CompoundsPub Date : 2023-02-09DOI: 10.3390/compounds3010015
S. Coiai, N. Migliore, E. Passaglia, R. Spiniello, C. Gambarotti, F. Cicogna
{"title":"Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films","authors":"S. Coiai, N. Migliore, E. Passaglia, R. Spiniello, C. Gambarotti, F. Cicogna","doi":"10.3390/compounds3010015","DOIUrl":"https://doi.org/10.3390/compounds3010015","url":null,"abstract":"The introduction of a limited number of functional groups on poly(butylene succinate) (PBS) chains by covalent bonding can impart new properties to the polymer without modifying its thermal and mechanical properties. In pursuit of a viable approach to obtain light- and heat-stabilized PBS samples, the nitroxide radical coupling (NRC) reaction between PBS macroradicals and the 3,5-di-tert-butyl-4-hydroxybenzoyl-2,2,6,6-tetramethylpiperidine-1-oxyl radical (BHB-TEMPO), a functionalizing agent bearing a sterically-hindered antioxidant phenol moiety, is here proposed. The reaction was initiated by peroxide and carried out in solution and in a melt. The functionalized materials were characterized by UV-visible spectroscopy (UV-Vis), proton nuclear magnetic resonance (1H-NMR), and size exclusion chromatography (SEC) analysis to gain structural information and by thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC) to investigate the thermal properties. In addition, films of the samples were subjected to thermal and photo-oxidative aging to assess their resistance to degradative processes. Finally, the PBS film with the highest degree of functionalization showed the ability to protect β-carotene, a molecule found in food and drugs and that is very sensitive to UV light, from degradation. This result suggests the use of this material (either alone or blended with other biopolyesters) for biodegradable and compostable active packaging.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"64 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90357115","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-02-08DOI: 10.3390/compounds3010014
Yi-Ching Wu, P. Kuo, Wen-Ying Chen, J. Tzen
{"title":"Reduction of the Plasma Uric Acid Level in Potassium Oxoate-Induced Hyperuricemic Rats by Heat-Concentrated Prunus mume Fruit Extract Containing Three Chlorogenic Acid Isomers","authors":"Yi-Ching Wu, P. Kuo, Wen-Ying Chen, J. Tzen","doi":"10.3390/compounds3010014","DOIUrl":"https://doi.org/10.3390/compounds3010014","url":null,"abstract":"Gout is a common rheumatic disease, resulting from hyperuricemia. Prunus mume fruit extract, after being heat-concentrated named mei extract, was empirically found to reduce the risk of gout. While neochlorogenic acid was found as the predominant phenolic compound in the fresh juice of Prunus mume, neochlorogenic acid, chlorogenic acid, and cryptogenic acid were detected as the major phenolic compounds in the mei extract. In vitro testing showed that all the three chlorogenic acid isomers exhibited comparable inhibitory activities on xanthine oxidase. The hypouricemic effects of the mei extract were evaluated in potassium oxonate-induced hyperuricemic rats. Oral administrations of the mei extract significantly reduced the plasma uric acid level in hyperuricemic rats, but did not elevate the urinary uric acid level. The results provide in vivo evidence for the anti-hyperuricemic effects of mei extract for the first time, rationalize its therapeutic usage for the treatment of hyperuricemia and gout, and propose chlorogenic acid isomers as the active ingredients. Mei extract seems to be a potential natural functional food product.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"7 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81555749","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-02-02DOI: 10.3390/compounds3010013
S. Yamada, Yusuke Takahashi, T. Konno
{"title":"Fluorinated Merophosphinine and Phosphinine Dyes: Synthesis and Evaluation of UV-Visible Light Absorption Properties","authors":"S. Yamada, Yusuke Takahashi, T. Konno","doi":"10.3390/compounds3010013","DOIUrl":"https://doi.org/10.3390/compounds3010013","url":null,"abstract":"Merophosphinine and phosphinine dyes were reported as phosphorus atom equivalents of merocyanine and cyanine dyes in the 1960s. Although these dyes are excellent sensitizers for enhancing photographic performance, their development has been considerably retarded because of difficulties in the synthetic process. Previously, while investigating the reactivity of fluoroalkenes with various nucleophiles, we developed fluorinated merophosphinine and phosphinine scaffolds in a single reaction step; however, we did not investigate their ultraviolet-visible (UV-vis) light absorption properties further. Therefore, in this study, we synthesized fluorinated merophosphinines and phosphinine derivatives using triphenylphosphonium ylides with various R substituents [R = H, C6H5, 4-MeOC6H4, 4-PhC6H4, or C6F5] and octafluorocyclopentene to study their absorption characteristics. Thermogravimetric analyses (TGA) indicated that several synthesized derivatives were thermally stable at temperatures above 241 °C. Additionally, when studied in various solvents, the fluorinated merophosphinine and phosphinine dyes exhibited well-defined maximum absorption wavelengths (λabs) in the 364–375 and 420–474 nm ranges, respectively. Thus, fluorinated merophosphinine and phosphinine derivatives may serve as promising thermally stable functional dyes for future technical applications.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"30 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73896001","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-29DOI: 10.3390/compounds3010012
Noura Sayed Dosoky, P. Satyal, A. Sorensen, W. Setzer
{"title":"Volatile Constituents and Antimicrobial Activity of Naio (Myoporum Sandwicense A. Gray), a Native Hawaiian Tree","authors":"Noura Sayed Dosoky, P. Satyal, A. Sorensen, W. Setzer","doi":"10.3390/compounds3010012","DOIUrl":"https://doi.org/10.3390/compounds3010012","url":null,"abstract":"Myoporum sandwicense A. Gray (naio) is one of the characteristic trees of Hawaiian montane–subalpine mesic forests. In this study, lab-distilled oils of M. sandwicense leaves, wood, and twigs growing on the island of Hawaii, as well as industrially produced wood oils, were characterized by gas chromatography–mass spectrometry (GC-MS). The lab-distilled oils were screened for antimicrobial activity. M. sandwicense leaf essential oil was rich in β-caryophyllene (15.1%), α-humulene (12.8%), germacrene D (7.9%), bicyclogermacrene (12.5%), brigalow ketol (9.6%), and myoporone (16.8%), while the wood essential oils were dominated by α-bisabolol and trans-α-bisabolol oxide B. The sapwood oil was dominated by palmitic acid (35.5%), linoleic acid (19.7%), oleic acid (31.9%), and stearic acid (5.7%), whereas the oil from twigs was rich in tricosane (77.3%) and pentacosane (13.1%). M. sandwicense essential oils were screened for antimicrobial activity against a panel of potentially pathogenic bacteria and fungi. The leaf essential oil of M. sandwicense showed excellent antibacterial activity against S. pyogenes and antifungal activity against A. fumigatus. The wood essential oil showed notable activity against S. pyogenes, A. fumigatus, A. niger, and M. gypseum. The twig oil was remarkably active against mold species. This work is the first report we are aware of on the composition and antimicrobial properties of naio essential oils.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"43 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83695584","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-20DOI: 10.3390/compounds3010011
P. Morganti, Alka Lohani, A. Gagliardini, G. Morganti, M. Coltelli
{"title":"Active Ingredients and Carriers in Nutritional Eco-Cosmetics","authors":"P. Morganti, Alka Lohani, A. Gagliardini, G. Morganti, M. Coltelli","doi":"10.3390/compounds3010011","DOIUrl":"https://doi.org/10.3390/compounds3010011","url":null,"abstract":"Beauty and personal care became a significant part of the global economy for two reasons: (1) The elderly growing in the global population and (2) the desire of women and men to appear younger and more attractive. Thus, both young and old people are looking for revolutionary nutritional eco-cosmetics (combined use of cosmeceuticals and nutraceuticals) manufactured by natural active ingredients, using biopolymers as substrates, and made by innovative and sustainable technologies. Consequently, the market of both cosmetics and diet supplements is continually growing together with the request of natural active ingredients, including bio-peptides and biological macromolecules such as chitin and lignin. Therefore, both consumers and industry need to recover innovative active ingredients and carriers (vehicles), naturally derived and supported by advanced methods for controlling their effectiveness and safeness on skin and mucous membrane layers. The use of selected bio-ingredients, such as hyaluronic acid and bio-mimetic peptides, obtained by advanced, innovative and sustainable bio nanotechnologies, will be of interest to develop smart cosmeceutical and nutraceutical formulations. Innovation is considered the key business strategy to drive sustainable economic growth. For trying to reduce waste and produce sustainable, biodegradable and innovative products, the realization of new non-woven tissues, used as carriers for making innovative cosmeceuticals and nutraceuticals was considered. Both carriers and active ingredients have been obtained from food waste to reduce loss and pollution. This review will report a brief description of the skin functions, trying also to focus and discuss some of the active ingredients and carriers used in nutritional eco-cosmetics to clarify the supposed mechanism of action, effectiveness and safeness of both active ingredients and carriers, as well as the supposed activity of beauty and personal care products.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"50 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75272659","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-19DOI: 10.3390/compounds3010009
Justyna Żwawiak, L. Zaprutko
{"title":"Synthesis and Predicted Activity of Some 4-Amine and 4-(α-Aminoacid) Derivatives of N-Expanded-metronidazole Analogues","authors":"Justyna Żwawiak, L. Zaprutko","doi":"10.3390/compounds3010009","DOIUrl":"https://doi.org/10.3390/compounds3010009","url":null,"abstract":"The discovery of azomycin provided the major impulse for the systematic search for medicines showing activity against anaerobic protozoa. Nowadays, many other interesting applications have been found for nitroimidazoles as therapeutic agents. This research led to the acquisition of numerous new 4-amine-5-nitroimidazole derivatives, which have a structure analogous to metronidazole, characteristic of medicines most widely used in the treatment of anaerobic bacteria, protozoa and parasitic infections. The therapeutic activity of the described compounds is analyzed and confirmed with predictive methods.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"162 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86271829","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-19DOI: 10.3390/compounds3010010
George E. Magoulas
{"title":"Ageladine A, a Bromopyrrole Alkaloid from the Marine Sponge Agelas nakamurai","authors":"George E. Magoulas","doi":"10.3390/compounds3010010","DOIUrl":"https://doi.org/10.3390/compounds3010010","url":null,"abstract":"During the last three decades, secondary metabolites of marine origin have emerged as a significant source of bioactive compounds. Among the marine organisms explored, sponges offer a vast number of metabolites with unique structural diversity and a plethora of biological activities. Ageladine A, a fluorescent bromopyrrole alkaloid isolated from the marine sponge Agelas nakamurai, exhibited matrix metalloproteinase (MMP) inhibitory properties, as well as antiangiogenic activity. Due to this interesting biological profile, Ageladine A became, soon after its discovery, a target for total synthesis. In addition, a significant number of derivatives have been synthesized, and their biological activity was evaluated. The present review highlights all the successful efforts made towards the synthesis of Ageladine A. Furthermore, all the medicinal chemistry approaches to identify and assess new more potent inhibitors and to elucidate the structural features responsible for the activity are described.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"74 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90604632","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-17DOI: 10.3390/compounds3010008
{"title":"Acknowledgment to the Reviewers of Compounds in 2022","authors":"","doi":"10.3390/compounds3010008","DOIUrl":"https://doi.org/10.3390/compounds3010008","url":null,"abstract":"High-quality academic publishing is built on rigorous peer review [...]","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"11 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89402408","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-13DOI: 10.3390/compounds3010007
Faranak Pooladian, P. W. Crawford, Jonathan M. Kessler, Garrett R. Casey, Christina M. Ragain
{"title":"Reduction Potential Predictions for Thirty-Seven 1,4-di-N-Oxide Quinoxaline-2-Carboxamide Derivatives with Anti-Tuberculosis Activity","authors":"Faranak Pooladian, P. W. Crawford, Jonathan M. Kessler, Garrett R. Casey, Christina M. Ragain","doi":"10.3390/compounds3010007","DOIUrl":"https://doi.org/10.3390/compounds3010007","url":null,"abstract":"The ability for density functional theory with the B3LYP functional with the lanl2dz basis set to predict the 1st (Wave 1) and 2nd (Wave 2) reductions of the diazine ring in a series of thirty-seven (37) 1,4-di-N-oxide quinoxaline-2-carboxamide derivatives in dimethylformamide was examined. The B3LYP/lanl2dz method had a strong correlation and low correlation to the experimental potentials for Wave 1 and Wave 2, respectively. There are nine identifiable analogs based on similarities of structure. The predicted reduction potentials for the derivatives of each analog generally fit the modified Hammett equation. The B3LYP/lanl2dz method is shown to be useful in accurately predicting the Wave 1 potentials for quinoxaline-di-N-oxide derivatives. For derivatives with assessable anti-tuberculosis activity, the predicted Wave 1 potentials have a similar correlation with the bioactivity when compared to the experimental wave 1 potentials.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"115 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77929132","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
CompoundsPub Date : 2023-01-12DOI: 10.3390/compounds3010006
Toffé Alexis Kouao, Z. Ouattara, D. A. Kambiré, B. Kouamé, J. A. Mamyrbékova-Békro, P. Tomi, M. Paoli, A. Bighelli, Y. Bekro, F. Tomi
{"title":"Caryophyllene-Rich Essential Oils of Two Species from Southern Côte d’Ivoire: Guibourtia ehie (A. Chev.) J Léonard (Caesalpiniaceae) and Oricia suaveolens (Engl.) Verd. (Rutaceae)","authors":"Toffé Alexis Kouao, Z. Ouattara, D. A. Kambiré, B. Kouamé, J. A. Mamyrbékova-Békro, P. Tomi, M. Paoli, A. Bighelli, Y. Bekro, F. Tomi","doi":"10.3390/compounds3010006","DOIUrl":"https://doi.org/10.3390/compounds3010006","url":null,"abstract":"The essential oils of Oricia suaveolens and Guibourtia ehie from Southern Côte d’Ivoire were extracted by hydrodistillation then analyzed by gas chromatography in combination with retention indices [GC(RI)], gas chromatography coupled with mass spectrometry (GC-MS) and nuclear magnetic resonance of carbone-13 (13C NMR) And described here for the first time. A total of 42 compounds were identified in the essential oils of the leaves of G. ehie while 55, 40 and 23 components were identified in the leaves, stem bark and root bark oils of O. suaveolens, respectively. Essential oils samples were dominated by sesquiterpenes and (E)-β-caryophyllene was the major compound common to all samples: G. ehie leaf oil contained (E)-β-caryophyllene (26.9–40.8%), α-humulene (syn. α-caryophyllene) (6.7–9.7%), β-elemene (5.5–9.5%) and germacrene D (5.6–8.1%); O. suaveolens, leaf oil contained (E)-β-caryophyllene (33.5–39.3%), (E)-β-farnesene (5.9–9,3%), caryophyllene oxide (2.1–7.7%) and α-humulene (4.0–4.6%); stem bark oil contained α-humulene (38.3–45.8%) and (E)-β-caryophyllene (34.7–41.6%); root bark oil contained α-humulene (36.1–47.9%) and (E)-β-caryophyllene (34.3–43.3%). This study highlighted the abundant presence of (E)-β-caryophyllene, a phytocannabinoïd sesquiterpene with countless biological properties, in two plant species: Guibourtia ehie and Oricia suaveolens.","PeriodicalId":10621,"journal":{"name":"Compounds","volume":"29 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85344754","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}