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Synthesis, Spectral Analysis, In Vitro Microbiological Evaluation, and Molecular Docking Studies of Some Novel 1-(1-Aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone Derivatives. 新型1-(1-芳基- 1h -四唑-5-基)-2-(胡椒苷-1-基)乙酮衍生物的合成、光谱分析、体外微生物学评价及分子对接研究
ISRN Organic Chemistry Pub Date : 2014-05-06 eCollection Date: 2014-01-01 DOI: 10.1155/2014/120173
Thangasamy Elavarasan, Durairaj Peter Bhakiaraj, Mannathusamy Gopalakrishnan
{"title":"Synthesis, Spectral Analysis, In Vitro Microbiological Evaluation, and Molecular Docking Studies of Some Novel 1-(1-Aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone Derivatives.","authors":"Thangasamy Elavarasan,&nbsp;Durairaj Peter Bhakiaraj,&nbsp;Mannathusamy Gopalakrishnan","doi":"10.1155/2014/120173","DOIUrl":"https://doi.org/10.1155/2014/120173","url":null,"abstract":"<p><p>A new series of novel heterocyclic compounds containing both tetrazoles and piperidine nuclei together, namely, 1-(1-aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone (22-28), were synthesized by the treatment of the respective 2-chloro-1-(1-aryl-1H-tetrazol-5-yl)ethanone (15-21) with piperidine in acetonitrile for 6 h. A series of novel tetrazole substituted piperidine derivatives were synthesized and evaluated for their antimicrobial activity using serial dilution method. The structures of the synthesized compounds were characterized by IR, (1)H NMR, (13)C NMR, mass spectral data, and elemental analysis. Evaluation of antimicrobial activity shows that several compounds exhibit good activity when compared with the reference drug candidates and thus could be promising new lead molecules. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"120173"},"PeriodicalIF":0.0,"publicationDate":"2014-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/120173","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32436742","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 9
A facile stereoselective total synthesis of (R)-rugulactone. (R)-规则内酯的立体选择性全合成。
ISRN Organic Chemistry Pub Date : 2014-03-30 eCollection Date: 2014-01-01 DOI: 10.1155/2014/767954
B Narasimha Reddy, R P Singh
{"title":"A facile stereoselective total synthesis of (R)-rugulactone.","authors":"B Narasimha Reddy,&nbsp;R P Singh","doi":"10.1155/2014/767954","DOIUrl":"https://doi.org/10.1155/2014/767954","url":null,"abstract":"<p><p>An efficient and novel synthesis of (R)-rugulactone has been achieved employing Sharpless asymmetric epoxidation of allyl alcohols followed by selective hydride reduction of epoxy alcohols and olefin cross metathesis reactions. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"767954"},"PeriodicalIF":0.0,"publicationDate":"2014-03-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/767954","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32458643","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Asymmetric organocatalysis at the service of medicinal chemistry. 为药物化学服务的不对称有机催化。
ISRN Organic Chemistry Pub Date : 2014-03-11 eCollection Date: 2014-01-01 DOI: 10.1155/2014/531695
Alfredo Ricci
{"title":"Asymmetric organocatalysis at the service of medicinal chemistry.","authors":"Alfredo Ricci","doi":"10.1155/2014/531695","DOIUrl":"10.1155/2014/531695","url":null,"abstract":"<p><p>The application of the most representative and up-to-date examples of homogeneous asymmetric organocatalysis to the synthesis of molecules of interest in medicinal chemistry is reported. The use of different types of organocatalysts operative via noncovalent and covalent interactions is critically reviewed and the possibility of running some of these reactions on large or industrial scale is described. A comparison between the organo- and metal-catalysed methodologies is offered in several cases, thus highlighting the merits and drawbacks of these two complementary approaches to the obtainment of very popular on market drugs or of related key scaffolds. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"531695"},"PeriodicalIF":0.0,"publicationDate":"2014-03-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4041019/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32458644","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Efficient electrochemical N-alkylation of N-boc-protected 4-aminopyridines: towards new biologically active compounds. n -boc保护的4-氨基吡啶的高效电化学n -烷基化:生成新的生物活性化合物。
ISRN Organic Chemistry Pub Date : 2014-03-05 eCollection Date: 2014-01-01 DOI: 10.1155/2014/621592
Marta Feroci, Isabella Chiarotto, Gianpiero Forte, Giovanna Simonetti, Felicia Diodata D'Auria, Louis Maes, Daniela De Vita, Luigi Scipione, Laura Friggeri, Roberto Di Santo, Silvano Tortorella
{"title":"Efficient electrochemical N-alkylation of N-boc-protected 4-aminopyridines: towards new biologically active compounds.","authors":"Marta Feroci,&nbsp;Isabella Chiarotto,&nbsp;Gianpiero Forte,&nbsp;Giovanna Simonetti,&nbsp;Felicia Diodata D'Auria,&nbsp;Louis Maes,&nbsp;Daniela De Vita,&nbsp;Luigi Scipione,&nbsp;Laura Friggeri,&nbsp;Roberto Di Santo,&nbsp;Silvano Tortorella","doi":"10.1155/2014/621592","DOIUrl":"https://doi.org/10.1155/2014/621592","url":null,"abstract":"<p><p>The use of electrogenerated acetonitrile anion allows the alkylation of N-Boc-4-aminopyridine in very high yields, under mild conditions and without by-products. The high reactivity of this base is due to its large tetraethylammonium counterion, which leaves the acetonitrile anion \"naked.\" The deprotection of the obtained compounds led to high yields in N-alkylated 4-aminopyridines. Nonsymmetrically dialkylated 4-aminopyridines were obtained by subsequent reaction of monoalkylated ones with t-BuOK and alkyl halides, while symmetrically dialkylated 4-aminopyridines were obtained by direct reaction of 4-aminopyridine with an excess of t-BuOK and alkyl halides. Some mono- and dialkyl-4-aminopyridines were selected to evaluate antifungal and antiprotozoal activity; the dialkylated 4-aminopyridines 3ac, 3ae and 3ff showed antifungal towards Cryptococcus neoformans; whereas 3cc, 3ee and 3ff showed antiprotozoal activity towards Leishmania infantum and Plasmodium falciparum. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"621592"},"PeriodicalIF":0.0,"publicationDate":"2014-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/621592","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32447489","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
Synthesis and biological activities of 4-aminoantipyrine derivatives derived from betti-type reaction. 由betti型反应衍生的4-氨基安替比林衍生物的合成及其生物活性。
ISRN Organic Chemistry Pub Date : 2014-03-04 eCollection Date: 2014-01-01 DOI: 10.1155/2014/639392
Ipsita Mohanram, Jyotsna Meshram
{"title":"Synthesis and biological activities of 4-aminoantipyrine derivatives derived from betti-type reaction.","authors":"Ipsita Mohanram,&nbsp;Jyotsna Meshram","doi":"10.1155/2014/639392","DOIUrl":"https://doi.org/10.1155/2014/639392","url":null,"abstract":"<p><p>The present work deals with the synthesis and evaluation of biological activities of 4-aminoantipyrine derivatives derived from a three-component Betti reaction. The synthesis was initiated by the condensation of aromatic aldehyde, 4-aminoantipyrine, and 8-hydroxyquinoline in presence of fluorite as catalyst in a simple one-step protocol. The reactions were stirred at room temperature for 10-15 min achieving 92-95% yield. The structures of synthesized derivatives were established on the basis of spectroscopic and elemental analysis. All derivatives 4(a-h) were screened in vivo and in vitro for anti-inflammatory and anthelmintic activity against a reference drug, Diclofenac and Albendazole, respectively. The screening results show that compounds 4c, 4d, 4f, and 4h were found to possess potential anti-inflammatory activity while compounds 4a, 4b, 4e, and 4g are potent anthelmintic agents when compared with reference drugs, respectively. The bioactivity of these derivatives has also been evaluated with respect to Lipinski's rule of five using molinspiration cheminformatics software. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"639392"},"PeriodicalIF":0.0,"publicationDate":"2014-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/639392","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32447943","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 26
Substrate Directed Regioselective Monobromination of Aralkyl Ketones Using N-Bromosuccinimide Catalysed by Active Aluminium Oxide: α -Bromination versus Ring Bromination. 活性氧化铝催化n -溴琥珀酰亚胺对芳烷基酮的定向区域选择性单溴化:α -溴化与环溴化。
ISRN Organic Chemistry Pub Date : 2014-03-04 eCollection Date: 2014-01-01 DOI: 10.1155/2014/751298
Reddy Bodireddy Mohan, G Trivikram Reddy, N C Gangi Reddy
{"title":"Substrate Directed Regioselective Monobromination of Aralkyl Ketones Using N-Bromosuccinimide Catalysed by Active Aluminium Oxide: α -Bromination versus Ring Bromination.","authors":"Reddy Bodireddy Mohan,&nbsp;G Trivikram Reddy,&nbsp;N C Gangi Reddy","doi":"10.1155/2014/751298","DOIUrl":"https://doi.org/10.1155/2014/751298","url":null,"abstract":"<p><p>Bromination of aralkyl ketones using N-bromosuccinimide in presence of active Al2O3 provided either α -monobrominated products in methanol at reflux or mononuclear brominated products in acetonitrile at reflux temperature with excellent isolated yields depending on the nature of substrate employed. The α -bromination was an exclusive process when aralkyl ketones containing moderate activating/deactivating groups were subjected to bromination under acidic Al2O3 conditions in methanol at reflux while nuclear functionalization was predominant when aralkyl ketones containing high activating groups were utilized for bromination in presence of neutral Al2O3 conditions in acetonitrile at reflux temperature. In addition, easy isolation of products, use of inexpensive catalyst, short reaction time (10-20 min), and safe operational practice are the major benefits in the present protocol. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"751298"},"PeriodicalIF":0.0,"publicationDate":"2014-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/751298","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32447944","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
Antimicrobial and Dyeing Properties of Reactive Dyes with Thiazolidinon-4-one Nucleus. 噻唑烷-4- 1核活性染料的抗菌和染色性能。
ISRN Organic Chemistry Pub Date : 2014-03-04 eCollection Date: 2014-01-01 DOI: 10.1155/2014/894250
Hailemichael Ayalew, Gebremedihin Reda, Tsegaye Gashaw, Neelaiah Babu, Raj Kumar Upadhyay
{"title":"Antimicrobial and Dyeing Properties of Reactive Dyes with Thiazolidinon-4-one Nucleus.","authors":"Hailemichael Ayalew,&nbsp;Gebremedihin Reda,&nbsp;Tsegaye Gashaw,&nbsp;Neelaiah Babu,&nbsp;Raj Kumar Upadhyay","doi":"10.1155/2014/894250","DOIUrl":"https://doi.org/10.1155/2014/894250","url":null,"abstract":"<p><p>Four imines, the condensation products of 2,4-dioxo-4-phenylbutanal with four primary amines, were condensed with mercapto acetic acid to obtain thiazolidinon-4-ones which on subsequent condensation with vanillin and isatin separately yielded eight thiazolidin-4-one derivatives. The chemical structures of the synthesized compounds were elucidated by elemental analysis, molecular weight determination, IR and (1)H and (13)C NMR spectral measurements. Antibacterial and antifungal properties were studied in vitro against two bacteria and two fungi. The dyeing potential of synthesized reactive dyes was investigated with regard to silk, wool, cotton, and polyester fabrics under hot and cold dyeing conditions. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":" ","pages":"894250"},"PeriodicalIF":0.0,"publicationDate":"2014-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/894250","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32447945","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 4
Crystal structure and stereochemistry study of 2-substituted benzoxazole derivatives. 2取代苯并恶唑衍生物的晶体结构和立体化学研究。
ISRN Organic Chemistry Pub Date : 2014-01-01 DOI: 10.1155/2014/728343
Ahmed F Mabied, Elsayed M Shalaby, Hamdia A Zayed, Esmat El-Kholy, Ibrahim S A Farag, Naima A Ahmed
{"title":"Crystal structure and stereochemistry study of 2-substituted benzoxazole derivatives.","authors":"Ahmed F Mabied,&nbsp;Elsayed M Shalaby,&nbsp;Hamdia A Zayed,&nbsp;Esmat El-Kholy,&nbsp;Ibrahim S A Farag,&nbsp;Naima A Ahmed","doi":"10.1155/2014/728343","DOIUrl":"https://doi.org/10.1155/2014/728343","url":null,"abstract":"<p><p>The structure of 2-[(4-chlorophenylazo) cyanomethyl] benzoxazole, C15H9ClN4O (I), has triclinic ([Formula: see text]) symmetry. The structure displays N-H ⋯ N hydrogen bonding. The structure of 2-[(arylidene) cyanomethyl] benzoxazoles, C17H10N2O3 (II), has triclinic ([Formula: see text]) symmetry. The structure displays C-H ⋯ N, C-H ⋯ C hydrogen bonding. In (I), the chlorophenyl and benzoxazole groups adopt a trans configuration with respect to the central cyanomethyle hydrazone moiety. Compound (II) crystallized with two molecules in the asymmetric unit shows cisoid conformation between cyano group and benzoxazole nitrogen, contrary to (I). In (II) the benzodioxole has an envelope conformation (the C17 atom is the flap atom). The molecular geometry obtained using molecular mechanics (MM) calculations has been discussed along with the results of single crystal analysis. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2014 ","pages":"728343"},"PeriodicalIF":0.0,"publicationDate":"2014-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2014/728343","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10538586","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 4
Goniomitine: an overview on the chemistry of this indole alkaloid. 高尼米汀：这种吲哚生物碱的化学概述。
ISRN Organic Chemistry Pub Date : 2013-12-23 DOI: 10.1155/2013/292396
José C F Alves
{"title":"Goniomitine: an overview on the chemistry of this indole alkaloid.","authors":"José C F Alves","doi":"10.1155/2013/292396","DOIUrl":"10.1155/2013/292396","url":null,"abstract":"<p><p>This paper reports an overview on the chemistry of the indole alkaloid goniomitine focusing, mainly, on the methods of synthesis related to this natural product and analogs. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2013 ","pages":"292396"},"PeriodicalIF":0.0,"publicationDate":"2013-12-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884615/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32054039","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Silica-ZnCl 2 : An Efficient Catalyst for the Synthesis of 4-Methylcoumarins. 二氧化硅-氯化锌:合成4-甲基香豆素的高效催化剂。
ISRN Organic Chemistry Pub Date : 2013-12-16 DOI: 10.1155/2013/132794
Bandita Datta, Mohamed Afzal Pasha
{"title":"Silica-ZnCl 2 : An Efficient Catalyst for the Synthesis of 4-Methylcoumarins.","authors":"Bandita Datta,&nbsp;Mohamed Afzal Pasha","doi":"10.1155/2013/132794","DOIUrl":"https://doi.org/10.1155/2013/132794","url":null,"abstract":"<p><p>Silica-ZnCl2 has been found to be an efficient and eco-friendly catalyst for the synthesis of substituted 4-methylcoumarins from ethyl acetoacetate and substituted phenols under \"neat\" conditions in an oil bath at 80°C. The experimental procedure is simple, includes shorter reaction times (15-65 min), compatible with sensitive functional groups, and results in excellent yield of the products. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2013 ","pages":"132794"},"PeriodicalIF":0.0,"publicationDate":"2013-12-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1155/2013/132794","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32056776","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
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