Chemistry Journal of Moldova

Organic chemistry

DESIGN AND SYNTHESIS OF TWO BICYCLO[3.3.1]NONANE-STEROID DERIVATIVES

Author(s):

Lauro Figueroa, Alejandra Garcimarero, Rolando Garcia, Francisco Diaz, Marcela Rosas, Virginia Mateu, Maria Lopez, Lenin Hau, Tomas Lopez, Abelardo Camacho, Yaritza Borges


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.1
Pages: 75-85
Keywords: bicyclo, steroid, estrone derivative, synthesis, NMR.
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DOI: http://dx.doi.org/10.19261/cjm.2019.657   

Abstract (PDF)
Graphical Abstract: This study describes the preparation of two bicyclo[3.3.3]nonane-steroid derivatives from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy that the reagents used in this investigation are not expensive and do not require special conditions for handling.


 

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NOVEL β-LACTAMS AND THIAZOLIDINONE DERIVATIVES FROM 1,4-DIHYDROQUINOXALINE SCHIFF’S BASE: SYNTHESIS, ANTIMICROBIAL ACTIVITY AND MOLECULAR DOCKING STUDIES

Author(s):

Hajer Hrichi, Nadia Ali Ahmed Elkanzi, Rania Badawy Bakr


Field: Organic chemistry
Type: Research paper
Issue: 2020 Volume 15, no.1
Pages: 86-94
Keywords: heterocycle, β-lactam, quinoxaline, antimicrobial activity, molecular docking.
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DOI: http://dx.doi.org/10.19261/cjm.2019.647   

Abstract (PDF) 
Graphical Abstract: A series of novel isolated β-lactams 3a-c and thiazolidinone derivatives 4a-c were successfully synthesized from reactions of new Schiff's bases 2a-c with chloroacetyl chloride and thioglycolic acid. The antimicrobial activity of the obtained compounds was assessed in vitro against gram-positive Staphylococcus aureus and gram-negative Escherichia coli bacteria and Aspergillus flavus and Candida albicans fungi. Furthermore, a molecular docking study was carried out and the results indicated that compounds 3b and 4b displayed comparable binding affinity scores as that of glutamate. These two compounds are promising candidates as antibacterial and antifungal agents that would deserve further investigations.



 

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SYNTHESIS AND PRELIMINARY EVALUATION OF SEVERAL CHALCONE DERIVATIVES AS SUNSCREEN COMPOUNDS

Author(s):

Jumina Jumina, Rizky Woro Styaningrum, Dwi Siswanta, Sugeng Triono, Yoga Priastomo, Harizal Harizal, Eti Nurwening Sholikhah, Abdul Karim Zulkarnain


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 90-96
Keywords: chalcone, photostability, absorbance, sunscreen, broad-spectrum.
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DOI: http://dx.doi.org/10.19261/cjm.2019.624   
 
Abstract (PDF)
Graphical Abstract: Four chalcone derivatives were synthesized and pre-evaluated as broad-spectrum UV protector. Chalcones 1-4 showed a wide range of UV absorbance values and moderate molar absorptivity values. Chalcones 3 and 4 showed better photostability than chalcones 1 and 2 because the lowering of their absorbance was smaller and slower under UVB irradiation. A combination of the spectra of chalcone derivatives 1-4 indicated that a formulation containing all four will provide a broad-spectrum sunscreen protecting the skin from UVA and UVB. 


 

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SYNTHESIS AND ANTIMICROBIAL EVALUATION OF NOVEL PYRAZOLE, IMIDAZOLE AND PYRIMIDINE DERIVATIVES POSSESSING IMIDAZO[4,5-B]INDOL MOIETY

Author(s):

Nadia Ali Ahmed Elkanzi, Amira Atef Ghoneim, Hajer Hrichi


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 105-116
Keywords: pyrazole, imidazole, pyrimidine, indol, antimicrobial activity.
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DOI: http://dx.doi.org/10.19261/cjm.2019.638   

Abstract (PDF)
Graphical Abstract: In this study, novel pyrazole, imidazole, pyrimidine derivatives bearing imidazo[4,5-b]indol moiety were successfully synthesized and their chemical structures were identified and confirmed by different spectral techniques. All the synthesized compounds were tested against four bacterial strains (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa) and two fungi (Aspergillus flavus and Candida albicans). The obtained results show that the synthesized compounds could find fruitful applications as antibacterial and antifungal agents in pharmaceutical chemistry.


 

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MULTI-COMPONENT REACTION SYNTHESIS OF 1,6-DIAMINO-2-OXO-1,2,3,4-TETRAHYDROPYRIDINE-3,5-DICARBONITRILES USING ULTRASONICATION AND DMAP AS CATALYST

Author(s):

Maryam Shokoohian, Nourallah Hazeri, MalekTaher Maghsoodlou, Mojtaba Lashkari


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.2
Pages: 97-104
Keywords: one-pot reaction, multi-component reaction, pyridine-2(1H)-one derivative, ultrasonication, 4-(dimethylamino)pyridine.
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DOI: http://dx.doi.org/10.19261/cjm.2019.639   

Abstract (PDF) 
Supplementary Material (PDF)
Graphical Abstract: 4-(Dimethylamino)pyridine was found to be an efficient homogenous catalyst for one-pot multi-component reactions between hydrazine monohydrate, ethyl cyanoacetate, ketone, and malononitrile for the synthesis of 1,6-diamino-2-oxo-1,2,3,4-tetrahydropyridine-3,5-dicarbonitrile derivatives using ultrasonication at room temperature in ethanol solution within 35-50 min with yields of over 90%.
 


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RECENT STUDIES OF (+)-3-CARENE TRANSFORMATIONS WITH THE RETENTION OF THE NATIVE FRAMEWORK

Author(s):

Serghei Curlat


Field: Organic chemistry
Type: Review
Issue: 2019 Volume 14, no.2
Pages: 32-55
Keywords: (+)-3-carene, epoxidation, sulphide, aminoalcohol, azidoalcohol, aziridine.
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DOI: http://dx.doi.org/10.19261/cjm.2019.616   
 
Abstract (PDF)
Graphical Abstract: This review presents last decade and some past especially relevant studies in the field of (+)-3-carene synthetic transformations. This paper discusses exclusively the transformations of (+)-3-carene, proceeding with the retention of the native bicyclic carbon skeleton. The data concerning the features of epoxidation and oxidation reactions of (+)-3-carene, the synthesis of sulphur- and selenium-containing derivatives and their use in asymmetric synthesis are given. It also describes methods for producing amino derivatives of (+)-3-carene, substituted heterocycles based on it, reactions for the preparation of aziridines, azido-alcohols and azidoamines, as well as chiral phosphites as bidentate ligands.


 

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SYNTHESIS, CHARACTERIZATION AND MOLECULAR DOCKING OF CHLORO-SUBSTITUTED HYDROXYXANTHONE DERIVATIVES

Author(s):

Emmy Yuanita, Harno Dwi Pranowo, Mustofa Mustofa, Respati Tri Swasono, Jufrizal Syahri, Jumina Jumina


Field: Organic chemistry
Type: Research paper
Issue: 2019 Volume 14, no.1
Pages: 68-76
Keywords: chlorination, chloro-substituted hydroxyxanthone, derivative, anticancer, molecular docking.
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DOI: http://dx.doi.org/10.19261/cjm.2018.520   
 
Abstract (PDF)
Graphical Abstract: In this study, the chloro-substituted hydroxyxanthones were prepared by cyclodehydration of acid derivatives and substituted phenol in the presence of Eaton reagent, followed by halogenations step to electrophilic substitution of chlorine in a moderate yield. The in vitro anticancer activity study on various cell lines revealed that the chloro functional group increases the anticancer activity of the hydroxyxanthone derivatives. The molecular docking study showed that there was a binding interaction between chloro-hydroxyxanthone and the amino acid residues such as Asp810, Cys809, Ile789, His790, and Leu644 of protein tyrosine kinase receptor.


 

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GREEN SYNTHESIS OF POLYSUBSTITUTED QUINOLINES AND XANTHENE DERIVATIVES PROMOTED BY TARTARIC ACID AS A NATURALLY GREEN CATALYST UNDER SOLVENT-FREE CONDITIONS

Author(s):

Farzaneh Mohamadpour, Malek Taher Maghsoodlou, Mojtaba Lashkari, Reza Heydari, Nourallah Hazeri


Field: Organic chemistry
Type: Research paper
Issue: 2018 Volume 13, no.1
Pages: 74-86
Keywords: tartaric acid, polysubstituted quinolines, 12-aryl-tetrahydrobenzo[α]xanthene-11-ones, 1,8-dioxo-octahydroxanthenes, 14-aryl-14H-dibenzo[α,j]xanthenes.
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DOI: http://dx.doi.org/10.19261/cjm.2017.449  

Abstract (PDF) 
Supplementary Material (PDF)
Graphical Abstract: This method reported the use of tartaric acid as a green and highly efficient catalyst for the convenient synthesis of polysubstituted quinolines and xanthenes derivatives in excellent yields under solvent-free conditions. The main advantages of this one-pot procedure are the green and economic availability of the catalyst, simple experimental and work-up procedures.


 

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SYNTHESIS OF NEW HOMODRIMANE SESQUITERPENOIDS CONTAINING DIAZINE, 1,2,4-TRIAZOLE AND CARBAZOLE RINGS

Author(s):

Gheorghe Duca, Aculina Aricu, Lidia Lungu, Nadejda Tenu, Alexandru Ciocarlan, Yacob Gutu, Ion Dragalin, Alic Barba


Field: Organic chemistry
Type: Research paper
Issue: 2018 Volume 13, no.1
Pages: 69-73
Keywords: sesquiterpenoids, N-substituted amides, heterocyclic amines, diazine, 1,2,4-triazole, carbazole, synthesis.
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DOI:
http://dx.doi.org/10.19261/cjm.2017.458   

Abstract (PDF) 
Graphical Abstract: The study describes the synthesis of 11-homodrim-6,8-dien-12-oic acid N-substituted amides containing diazine, 1,2,4-triazole and carbazole rings based on commercially available sclareolide. The mentioned compounds were prepared for the first time by interaction of the generated in situ acyl chloride with some heterocyclic amines: 2- and 4-aminopyrimidine, 2-aminopyrazine, 3-amino-1,2,4-triazole and N-aminocarbazole. Their structures were fully elucidated by elemental and spectral analyses (IR, 1H and 13C NMR).


 

Downloads: 104

SYNTHESIS OF ALIPHATIC SYMMETRIC DIPHOSPHONIUM SALTS AND BACTERICIDAL ACTIVITY OF SELECTED PRODUCTS

Author(s):

Bin Yuan, Wei Hu, Song Lv, Jieyang Huang, Kecheng Huang


Field: Organic chemistry
Type: Research paper
Issue: 2017 Volume 12, no.1
Pages: 81-86
Keywords: diphosphonium salts, ω,ω´-dibromo alkane, synthesis, bactericidal activity.
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DOI: dx.doi.org/10.19261/cjm.2017.376 
 
Graphical Abstract: Eight new aliphatic symmetrical diphosphonium salts were synthesized by reacting ω,ω´-dibromoalkanes with triphenylphosphine or tributylphosphine using N,N-dimethyl acetamide as a solvent at 140~150°C for 16~20 h under a nitrogen atmosphere.

 

Downloads: 90