Synthesis and Biological Evaluation of Novel Piperazine Containing Hydrazone Derivatives

Some hydrazone derivatives were synthesized and their potential anticholinesterase activities were examined. A series of eleven new compounds of N′-(2,4-disubstitutedbenzylidene)-2-(4-(4-nitrophenyl)piperazin-1-yl)acetohydrazide derivatives were obtained via reaction of 2-[4-(4-nitrophenyl)piperazin-1-yl]acetohydrazide with aromatic aldehydes. The chemical structures of the compounds were enlightened by FT-IR,1H-NMR,13C-NMR, and HRMS (ESI) spectral data. The inhibition potency of the compounds3a–kagainst AChE and BuChE was measured and evaluated using a modification of Ellman’s spectrophotometric method. Among the tested compounds, compound3cwas assigned to be the most active derivative. Galantamine was used as a standard drug.

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Design, Synthesis and Biological Evaluation of N-((2-phenyloxazol-4-yl)methyl) Pyrimidine Carboxamide Derivatives as Potential Fungicidal Agents

Heterocyclic Communications ◽

10.1515/hc-2020-0117 ◽

2020 ◽

Vol 26 (1) ◽

pp. 185-191

Author(s):

Danling Huang ◽

Shumin Zheng ◽

Yong-Xian Cheng

Keyword(s):

Sclerotinia Sclerotiorum ◽

Biological Evaluation ◽

Design Synthesis ◽

H Nmr ◽

Structure Activity ◽

Colletotrichum Fragariae ◽

New Compounds ◽

Synthesis And Biological Evaluation ◽

Commercial Fungicide ◽

C Nmr

Abstract Twelve N-((2-phenyloxazol-4-yl)methyl) pyrimidine carboxamide derivatives were designed, synthesized, and characterized by 1H NMR, 13C NMR, and HRMS. The fungicidal activities of these new compounds against Sclerotinia sclerotiorum, Botrytis cinereal, and Colletotrichum fragariae were evaluated. The results indicated that compounds 5b, 5f, and 5g displayed potential fungicidal activities against tested fungi, especially 5f exhibited IC50 value of 28.9 mg/L against S. sclerotiorum. Moreover, the compounds 5f and 5g showed IC50 values of 54.8 mg/L and 62.2 mg/L against C. fragariae respectively, which shows that they were more active than the commercial fungicide hymexazol. The superficial structure-activity relationships were discussed, which may be of benefit for the development of fungicides and discovery of novel fungicides.

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Synthesis of Novel Highly Substituted Pyrimidines Bearing Furanyl Thiazole Nucleous

International Letters of Chemistry Physics and Astronomy ◽

10.18052/www.scipress.com/ilcpa.60.47 ◽

2015 ◽

Vol 60 ◽

pp. 47-57

Author(s):

Haresh G. Kathrotiya ◽

Yogesh T. Naliapara

Keyword(s):

Elemental Analysis ◽

Aromatic Aldehydes ◽

Mass Spectral Data ◽

Mass Spectral ◽

H Nmr ◽

Chemical Structures ◽

Ketene Dithioacetals ◽

Guanidine Nitrate ◽

Ft Ir ◽

C Nmr

A series of novel highly substituted pyrimidines bearing furanyl thiazole nucleous have been synthesized. In which reaction of guanidine nitrate with ketene dithioacetals 3c produced substituted pyrimidines 4d which further treated with various aromatic aldehydes to afford title compounds 5(a-t). The chemical structures of the synthesized compounds were elucidated by 1H NMR, 13C NMR, FT-IR, elemental analysis, and mass spectral data.

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Synthesis and Biological Evaluation of S-Substituted Perhalo-2-nitrobuta-1,3-dienes as Novel Xanthine Oxidase, Tyrosinase, Elastase, and Neuraminidase Inhibitors

Journal of Chemistry ◽

10.1155/2018/4386031 ◽

2018 ◽

Vol 2018 ◽

pp. 1-11 ◽

Cited By ~ 3

Author(s):

Nihal Onul ◽

Onur Ertik ◽

Neşe Mermer ◽

Refiye Yanardag

Keyword(s):

Carbon Tetrachloride ◽

Xanthine Oxidase ◽

Spectroscopic Data ◽

Biological Evaluation ◽

Neuraminidase Inhibitors ◽

H Nmr ◽

Allyl Mercaptan ◽

New Compounds ◽

Synthesis And Biological Evaluation ◽

C Nmr

S-substituted perhalo-2-nitrobuta-1,3-dienes 3a, b were synthesized by the reaction of polyhalo-2-nitrobuta-1,3-dienes 1a, b with allyl mercaptan. 1-(2,3-Dibromopropanethio)-4-bromo-1,3,4-trichloro-2-nitrobuta-1,3-diene 4 was obtained from the addition of bromine to S-substituted polyhalo-2-nitrobuta-1,3-diene 3b in carbon tetrachloride. Sulfoxides 5a, b, and 6 were obtained from the reaction of thiosubstituted polyhalonitrobutadienes 3a, b, and 4 with m-CPBA in CHCl3. The structures of the new compounds were determined by spectroscopic data (FTIR, 1H NMR, 13C NMR, MS). These compounds exhibited antixanthine oxidase, antityrosinase, antielastase, and antineuraminidase activities.

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Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

SN Applied Sciences ◽

10.1007/s42452-021-04671-9 ◽

2021 ◽

Vol 3 (6) ◽

Author(s):

Kobra Nikoofar ◽

Fatemeh Shahriyari

Keyword(s):

Ionic Liquid ◽

Reaction Times ◽

Aromatic Aldehydes ◽

Environmentally Benign ◽

H Nmr ◽

Sonic Waves ◽

Ft Ir ◽

High Yields ◽

Work Up ◽

C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

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Synthesis and biological evaluation of 4-substituted aryl-piperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo [5.2.1.02,6] dec-8-ene-3,5-dione as anti-cancer and anti-angiogenesis agents

10.21203/rs.2.19336/v3 ◽

2020 ◽

Author(s):

Lifang Guo ◽

Benshan Xu ◽

Zirui Wan ◽

Lulu Ren ◽

Jie Zhang ◽

...

Keyword(s):

Biological Evaluation ◽

Cytotoxic Activities ◽

H Nmr ◽

Chemical Structures ◽

Piperazine Derivatives ◽

Anti Cancer ◽

And Migration ◽

Anti Tumor Activity ◽

Synthesis And Biological Evaluation ◽

Derivatives Of

Abstract Background: A series of aryl-piperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo [5.2.1.0 2,6 ] dec-8-ene-3,5-dione were synthesized. The chemical structures of the desired compounds were identified by 1 H NMR, ESI-MS and elementary analytical. The anti-cancer and anti-angiogenesis activities of the newly synthesized compounds were evaluated by proliferation and migration assays, respectively. Results: The screening results demonstrated that compounds 2 and 5 showed potent anti-tumor activity (IC 50 values ranging from 7.1 to 15.9μM) with low cytotoxic activities (IC 50 ＞ 79.3μM). Although compound 5 showed little effects on endothelia proliferation (IC 50 =65.3μM), it indeed significantly abrogated endothelia cell migration (IC 50 =6.7μM). Conclusions: This work may impart new direction for the investigations of aryl-piperazine derivatives and lead to the development of potent novel anti-tumor and anti-angiogenesis agents.

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Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives

Advances in Chemistry ◽

10.1155/2014/834641 ◽

2014 ◽

Vol 2014 ◽

pp. 1-4 ◽

Cited By ~ 1

Author(s):

Hamid Beyzaei ◽

Reza Aryan ◽

Zahra Keshtegar

Keyword(s):

Ring Opening ◽

Reaction Times ◽

Reaction Conditions ◽

Ir Spectrometry ◽

H Nmr ◽

Chemical Structures ◽

Thioamide Group ◽

Solvent Free Conditions ◽

Ft Ir ◽

C Nmr

Synthesis of new imidazolidine and tetrahydropyrimidine derivatives 3a, b and 4a–c as cyclic 1,3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of (E)-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide 1 (1 eq.) and diaminoalkanes 2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford 3a, b and 4a–c. Alternatively, under reaction conditions-B, a solution of thioamide 1 (1 eq.) in diaminoalkanes 2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound 1 with all of the diamines 2a–e, but the thioamide group only reacts with nonbulky diamines 2a, b. The chemical structures of novel compounds were confirmed by 1H NMR, 13C NMR, elemental analysis, and FT-IR spectrometry.

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Synthesis and characterization of N-glucosylated dithiadiazepine derivatives through carbon-sulfur bond formation

Heterocyclic Communications ◽

10.1515/hc-2015-0093 ◽

2015 ◽

Vol 21 (5) ◽

pp. 269-272 ◽

Cited By ~ 3

Author(s):

Snehal A. Chavan ◽

Avinash G. Ulhe ◽

Baliram N. Berad

Keyword(s):

Bond Formation ◽

Synthesis And Characterization ◽

Mass Spectral ◽

H Nmr ◽

Chemical Structures ◽

Elemental Analyses ◽

New Compounds ◽

Sulfur Bond ◽

C Nmr

AbstractNew 4,7-bis(arylamino)-2-tetra-O-acetyl-β-d-glucopyranosylimino-1,3,5,6-dithiadiazepines were synthesized via reaction of N-tetra-O-acetyl-β-d-glucopyranosyl isocyanodichloride with 1,6-diaryl-2,5-dithio-bis-ureas without using any catalyst. Thus, the synthesis of 7-membered heterocycles containing two sulfur and two nitrogen atoms through carbon-sulfur bond formation was explored. The chemical structures of these new compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectral, and elemental analyses.

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Synthesis and Biological Evaluation of New N-Acyl-α-amino Ketones and 1,3-Oxazoles Derivatives

Molecules ◽

10.3390/molecules26165019 ◽

2021 ◽

Vol 26 (16) ◽

pp. 5019

Author(s):

Theodora-Venera Apostol ◽

Luminita Gabriela Marutescu ◽

Constantin Draghici ◽

Laura-Ileana Socea ◽

Octavian Tudorel Olaru ◽

...

Keyword(s):

Antimicrobial Agents ◽

Large Family ◽

Biological Evaluation ◽

Reversed Phase ◽

Bioactive Substances ◽

Nmr Data ◽

In Silico Studies ◽

Ft Ir ◽

New Compounds ◽

Synthesis And Biological Evaluation

In order to develop novel bioactive substances with potent activities, some new valine-derived compounds incorporating a 4-(phenylsulfonyl)phenyl fragment, namely, acyclic precursors from N-acyl-α-amino acids and N-acyl-α-amino ketones classes, and heterocycles from the large family of 1,3-oxazole-based compounds, were synthesized. The structures of the new compounds were established using elemental analysis and spectral (UV-Vis, FT-IR, MS, NMR) data, and their purity was checked by reversed-phase HPLC. The newly synthesized compounds were evaluated for their antimicrobial and antibiofilm activities, for toxicity on D. magna, and by in silico studies regarding their potential mechanism of action and toxicity. The 2-aza-3-isopropyl-1-[4-(phenylsulfonyl)phenyl]-1,4-butanedione 4b bearing a p-tolyl group in 4-position exhibited the best antibacterial activity against the planktonic growth of both Gram-positive and Gram-negative strains, while the N-acyl-α-amino acid 2 and 1,3-oxazol-5(4H)-one 3 inhibited the Enterococcus faecium biofilms. Despite not all newly synthesized compounds showing significant biological activity, the general scaffold allows several future optimizations for obtaining better novel antimicrobial agents by the introduction of various substituents on the phenyl moiety at position 5 of the 1,3-oxazole nucleus.

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Design, synthesis, and biological evaluation of novel urolithins derivatives as potential phosphodiesterase II inhibitors

Scientific Reports ◽

10.1038/s41598-021-03194-y ◽

2021 ◽

Vol 11 (1) ◽

Author(s):

Long Tang ◽

Jianchun Jiang ◽

Guoqiang Song ◽

Yajing Wang ◽

Ziheng Zhuang ◽

...

Keyword(s):

Small Molecules ◽

Inhibitory Activity ◽

Structural Modification ◽

Biological Evaluation ◽

Design Synthesis ◽

H Nmr ◽

Lead Compounds ◽

Activity Test ◽

Synthesis And Biological Evaluation ◽

C Nmr

AbstractA series of urolithins derivatives were designed and synthesized, and their structures have been confirmed by 1H NMR, 13C NMR, and HR-MS. The inhibitory activity of these derivatives on phosphodiesterase II (PDE2) was thoroughly studied with 3-hydroxy-8-methyl-6H-benzo[C]chromen-6-one and 3-hydroxy-7,8,9,10-tetrahydro-6H-benzo[C] chromen-6-one as the lead compounds. The biological activity test showed that compound 2e had the best inhibitory activity on PDE2 with an IC50 of 33.95 μM. This study provides a foundation for further structural modification and transformation of urolithins to obtain PDE2 inhibitor small molecules with better inhibitory activity.

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Synthesis and biological evaluation of 4-substituted aryl-piperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo [5.2.1.02,6] dec-8-ene-3,5-dione as anti-cancer and anti-angiogenesis agents

10.21203/rs.2.19336/v1 ◽

2019 ◽

Author(s):

Lifang Guo ◽

Benshan Xu ◽

Zirui Wan ◽

Lulu Ren ◽

Jie Zhang ◽

...

Keyword(s):

Biological Evaluation ◽

Cytotoxic Activities ◽

H Nmr ◽

Chemical Structures ◽

Piperazine Derivatives ◽

Anti Cancer ◽

And Migration ◽

Anti Tumor Activity ◽

Synthesis And Biological Evaluation ◽

Derivatives Of

Abstract Background: A series of aryl-piperazine derivatives of 1,7,8,9-tetrachloro-10,10-dimethoxy-4-azatricyclo [5.2.1.02,6] dec-8-ene-3,5-dione were synthesized. The chemical structures of the desired compounds were identified by 1H NMR, ESI-MS and elementary analytical. The anti-cancer and anti-angiogenesis activities of the newly synthesized compounds were evaluated by proliferation and migration assays, respectively. Results: The screening results demonstrated that compounds 2 and 5 showed potent anti-tumor activity (IC50 values ranging from 7.1 to 15.9μM) with low cytotoxic activities (IC50＞79.3μM). Although compound 5 showed little effects on endothelia proliferation (IC50=65.3μM), it indeed significantly abrogated endothelia cell migration (IC50=6.7μM). Conclusions: This work may impart new direction for the investigations of aryl-piperazine derivatives and lead to the development of potent novel anti-tumor and anti-angiogenesis agents.

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