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8 data found. 1 - 8 listed

Published online: 12th December, 2017

Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13819
A Facile Synthesis of Novel Heterocyclic Compounds with Anticipated Antibacterial Activities Based on Coumarin Moiety

Asmaa Kamal Mourad,* Fathia Korany Mohamed, and Ahmed Yousef Soliman

*Department of Chemistry, Faculty of Science, Fayoum University, 63514 Fayoum, Egypt

Abstract

A novel series of coumarin derivatives has been disclosed by allowing 2-aminonicotinonitrile derivative 1 to undergo alkylation, diazotization, and condensation reactions. Moreover, different reagents, such as thiourea, phenyl isothiocyanate, carbon disulfide, ethylenediamine, and hydroxylamine hydrochloride, have been exploited to synthesize more coumarin derivatives, aiming to increase the synthetic potential of coumarin and study the antibacterial activities of the newly synthesized compounds.

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Published online: 11th December, 2017

Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13833
Synthesis, Transformation of 3-[(4-Arylthiazol-2-yl)(p-tolyl)amino]propanoic Acids, Bis(thiazol-5-yl)phenyl-, Bis(thiazol-5-yl)methane Derivatives, and Their Antimicrobial Activity

Birutė Grybaitė, Rita Vaickelionienė, Maryna Stasevych, Olena Komarovska-Porokhnyavets, Volodymyr Novikov, and Vytautas Mickevičius*

*Department of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl. 19, 50254 Kaunas, Lithuania

Abstract

Bis(thiazol-5-yl)phenyl- and bis(thiazol-5-yl)methanes were synthesized by the reaction of 2,4-disubstituted thiazoles with aromatic aldehydes or formaldehyde. In addition, modification of the carboxyl group of the molecule was carried out. The reactions afforded compounds bearing various heterocyclic fragments. All the synthesized compounds were tested for their effect on Escherichia coli, Staphylococcus aureus and Mycobacterium luteum bacteria and Aspergillus niger and Candida tenuis fungi strains. Some of them exhibited antibacterial activity against test-culture Mycobacterium luteum.

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Published online: 5th December, 2017

Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13826
Synthesis, Antifungal Activity and Qsar of Novel Pyrazole Amides as Succinate Dehydrogenase Inhibitors

Shijie Du, Zhonghao Li, Zaimin Tian, and Lu Xu*

*College of Material and Chemical Engineering, Tongren University, Tongren, 554300, China

Abstract

We design and synthesize a series of novel pyrazole amides based on the commercialized fungicides and our previous work. The antifungal activity was tested in vitro by mycelial growth inhibition assay. The results show that all the compounds are of antifungal activities against the tested fungi at different levels. Among them, N-(2-(7-bromo-5-chloro-1H-indazol-1-yl)phenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (Vk) exhibited higher antifungal activity than boscalid against two fungi. Molecular docking study revealed that the carbonyl oxygen atom of Vk forms two hydrogen bonds toward the hydroxyl hydrogens of TYR58 and TRP173.

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Published online: 29th November, 2017

Short Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13828
Flavones from the Fruits of Vernicia fordii and Their Anti-Tobacco Mosaic Virus Activity

Min Zhou, Rui-Qi Zhang, Yan-Jun Chen, Ling-Min Liao, Yan-Qi Sun, Zu-Hong Ma, Qiao-Fen Yang, Ping Li, Wei-Guang Wang,* and Qiu-Fen Hu*

*School of Ethnic Medicine, Yunnan Minzu University, Kunming 650031, China

Abstract

Three new flavones (13), together with six known flavones (49), were isolated from the fruits of Vernicia fordii collected from Hunan province of China. Their structures were characterized by means of extensive spectroscopic analyses. Compounds 13 and 9 were evaluated for their anti-tobacco mosaic virus (anti-TMV) activity. The results showed that compound 9 exhibited high anti-TMV activity with inhibition rate of 32.6%. This inhibition rate is close to that of positive control (33.8%). Compounds 13 also showed potential anti-TMV activities with inhibition rates of 26.8%, 29.2%, and 25.7%, respectively.

Supporting Info. (548KB)PDF (334KB)

Published online: 28th November, 2017

Short Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13814
Synthesis of Dibromo Compounds Containing 2,6-Dioxabicyclo[3.1.1]heptane Similar to Core Moiety of Thromboxane A2

Yoshihiko Nokura, Atsuo Nakazaki, and Toshio Nishikawa*

*Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan

Abstract

Thromboxane A2, a potent platelet aggregation factor, contains a labile 2,6-dioxabicyclo[3.1.1]heptane as the core moiety. Dibromo compounds with a similar core structure were synthesized by the cyclization of tribromides derived from D-glucal.

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Published online: 22nd November, 2017

Paper | Regular issue | Prepress
DOI: 10.3987/COM-17-13822
A Convenient Synthesis of Indole and 1,4-Dihydropyridine Hybrid Macromolecules by Dimerization of [2-(1H-Indol-3-yl)ethyl]pyridinium Salts

Gang Ling, Jing Zhang, Rong-Zheng Zhang, and Fu-She Han*

*Key Lab of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin 130022, China

Abstract

The design and synthesis of a novel type of macrocyclic compounds containing indole and 1,4-dihydropyridine heterocyclic subunits is presented. The key reaction involved in the synthesis was a base-mediated dimerization of [2-(1H-indol-3-yl)ethyl]pyridinium salts. The structure of the macrocycles was unambiguously confirmed by NMR and HRMS spectroscopic and X-ray single crystal diffraction.

Supporting Info. (340KB)PDF (447KB)

Published online: 17th November, 2017

Paper | Special issue | Prepress
DOI: 10.3987/COM-17-S(T)1
Asymmetric Total Synthesis and Structure Confirmation of (+)-(3E)-Isolaurefucin Methyl Ether

Te-ik Sohn, Byungsook Kim, Deukjoon Kim,* and Robert S. Paton

*The Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Shillim-Dong, San 56-1, Kwanak-Gu, Seoul 151-742, Korea

Abstract

An asymmetric total synthesis and structure confirmation of (+)-(3E)-isolaurefucin methyl ether (2a) was accomplished. Our synthesis features two complementary routes to construct the α,α’-trans-2,8- dioxabicyclo[5.2.1]decane skeleton of the natural product from α,α’-trans-γ,δ-unsaturated oxocene alcohol 7, namely, an intramolecular epoxide opening route and a novel methoxyetherification route based on organoselenium- mediated oxonium ion formation/fragmentation. A computational analysis was performed to model the observed different fragmentation behaviors of the respective oxonium ions 8 and 8’ derived from α,α’-trans- and α,α’-cis-γ,δ-unsaturated oxocene alcohols 7 and 7’ during the organoselenium-mediated oxonium ion formation/fragmentation. Regarding the possibility of the natural product being an artifact, the reactivity of chlorofucin surrogate 16 and neoprelaurefucin surrogate 16’ during methanolysis was compared, the results were in good agreement with calculations.

Supporting Info. (11MB)PDF (1.9MB)

Published online: 17th November, 2017

Paper | Special issue | Prepress
DOI: 10.3987/COM-17-S(T)3
Polymeric Silver(I) Complexes Based on Bidentate Imidazoline-2-thiones Synthesis and Crystal Structures

Barbara Rietzler, Gerhard Laus, Klaus Wurst, Thomas Gelbrich, Sven Nerdinger,* Erwin Schreiner, and Herwig Schottenberger

*Sandoz GmbH, Biochemiestrasse 10, 6250 Kundl, Austria

Abstract

The bidentate ligand 1,6-bis(1-methylimidazol-2-ylthio)hexane or its hexafluoride salt reacted with silver(I) triflate, nitrate or oxide, respectively, to give the corresponding polymeric silver(I) complexes. Three crystal structures have been determined and showed linear and cyclic motifs.

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8 data found. 1 - 8 listed