ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11683
R. Balo, A. Jiménez, David Reza, R. Estévez, J. Estévez
{"title":"Peptides Incorporating 3,4-Dihydroxyprolines: Synthesis and Structural Study","authors":"R. Balo, A. Jiménez, David Reza, R. Estévez, J. Estévez","doi":"10.3390/ecsoc-25-11683","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11683","url":null,"abstract":"Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain; email1 (R.B.); email2 (A.J.); email3 (D.R.); email4 (R.J.E.) * Correspondence: juancarlos.estevez@usc.es; Tel.: +34-881-815-730 † Presented at the 25th International Electronic Conference on Synthetic Organic Chemistry, 15–30 November 2021; Available online: https://ecsoc-25.sciforum.net/.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90275857","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}
ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11682
R. P. Sousa, S. Costa, R. B. Figueira, M. Raposo
{"title":"Organic–Inorganic Hybrid Sol–Gel Material Loaded with an Heterocyclic Aldehyde with Potential Application for Cu(II) Detection","authors":"R. P. Sousa, S. Costa, R. B. Figueira, M. Raposo","doi":"10.3390/ecsoc-25-11682","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11682","url":null,"abstract":"","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87618213","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}
ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11652
T. Goněc, M. Oravec, J. Jampílek
{"title":"Photosynthesis-Inhibiting Activity of Fluorinated 2-Hydroxynaphthalene-1-carboxanilides","authors":"T. Goněc, M. Oravec, J. Jampílek","doi":"10.3390/ecsoc-25-11652","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11652","url":null,"abstract":": 2-Hydroxy- N -phenylnaphthalene-1-carboxamide, three fluoro monosubstituted and five fluoro disubstituted 2-hydroxynaphthalene-1-carboxanilides were prepared by microwave-assisted synthesis and characterized. All the compounds were evaluated for their ability to inhibit photosynthetic electron transport (PET) in spinach ( Spinacia oleracea L.) chloroplasts. The PET inhibitory activity of the discussed compounds proved to be in a wide range, from inactive N -(2,6-difluorophenyl)-2-hydroxynaphthalene-1-carboxamide with an IC 50 = 904 µ M to N -(2,5-difluorophenyl)-2-hydroxynaphthalene-1-carboxamide with an IC 50 of 44.2 µ M, which was the most potent isomer of the series of evaluated compounds. Based on previous studies, it can be assumed that the mechanism of PET inhibition of these compounds is the inhibition of photosystem II in the thylakoid membrane.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86283205","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}
ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11671
Tejashree Amberkar, P. Mahanwar
{"title":"Synthesis of Microcapsules with Beeswax Core and Phenol-Formaldehyde Shell by Taguchi Method","authors":"Tejashree Amberkar, P. Mahanwar","doi":"10.3390/ecsoc-25-11671","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11671","url":null,"abstract":": The Taguchi method was used to evaluate effect of process parameters in microencapsulation process of beeswax with resorcinol modified phenol-formaldehyde shell. Orthogonal array of 5 3 was constructed to study effect of process parameters core to shell ratio, surfactant concentration and agitation speed on control parameter core content. The amount of core content is directly proportional to heat storing capacity of microcapsules. Surfactant concentration, core to shell ratio, and agitation speed were optimized at 3%, 1:1, and 800 rpm, respectively. The microcapsules synthesized with optimized process parameters values possessed spherical morphology and heat transition enthalpy 148.93 J/g within temperature range 35 – 62 °C.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75136652","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}
ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11667
F. J. Miquel-Leal, Natalia González-Zapata, O. J. Jimenez-Jarava, Yaneth Brand, L. Betancur-Galvis, M. Marín, Miguel A. González-Cardenete
{"title":"Development and Optimization of the Multi-Gram Synthesis of the Antiviral 18-(Phthalimide-2-yl)ferruginol","authors":"F. J. Miquel-Leal, Natalia González-Zapata, O. J. Jimenez-Jarava, Yaneth Brand, L. Betancur-Galvis, M. Marín, Miguel A. González-Cardenete","doi":"10.3390/ecsoc-25-11667","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11667","url":null,"abstract":": Virus-induced diseases are very common in our society, and we continuously need new treatments for these challenging infections. We discovered by serendipity some years ago that the molecule 18-(Phthalimide-2-yl)ferruginol, an analogue of the natural diterpenoid (+)-ferruginol, a pharmacologically active molecule, was able to inhibit the spread of dengue virus type-2 (DENV-2) and human herpes virus 1 and 2 (HHV-1 and HHV-2). During the development and further study of the above-mentioned analogue, we required the scaling-up of the semisynthesis of the target molecule. The synthesis was already reported by Waldvogel and co-workers in 2007, starting from the commercially available ca. 60% (+)-dehydroabietylamine. In this communication, we describe the several issues that we faced and propose an optimized experimental procedure in order to obtain this broad-spectrum antiviral, which we found is even active against several strains of Zika virus. which had 1 H and 13 C NMR and specific optical rotation ([ α ] 23D —31.4 (c 0.7, DCM) data in agreement with reported [7]. Anal. calcd. for C 28 H 33 NO 3 : C, 77.9; H, 7.7; N, 3.2. Found: C, 77.6; H, 7.8;","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85664189","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}
ECSOC-25Pub Date : 2021-11-13DOI: 10.3390/ecsoc-25-11679
L. Jadhav, R. Patil, Nikhil Borane, S. Mishra, G. Yadav, D. Patil, V. Patil
{"title":"A Novel Synthetic Approach of Functionalised GO and CNT to Nanocomposite Containing Active Nanostructured Fillers for Classical Isocyanate Curing","authors":"L. Jadhav, R. Patil, Nikhil Borane, S. Mishra, G. Yadav, D. Patil, V. Patil","doi":"10.3390/ecsoc-25-11679","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11679","url":null,"abstract":": A novel synthetic method has been developed by utilizing the chemical reactivity of functionalized graphene and CNT with a covalent combination of chemically diverse GO/FCNT and toluene diisocyanate. Thereby yield a synergistic polymer nanocomposite. Comprehensive composite material has simultaneous covalent as well as π - π interactions confirms sp2-hybridized frameworks of graphene oxide and MWCNTs by Raman absorption spectra at 1345 and 1590 cm −1 of D and G band respectively. Toluene diisocyanate and GO/FCNT inspired polymeric formulation obtained by the classical curing reaction initiated by ultrasound sonication. This method allowed 50 wt.% doping of GO/FCNT without segregation ensures good adhesion to the law steel surface. Large surface area and morphological character of GO and FCNT by SEM and TEM ensure stable and dispersed integrated molecules. It has advantages over the high-temperature hazardous curing reaction overcomes the problem of graphene exfoliation and does not allow CNT slipping within the bundle to falls apart at higher concentration.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79793155","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}
ECSOC-25Pub Date : 2021-11-12DOI: 10.3390/ecsoc-25-11641
Jorge M. S. Faria, P. Barbosa, C. Moiteiro, M. Mota, M. Inácio
{"title":"Profiling the Nematicidal Activity of Linear and Cyclic Compounds on the Pinewood Nematode","authors":"Jorge M. S. Faria, P. Barbosa, C. Moiteiro, M. Mota, M. Inácio","doi":"10.3390/ecsoc-25-11641","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11641","url":null,"abstract":"","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74650748","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}
ECSOC-25Pub Date : 2021-11-12DOI: 10.3390/ecsoc-25-11631
G. N. Kadikova, L. Dzhemileva, U. Dzhemilev
{"title":"Synthesis of New Functionally Substituted Bicyclo[4.2.1]nona-2,4,7-trienes by Co(I)-Catalyzed [6π + 2π] Cycloaddition of 1-Benzoylcycloheptatriene","authors":"G. N. Kadikova, L. Dzhemileva, U. Dzhemilev","doi":"10.3390/ecsoc-25-11631","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11631","url":null,"abstract":": Functionally substituted bicyclo[4.2.1]nona-2,4,7-trienes were synthesized for the first time on the basis of the reaction of [6 π + 2 π ] cycloaddition of hexyn-1 and 4-pentynenitrile to 1-benzoylcycloheptatriene under the action of the three-component catalytic system Co(acac) 2 (dppe)/ Zn/ZnI 2 .","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78263556","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}
ECSOC-25Pub Date : 2021-11-12DOI: 10.3390/ecsoc-25-11638
D. Nedopekina, E. Davletshin, A. Spivak
{"title":"Effective Synthesis of a Novel Betulinic Acid Conjugate with Mitochondria-Targeting Cation F16","authors":"D. Nedopekina, E. Davletshin, A. Spivak","doi":"10.3390/ecsoc-25-11638","DOIUrl":"https://doi.org/10.3390/ecsoc-25-11638","url":null,"abstract":": Currently, mitochondria are considered as an attractive universal target in the development of new anticancer drugs. These organelles are essential in energy production, regulation of cell death pathways, generation of reactive oxygen species, as well as maintenance of calcium ho-meostasis. Various approaches are being developed to deliver biologically active compounds into the mitochondria of tumour cells, including conjugation of cytotoxic substances with mitochondria-targeted lipophilic cations. Among the currently known low molecular weight lipophilic cationic molecules, (E)-4(1H-indol-3-ylvinyl)-N-methylpyridinium iodide ( F16 ) is of great interest. This mi-tochondria-toxic cationic compound with luminescent properties is selectively accumulated in mitochondria and can selectively trigger apoptosis and necrosis of tumour cells, making it an attractive targeted agent for theranostic use. Meanwhile, betulinic acid, an available natural pentacyclic triterpenoid, has been considered as a promising scaffold for development of new anticancer agents in recent years. The antitumour effect of this natural product arises from affecting the mitochondria of tumour cells through formation of reactive oxygen species. The present article details an efficient synthesis of a novel multifunctional hybrid agent in which a cytotoxic triterpenoid, betulinic acid, is carbon-carbon bonded to the cationic F16 fragment at the C-2 position of ring A through a phenylethynyl spacer. The starting substrates in the synthesis were C-2 propynyl derivative of betulinic acid and N-aryl-substituted 4-(1H-indol-3-ylvinyl)-pyridine. The derivative of betulinic acid with a terminal acetylenic group was prepared by the reaction of C-alkylation with propargyl bromide of potassium enoxytriethylborate generated from betulonic acid. To obtain the N-aryl-substituted an-alogue of F16 , CuI-catalyzed Ullmann-Goldberg reaction was applied. The synthesis of the target conjugate was successfully completed by the cross-coupling of the terpene and heterocyclic compo-nents according to Sonogashira in the presence of CuI/Pd(PPh 3 ) 2 catalyst.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2021-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73652129","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}