An Eco-Friendly Ultrasound-Assisted Synthesis of Novel Fluorinated Pyridinium Salts-Based Hydrazones and Antimicrobial and Antitumor Screening

The present work reports an efficient synthesis of fluorinated pyridinium salts-based hydrazones under both conventional and eco-friendly ultrasound procedures. The synthetic approach first involves the preparation of halogenated pyridinium salts through the condensation of isonicotinic acid hydrazide (1) with p-fluorobenzaldehyde (2) followed by the nucleophilic alkylation of the resulting N-(4-fluorobenzylidene)isonicotinohydrazide (3) with a different alkyl iodide. The iodide counteranion of 5–10 was subjected to an anion exchange metathesis reaction in the presence of an excess of the appropriate metal salts to afford a new series of fluorinated pyridinium salts tethering a hydrazone linkage 11–40. Ultrasound irradiation led to higher yields in considerably less time than the conventional methods. The newly synthesized ILs were well-characterized with FT-IR, ¹H NMR, ¹³C NMR, ¹¹B, ¹⁹F, ³¹P and mass spectral analyses. The ILs were also screened for their antimicrobial and antitumor activities. Within the series, the salts tethering fluorinated counter anions 11–13, 21–23, 31–33 and 36–38 were found to be more potent against all bacterial and fungal strains at MIC 4–8 µg/mL. The in vitro antiproliferative activity was also investigated against four tumor cell lines (human ductal breast epithelial tumor T47D, human breast adenocarcinoma MCF-7, human epithelial carcinoma HeLa and human epithelial colorectal adenocarcinoma Caco-2) using the MTT assay, which revealed that promising antitumor activity was exhibited by compounds 5, 12 and 14.     

Novel Dipyridinium Lipophile-Based Ionic Liquids Tethering Hydrazone Linkage: Design,Synthesis and Antitumorigenic Study

Novel dicationic pyridinium ionic liquids tethering amphiphilic long alkyl side chains and fluorinated counter anions have been successfully synthesized by means of the quaternization of the dipyridinium hydrazone through its alkylation with different alkyl halides. The resulting halogenated di-ionic liquids underwent a metathesis reaction in order to incorporate some fluorinated counter anions in their structures. The structures of all the resulting di-ionic liquids were characterized by several spectroscopic experiments. The antitumorigenic activities of the investigated compounds were further studied against three different human lung cancer cell lines. Compared to the standard chemotherapeutic agent, cisplatin, the synthesized di-ionic liquids exerted equal, even more active, moderate, or weak anticancer activities against the various lung cancer cell lines under investigation. The observed anticancer activity appears to be enhanced by increasing the length of the aliphatic side chains. Moreover, dicationic pyridinium bearing a nine carbon chain as counter cation and hexafluoro phosphate and/or tetrafluoro bororate as counter anion were selected for further evaluation and demonstrated effective and significant antimetastatic effects and suppressed the colonization ability of the lung cancer cells, suggesting a therapeutic potential for the synthesized compounds in lung cancer treatment.     

Using IoT and smart monitoring devices to optimize the efficiency of large-scale distributed solar farms

Wireless Networks - This paper presents a novel IoT-based architecture that utilizes IoT hardware, software, and communication technologies to enable real-time monitoring and management of solar...     

A review of the desert gold jojoba (Simmondsia chinensis) whole plant,oil, and meal: Phytochemical composition,medicinal uses,and detoxification

Simmondsia chinensis (Link) C.K. Schneider (Jojoba) is a valuable shrub that can bear harsh conditions and is cultivated in many countries globally. Its prominence originates from the unique oil that constitutes more than 50% of the seeds. The great economic value of jojoba oil is highlighted in many fields, especially the cosmetic industry. The remaining meal, which is rich in proteins, constitutes a good source for cattle feeding. However, the presence of antinutritional principles in the meal limited its use and encouraged the researchers to find different ways for its detoxification. The detoxification ways of jojoba meal included physical, biological, and chemical treatments. The phytochemical composition of the oil was deeply studied, but for the remaining plant, only few studies have reported its chemical composition. Jojoba oil composed of wax esters (97%), fatty acids, fatty alcohols, sterols, and small percentage of vitamin E. Jojoba possesses a long traditional history. It has been used in folklore for treatment of cold, dysuria, and obesity. Many recent studies reported its medicinal and pharmacological properties like antioxidant, anti-inflammatory, antimicrobial, anticancer, anti-acne, anti-psoriasis, wound healing, and hepatoprotective activities. Many of these biological activities have been attributed to the presence of several phytochemicals such as simmondsin and phenolic compounds. In this review, the authors will highlight the previous phytochemical studies, medicinal applications of jojoba oil and different plant parts, and the various ways of meal detoxification.