Next Issue
Volume 2020, December
Previous Issue
Volume 2020, June
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
0.7
0.6
Journals
Molbank
Volume 2020
Issue 3
share announcement

Molbank, Volume 2020, Issue 3 (September 2020) – 13 articles

  • Issues are regarded as officially published after their release is announced to the table of contents alert mailing list.
  • You may sign up for e-mail alerts to receive table of contents of newly released issues.
  • PDF is the official format for papers published in both, html and pdf forms. To view the papers in pdf format, click on the "PDF Full-text" link, and use the free Adobe Reader to open them.
Order results
Result details
Section
Show export options expand_more Show export options expand_less
Select all
Export citation of selected articles as:
4 pages, 747 KiB  
Short Note
2,4,6-Trimethylbenzyl Chloride (α2-Chloroisodurene)
by R. Alan Aitken and Alexandra M. Z. Slawin
Molbank 2020, 2020(3), M1156; https://doi.org/10.3390/M1156 - 1 Sep 2020
Cited by 1 | Viewed by 2543
Abstract
The X-ray structure of the title compound has been determined and it is compared with those of other substituted benzyl chlorides reported previously. It has an atypically long CH2–Cl bond. Full article
(This article belongs to the Section Structure Determination)
►▼ Show Figures

Graphical abstract

9 pages, 1421 KiB  
Communication
2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2H)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity
by Mohd Imran
Molbank 2020, 2020(3), M1155; https://doi.org/10.3390/M1155 - 28 Aug 2020
Cited by 7 | Viewed by 2454
Abstract
Pyridazinone derivatives are a great template for developing cyclooxygenase-2 (COX-2) inhibitors. The 2-butyl-6-phenyl-4,5-dihydropyridazin-3(2H)-one was prepared by reacting 6-phenyl-4,5-dihydropyridazin-3(2H)-one with n-butyl bromide in the presence of potassium carbonate. The structure of the compound was confirmed based on its FTIR, [...] Read more.
Pyridazinone derivatives are a great template for developing cyclooxygenase-2 (COX-2) inhibitors. The 2-butyl-6-phenyl-4,5-dihydropyridazin-3(2H)-one was prepared by reacting 6-phenyl-4,5-dihydropyridazin-3(2H)-one with n-butyl bromide in the presence of potassium carbonate. The structure of the compound was confirmed based on its FTIR, 1H-NMR, 13C-NMR, and Mass data. The molecular docking studies assessed the COX-2 binding capability of the synthesized compound. The in silico physicochemical and pharmacokinetic parameters of this compound concerning selected drugs were also calculated. The COX-2/COX-1 analysis revealed the synthesized compound as a novel potent COX-2 inhibitor, in comparison to indomethacin, with a promising physicochemical and pharmacokinetic profile. Full article
►▼ Show Figures

Graphical abstract

4 pages, 347 KiB  
Short Note
1,1’,1’’-(2’,4’-Dinitro-[1,1’-biphenyl]-2,4,6-triyl)tripiperidine
by Gabriele Micheletti, Dario Telese, Silvia Fazzini and Carla Boga
Molbank 2020, 2020(3), M1154; https://doi.org/10.3390/M1154 - 20 Aug 2020
Viewed by 2403
Abstract
The compound 1,1’,1’’-(2’,4’-dinitro-[1,1’-biphenyl]-2,4,6-triyl)tripiperidine was synthesized by SEAr/SNAr reaction between 1-fluoro-2,4-dinitrobenzene and 1,3,5-tris(N-piperidinyl)benzene. The structure of the newly synthesized compound was elucidated based on 1H-NMR, 13C-NMR, ESI-MS, UV-Vis and IR spectroscopy. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
►▼ Show Figures

Scheme 1

5 pages, 493 KiB  
Short Note
5,5′-Oxybis(1,3,7-trihydroxy-9H-xanthen-9-one): A New Xanthone from the Stem Bark of Garcinia porrecta (Clusiaceae)
by Ayu N. Safitri, Nurlelasari, Tri Mayanti, Darwati and Unang Supratman
Molbank 2020, 2020(3), M1153; https://doi.org/10.3390/M1153 - 12 Aug 2020
Cited by 1 | Viewed by 2501
Abstract
A new polyoxygenated dimer-type xanthone, namely 5,5′-oxybis(1,3,7-trihydroxy-9H-xanthen-9-one (1), has been isolated from the stem bark of Garcinia porrecta. The structure of 1 was determined based on spectroscopic data, including 1D and 2D-NMR as well as high resolution mass spectroscopy analysis. Full article
(This article belongs to the Special Issue Synthesis of Flavonoids or Other Nature-Inspired Small Molecules)
►▼ Show Figures

Graphical abstract

4 pages, 1739 KiB  
Short Note
3,5-Dimethoxy-2-[(4-methoxyphenyl)diazenyl]phenol
by Gabriele Micheletti, Dario Telese and Carla Boga
Molbank 2020, 2020(3), M1152; https://doi.org/10.3390/M1152 - 11 Aug 2020
Viewed by 2595
Abstract
3,5-Dimethoxy-2-[(4-methoxyphenyl)diazenyl]phenol was synthesized by an azo-coupling reaction between 3,5-dimethoxyphenol and 4-methoxy benzenediazonium tetrafluoroborate. The structure of newly synthesized compound was elucidated based on 1H NMR, 13C NMR, ESI-MS, UV-Vis and FT-IR. Full article
►▼ Show Figures

Graphical abstract

10 pages, 2123 KiB  
Communication
Phenethyl Esters and Amide of Ferulic Acid, Hydroferulic Acid, Homovanillic Acid, and Vanillic Acid: Synthesis, Free Radicals Scavenging Activity, and Molecular Modeling as Potential Cholinesterases Inhibitors
by Ayyoub Selka, Fanta J. Ndongou Moutombi, Marc Cormier and Mohamed Touaibia
Molbank 2020, 2020(3), M1151; https://doi.org/10.3390/M1151 - 9 Aug 2020
Cited by 4 | Viewed by 3152
Abstract
As ferulic acid was reported to be involved in novel potential mechanisms associated with Alzheimer’s disease (AD) therapy, five closely related phenethyl esters and amide of this natural product were synthesized and screened for their free radicals scavenging activity. Ferulic acid and its [...] Read more.
As ferulic acid was reported to be involved in novel potential mechanisms associated with Alzheimer’s disease (AD) therapy, five closely related phenethyl esters and amide of this natural product were synthesized and screened for their free radicals scavenging activity. Ferulic acid and its analogue′s absorption, distribution, metabolism, and excretion (ADME) properties were predicted. All compounds obey Lipinski′s rules. Moreover, all evaluated compounds seem to present a high oral bioavailability and blood–brain barrier (BBB) permeation which is crucial for Alzheimer′s disease drug candidates. Molecular docking of analogues 4 and 8 with acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) showed interactions with the residues of the catalytic triad of AChE and BChE. In addition to their interactions with the anionic subsite, hydroferulic acid phenethyl ester 4 and homovanillic acid phenethyl ester 8 may have potential as inhibitors of AChE and BChE, respectively. Full article
►▼ Show Figures

Graphical abstract

5 pages, 572 KiB  
Communication
Synthesis of a New [3-(4-Chlorophenyl)-4-oxo-1,3-thiazolidin-5-ylidene]acetic Acid Derivative
by Jacek Szczepański, Helena Tuszewska and Nazar Trotsko
Molbank 2020, 2020(3), M1150; https://doi.org/10.3390/M1150 - 28 Jul 2020
Viewed by 2654
Abstract
The new methyl [3-(4-chlorophenyl)-2-{[(2,4-dichloro-1,3-thiazol-5-yl)methylidene]hydrazinylidene}-4-oxo-1,3-thiazolidin-5-ylidene]acetate was synthesized from 4-(4-chlorophenyl)-1-(2,4-dichloro-1,3-thiazol-5-yl)methylidene-3-thiosemicarbazide using dimethyl acetylenedicarboxylate as thia-Michael reaction acceptor. New compounds (3 and 4) were characterized by IR, 1H and 13C NMR spectroscopy methods. Full article
►▼ Show Figures

Figure 1

5 pages, 1140 KiB  
Short Note
Ethyl 11a,12-Dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate
by Lidia S. Konstantinova, Mikhail A. Tolmachev, Vadim V. Popov and Oleg A. Rakitin
Molbank 2020, 2020(3), M1149; https://doi.org/10.3390/M1149 - 21 Jul 2020
Cited by 2 | Viewed by 2699
Abstract
The 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine heterocyclic system has been used in the construction of heteropropellanes, which attracted much attention not only on the possible modification of drugs, but also for novel materials with unusual and important physical properties. In this communication, the [...] Read more.
The 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine heterocyclic system has been used in the construction of heteropropellanes, which attracted much attention not only on the possible modification of drugs, but also for novel materials with unusual and important physical properties. In this communication, the reaction of ethyl 2-(hydroxyimino)propanoate 1 with disulfur dichloride and o-aminophenol, which gave ethyl 11a,12-dihydrobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazine-5a(6H)-carboxylate in moderate yield, was described. The structure of the newly synthesized compound was established by means of elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy, mass-spectrometry and X-ray analysis. Full article
(This article belongs to the Special Issue Nitrogen-Containing Molecules: Natural and Synthetic Products Including Coordination Compounds)
►▼ Show Figures

Graphical abstract

5 pages, 334 KiB  
Short Note
Sodium N-(3,5-Bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-4-carbonyl)-l-methioninate
by Egils Bisenieks, Janis Poikans, Aiva Plotniece, Eiva Bernotiene, Wei-Bor Tsai and Arkadij Sobolev
Molbank 2020, 2020(3), M1148; https://doi.org/10.3390/M1148 - 14 Jul 2020
Viewed by 3121
Abstract
The development of the methods for amide bond formation is important for various uses in the laboratory and industrial applications. The compounds combined in their structures 1,4-dihydroisonicotinic acids and amino acids linked with an amide bond can be considered as “privileged structures” due [...] Read more.
The development of the methods for amide bond formation is important for various uses in the laboratory and industrial applications. The compounds combined in their structures 1,4-dihydroisonicotinic acids and amino acids linked with an amide bond can be considered as “privileged structures” due to their broad range of biological activities. Herein, the formation of amide bond between 1,4-dihydroisonicotinic acid and l-methionine is reported. The coupling of l-methionine with pentafluorophenyl active ester of 1,4-dihydroisonicotinic acid appears to be a convenient and effective method for amide bond formation. Sodium N-(3,5-bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-4-carbonyl)-l-methioninate has been successfully synthesized via a procedure where the key step is amide formation from 5-diethyl 4-(perfluorophenyl) 2,6-dimethyl-1,4-dihydropyridine-3,4,5-tricarboxylate and l-methionine. Sodium salt formation was performed to improve physicochemical properties, such as solubility of the l-methionine-derived 1,4-dihydroisonicotinamide. The obtained target compound was fully characterized by UV, IR, 1H NMR, 13C NMR, MS, and microanalysis. Full article
(This article belongs to the Collection Heterocycle Reactions)
►▼ Show Figures

Graphical abstract

8 pages, 1029 KiB  
Communication
Synthesis of γ-Glutamyl Derivatives of Sulfur-Containing Amino Acids in a Multigram Scale via a Two-Step, One-Pot Procedure
by Giovanna Speranza, Marco Rabuffetti, Nikolina Vidović and Carlo F. Morelli
Molbank 2020, 2020(3), M1147; https://doi.org/10.3390/M1147 - 10 Jul 2020
Cited by 2 | Viewed by 2924
Abstract
γ-Glutamyl derivatives of sulfur amino acids have been prepared in multigram scale starting from readily available starting materials. The synthesis comprises two one-pot operations, both consisting of two reactions. In the first operation, N-phtaloyl-l-glutamic acid anhydride is obtained from l [...] Read more.
γ-Glutamyl derivatives of sulfur amino acids have been prepared in multigram scale starting from readily available starting materials. The synthesis comprises two one-pot operations, both consisting of two reactions. In the first operation, N-phtaloyl-l-glutamic acid anhydride is obtained from l-glutamic acid and phtalic anhydride. In the second one, N-phtaloyl-l-glutamic acid anhydride is used to acylate amino acids and the N-phtaloyl protecting group is removed. The described approach offers a viable entry to γ-glutamyl derivatives of sulfur-containing amino acids with flavor-enhancer and nutraceutical properties. Full article
►▼ Show Figures

Figure 1

6 pages, 1064 KiB  
Short Note
3,3,3′,3′-Tetramethyl-2,2′-diphenyl-3H,3′H-5,5′-biindole
by Urtė Šachlevičiūtė, Gabrielė Varvuolytė, Aurimas Bieliauskas, Neringa Kleizienė, Asta Žukauskaitė and Algirdas Šačkus
Molbank 2020, 2020(3), M1146; https://doi.org/10.3390/M1146 - 8 Jul 2020
Viewed by 2881
Abstract
The palladium-catalyzed homocoupling of 5-iodo-3,3-dimethyl-2-phenyl-3H-indole afforded 3,3,3′,3′-tetramethyl-2,2′-diphenyl-3H,3′H-5,5′-biindole in 65% yield. This previously unreported compound was fully characterized by NMR, IR and HRMS data and its optical properties were studied by UV/vis and fluorescence spectroscopy. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
►▼ Show Figures

Graphical abstract

6 pages, 1025 KiB  
Communication
Catalytic Addition of Indole-2-Carboxylic Acid to 1-Hexyne
by Javier Francos, Alba E. Díaz-Álvarez and Victorio Cadierno
Molbank 2020, 2020(3), M1145; https://doi.org/10.3390/M1145 - 3 Jul 2020
Cited by 2 | Viewed by 2633
Abstract
The synthesis of two novel enol esters, namely hex-1-en-2-yl indole-2-carboxylate and hex-1-en-2-yl 1-(hex-1-en-2-yl)-indole-2-carboxylate, is presented. Both compounds were generated by addition of indole-2-carboxylic acid to 1-hexyne employing [RuCl2(η6-p-cymene)(PPh3)] and [AuCl(PPh3)]/AgPF6, respectively, as catalysts. Full article
(This article belongs to the Collection Molecules from Catalytic Processes)
►▼ Show Figures

Figure 1

6 pages, 838 KiB  
Short Note
2-(3,4-Dihydroxyphenyl)-4-(2-(4-nitrophenyl)hydrazono)-4H-chromene-3,5,7-triol
by Alessandra Gianoncelli, Alberto Ongaro, Giuseppe Zagotto, Maurizio Memo and Giovanni Ribaudo
Molbank 2020, 2020(3), M1144; https://doi.org/10.3390/M1144 - 29 Jun 2020
Cited by 8 | Viewed by 3322
Abstract
On the basis of the knowledge from traditional herbal and folk medicine, flavonoids are among the most studied chemical classes of natural compounds for their potential activity as phosphodiesterase 5 (PDE5) inhibitors. We here describe the preparation of a semi-synthetic hydrazone derivative of [...] Read more.
On the basis of the knowledge from traditional herbal and folk medicine, flavonoids are among the most studied chemical classes of natural compounds for their potential activity as phosphodiesterase 5 (PDE5) inhibitors. We here describe the preparation of a semi-synthetic hydrazone derivative of quercetin, 2-(3,4-dihydroxyphenyl)-4-(2-(4-nitrophenyl)hydrazono)-4H-chromene-3,5,7-triol, that was obtained via a single-step modification of the natural compound. The product was characterized by NMR, mass spectrometry and HPLC. Preliminary molecular modeling studies suggest that this compound could efficiently interact with PDE5. Full article
(This article belongs to the Special Issue Synthesis of Flavonoids or Other Nature-Inspired Small Molecules)
►▼ Show Figures

Graphical abstract

Show export options expand_more Show export options expand_less
Select all
Export citation of selected articles as:
 
Displaying articles 1-13
Previous Issue
Next Issue
Back to TopTop