A library of six compounds with new hybrids in a single molecule triazole ring attached to the phosphonium salts was synthesized. Click chemistry was, however, used to synthesize the 1-, 2-, and 3-triazole intermediates as a tether for the hybrid phosphonium salts. Their antibacterial activity against Gram-positive bacteria (Staphylococcus aureus and Enterococcus faecalis), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and Mycobacterium smegmatis mc2155 was determined using the HT-SPOTi assay. Compound 2 showed the most effective antimicrobial activity as it inhibited the growth of Pseudomonas aeruginosa and Staphylococcus aureus at 0.0125&#x2009;&#x00B5;g/mL and 31.25&#x2009;&#x00B5;g/mL, respectively. From the FICI data, compounds 2ET-TOL (2) and RABYL-TOL (4) successfully modulated the activities of amoxicillin against Pseudomonas aeruginosa and Staphylococcus aureus. All the test compounds exhibited a concentration-dependent biofilm formation inhibition against S. aureus, except P-Z (compound 6). Compounds P-MEOXY (1) and 2ET-TOL (2) exhibited mild activity against P. aeruginosa with compound 4 showing antimycobacterial activity at 500&#x2009;&#x00B5;g/mL.

Cedric Dzidzor Kodjo Amengor

Cynthia Amaning Danquah

Emmanuel Bentil Asare Adusei

Francis Klenam Kekessie

Francis Ofosu-Koranteng

Paul Peprah

Benjamin Kingsley Harley

Emmanuel Orman

Joseph Adu

Yussif Saaka

Synthesized Phosphonium Compounds Demonstrate Resistant Modulatory and Antibiofilm Formation Activities against Some Pathogenic Bacteria

Fifteen new pyrazole-4-carboxylic oxime ester derivatives were conveniently synthesized, and their structures were confirmed by 1H NMR, 13C NMR, HRMS, and X-ray diffraction. Antifungal assays indicated that some of these compounds possessed good activity against S. sclerotiorum, B. cinerea, R. solani, P. oryae, and P. piricola at 50&#x2009;ppm. Structure-activity relationships (SAR) were studied by molecular docking simulation.

Bin Wang

Wei-Ting Chen

Li-Jing Min

Liang Han

Na-Bo Sun

Xing-Hai Liu

Synthesis, Structure, and Antifungal Activities of 3-(Difluoromethyl)-Pyrazole-4-Carboxylic Oxime Ester Derivatives

Two isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate diastereomers were isolated. Fungicidal activities indicated that the isolated four chiral compounds possessed excellent activity against P. capsici with the EC50 value of 4a (1.30&#x2009;&#x03BC;g/mL), 4b (0.078&#x2009;&#x03BC;g/mL), 4c (1.85&#x2009;&#x03BC;g/mL), and 4d (44.4&#x2009;&#x03BC;g/mL). Among them, compound 4b exhibited remarkably high activities against Phytophthora capsici, which is better than that of positive control dimethomorph. Its R and S isomers showed that chiral influences the activity against P. capsici.

Lei Tian

Yang Gao

Xing-Jie Peng

Cheng Zhang

Wei-Guang Zhao

Isolation, Synthesis, and Fungicidal Activity of Isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate Diastereomers against Phytophthora capsici

In the last few years, nonsteroidal aromatase inhibitors (AIs) have been emerged as promising agents for treating hormone-dependent breast cancer in postmenopausal women because of their inhibitory effect on estrogen synthesis. Indeed, these compounds can block the activity of aromatase, the enzyme that intervenes in the last steps of estrogen production pathway. Triazoles are the core structures of nonsteroidal AIs. The nitrogen atom of the triazole moiety plays a fundamental role in the aromatase functionality by interacting with the iron ions of the heme group. In general, AIs possess numerous advantages as they quench the last step of estrogen synthesis without any inhibitory effects on the production of other steroids produced via the same pathway. Some AIs as anastrozole, letrozole, and vorozole have already been approved by the Food and Drug Administration in the treatment of breast cancer. The previously mentioned compounds present severe and adverse effects as polycystic ovary syndrome (PCOS), resistance onset on long-term treatments, and a higher risk of bone fractures. This review focuses intensively on the role of AIs in the treatment of hormone-sensitive types of cancers, especially the role of triazoles as nonsteroidal AIs. Also, the review provides an overview about the chemistry of triazoles along with the different methods by which the <svg xmlns:xlink="http://www.w3.org/1999/xlink" xmlns="http://www.w3.org/2000/svg" style="vertical-align:-0.2325001pt" id="M1" height="6.04987pt" version="1.1" viewBox="-0.0498162 -5.81737 5.98461 6.04987" width="5.98461pt"><g transform="matrix(.013,0,0,-0.013,0,0)"><path id="g185-40" d="M219 86C216 168 211 250 206 337C201 410 189 448 163 448C131 448 79 396 43 344L60 322C91 359 110 375 118 375S132 358 136 298C141 238 152 81 155 -12H182C242 62 331 177 390 258C435 321 451 360 451 391C450 424 432 448 408 448C390 448 372 435 366 419C362 410 362 401 366 394C373 383 376 367 376 350C376 283 262 138 221 86H219Z"/></g></svg>-triazoles and s-triazoles are synthesized.

Huda R. M. Rashdan

Ihsan A. Shehadi

Triazoles Synthesis &#x26; Applications as Nonsteroidal Aromatase Inhibitors for Hormone-Dependent Breast Cancer Treatment

Chronic Hepatitis<?tex id="Q1" staff-cmt="The ORCID 0000-0003-3931-9353 does not match the author name. Please check and provide the correct ORCID for the author Moustafa E. El-Araby."?> C is a global health threat and a silent killer. Regardless of the profound progress in preventing and treating this disease, research continues to discover new direct antiviral agents (DAAs), especially against novel targets. Our research has been directed to leverage the NS4A binding site to develop peptidomimetic inhibitors of the hepatitis C virus (HCV) NS3 protease. In previous reports, we could provide evidence of tunability of this site by peptide and nonpeptide NS3/4A inhibitors. In this report, we used structure-based techniques to design 1,2,3,4-tetrahydro-1,7-naphthyridine derivative as NS4A core mimics that cover the region between residues Ile-25&#x2032; to Arg-28&#x2032;. The synthetic plan featured the Povarov reaction as an efficient strategy to construct the 1,7-naphthyridine core. Although this reaction has been reported in many literatures, critical assessments for its scope and limitations are scarce. In our work, we found that Povarov was extremely sensitive to alkene and aldehyde reactants. Moreover, using pyridine amines was not as successful as anilines. The most striking results were the lack of stability of compounds during purification and storage. The four compounds that survived the stability problems (1a-1d) did not show significant binding potency with NS3, because their structures were too simple to resemble the originally planned compounds.

Maan T. Khayat

Abdelsattar M. Omar

Mahmoud A. Elfaky

Yosra A. Muhammad

Elaf A. Felemban

Khalid M. El-Say

Moustafa E. El-Araby

Reexamining Povarov Reaction&#x2019;s Scope and Limitation in the Generation of HCV-NS4A Peptidomimetics

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Heteroatom Chemistry publishes research on compounds containing main-group elements of groups 13 through 17 of the Periodic Table, with a fundamental focus on the reactivity of heteroatoms.

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Heteroatom Chemistry - Table of contents 2022

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Heteroatom Chemistry publishes research on compounds containing main-group elements of groups 13 through 17 of the Periodic Table, with a fundamental focus on the reactivity of heteroatoms.

Heteroatom Chemistry