from epiandrosterone and androsterone showed significantly different inhibitory activities, and the possible configuration-activity relationships have also been summarized and discussed based on kinase assay and molecular docking, which indicated that the inhibition activities of these steroidal[17,16-d]pyrimidines might obviously be affected by the configuration of the hydroxyl group in the part of the steroidal scaffold. Full article
(This article belongs to the Special Issue Heterocyclic Compounds: Isolation, Synthesis, and Biological Evaluation)
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12 pages, 2697 KiB  
Article
Antiviral Activity of Benzoheterocyclic Compounds from Soil-Derived Streptomyces jiujiangensis NBERC-24992
by Manli Liu, Mengyao Ren, Yani Zhang, Zhongyi Wan, Yueyin Wang, Zhaoyuan Wu, Kaimei Wang, Wei Fang and Xiliang Yang
Molecules 2023, 28(2), 878; https://doi.org/10.3390/molecules28020878 - 15 Jan 2023
Cited by 4 | Viewed by 1756
Abstract
Pseudorabies virus (PRV) is a pathogen that causes Aujeszky’s disease (AD) in animals, leading to huge economic losses to swine farms. In order to discover anti-PRV compounds, we studied the extracts of the strain Streptomyces jiujiangensis NBERC-24992, which showed significant anti-PRV activity. Eight [...] Read more.
Pseudorabies virus (PRV) is a pathogen that causes Aujeszky’s disease (AD) in animals, leading to huge economic losses to swine farms. In order to discover anti-PRV compounds, we studied the extracts of the strain Streptomyces jiujiangensis NBERC-24992, which showed significant anti-PRV activity. Eight benzoheterocyclic secondary metabolites, including three new compounds (1–3, virantmycins D–G) and five known compounds (4–8, virantmycin, A-503451 D, A-503451 D acetylate, A-503451 A, and A-503451 B), were isolated from the broth of NBERC-24992. The structures of the new compounds were identified by using extensive spectroscopic data, including mass spectrometry (MS), nuclear magnetic resonance (NMR), and electronic circular dichroism (ECD). Compound 1 was found to be a novel heterocyclic compound with a tricyclic skeleton from natural product. All compounds were tested for antiviral activity, and 4 (virantmycin) showed an excellent effect against PRV and was better than ribavirin and acyclovir. Our study revealed that chlorine atom and tetrahydroquinoline skeleton were important active moiety for antiviral activity. Virantmycin could be a suitable leading compound for an antiviral drug against PRV. Full article
(This article belongs to the Special Issue Heterocyclic Compounds: Isolation, Synthesis, and Biological Evaluation)
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