Synthesis of Pyrroles and Condensed Pyrroles as Anti-Inflammatory Agents with Multiple Activities and Their Molecular Docking Study

Sarg, Marwa T.; Koraa, M. M.; Bayoumi, Ashraf H.; Gilil, S. M. Abd El

doi:10.4236/ojmc.2015.54005

Cited by 17 publications

(13 citation statements)

References 29 publications

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“…Moreover, the 2‐methyl‐4,8‐dioxotetrahydropyrido[1,2‐ b ]pyrimido[4,5‐ e ][1,2,4]triazepine derivative 6 was obtained via heating compound 2 in acetic anhydride/acetic acid mixture . The 13 C NMR spectrum of compound 6 displayed a signal at δ 22.50 ppm due to methyl carbon.…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the 4‐amino‐2‐oxo‐dipyridotriazepine derivative 12 was prepared by refluxing an equimolar mixture of compound 2 and ethyl cyanoacetate in dimethylformamide containing triethylamine as a catalyst. 1 H NMR spectrum of compound 12 showed deuterium oxide exchangeable singlet signals at δ 5.65 and 8.48 ppm corresponding to pyridine–NH and OH–tautomeric protons, respectively.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis and Anticancer Activity Study of Some Novel Substituted and Fused Pyridotriazepine Derivatives

El‐Deeb

El‐Zoghbi

2018

Journal of Heterocyclic Chem

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Various new substituted and fused pyridotriazepine analogues have been synthesized via different synthetic pathways. Among which are different heterocyclic compounds consisting of the pyridotriazepine backbone fused to different heterocyclic systems comprising either substituted pyrimidine nucleus such as compounds 3–9 or substituted 4‐aminopyridine nucleus such as compounds 10–16. Besides, the tetrahydroquinoline derivative 17, [1,2,4]triazolopyrimidine derivative 18, thienodiazocine derivative 19, dihydrobenzofuropyridine derivative 20, and the substituted pyrrole derivative 21 were synthesized. In addition, different substituted pyridotriazepine derivatives as indicated in compounds 22–25 were designed and synthesized. Twenty‐five of the newly synthesized compounds were subjected to in vitro anticancer screening against mammalian colon carcinoma HCT‐116 cell line using Cisplatin as a reference drug. The anticancer activity screening results revealed that among the tested compounds, the tetrahydropyrido[1,2‐b]pyrimido[4,5‐e][1,2,4]triazepine derivative 4 substituted at C2 and C4 positions with S‐methyl and amino moieties, respectively, and the 2,4‐dithioxo analogue 9 and the 2‐thioxodipyrido[1,2‐b:2′,3′‐e][1,2,4]triazepine derivative 11 substituted at C3 and C4 with a cyano and amino moieties, respectively, exhibited moderate to strong anticancer activity against mammalian colon carcinoma HCT‐116 cell line.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Synthesis and Anticancer Activity Study of Some Novel Substituted and Fused Pyridotriazepine Derivatives

El‐Deeb

El‐Zoghbi

2018

Journal of Heterocyclic Chem

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“…The classical NSAIDs inhibit both isoenzymes and their use is often accompanied by gastrointestinal intolerance [ 12 ], due to a decreased production of protective prostaglandin E2 in the stomach. New drugs that selectively inhibit COX-2 exhibit a better gastric tolerance profile [ 5 , 9 , 11 , 14 , 15 , 16 , 17 , 18 ]. Among well-known NSAIDs, pyrrole ring derivatives [ 19 ] are of remarkable interest [ 20 , 21 , 22 , 23 ].…”

Section: Introductionmentioning

confidence: 99%

Pyrrole and Fused Pyrrole Compounds with Bioactivity against Inflammatory Mediators

et al. 2017

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A new series of pyrrolopyridines and pyrrolopyridopyrimidines have been synthesized from aminocyanopyrroles. The synthesized compounds have been characterized by FTIR, 1H-NMR and mass spectroscopy. The final compounds have been screened for in vitro pro-inflammatory cytokine inhibitory and in vivo anti-inflammatory activity. The biological results revealed that among all tested compounds some fused pyrroles, namely the pyrrolopyridines 3i and 3l, show promising activity. A docking study of the active synthesized molecules confirmed the biological results and revealed a new binding pose in the COX-2 binding site.

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“…Several derivatives, including (S and a polar linking group (which attaches the aromatic ring to a lipophilic group in AA). 30 Addition of a second hydrophobic ring, not coplanar with the original aromatic ring, was found to enhance activity, 35 this second heteroaromatic ring or heterocyclic ring was believed to provide the necessary geometry to attach to AA. 81 Taking indomethacin (benzo[b] pyrrole) as an example, it was found that N-benzoyl moiety seems to play an important role for the COX-1 activity of indomethacin.…”

Section: Structure-activity Relationships (Sar)mentioning

confidence: 99%

“…[23][24][25][26][27][28] Pyrrolylacetic acid derivatives such as tolmetin (Rumatol ® ) and zomepirac (Zomax ® ) were proved to be NSAIDs 6 with strong anti-inflammatory activity. 29,30 Other pyrrole and fused pyrrole compounds have been recently reported as potent COX-1 and COX-2 inhibitors: 31,32 4-benzodioxine or pyrrole nucleus are described. All the newly synthesized compounds were examined for their in vitro and in vivo anti-inflammatory activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Structure Activity Relationship of Some Indole Derivatives as Potential Anti-inflammatory Agents

Fatahala

Khedr

Mohamed

2017

ACSi

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A series of fused pyrroles were synthesized and tested for their in vivo anti-inflammatory activity. Among 14 examined derivatives, 5 derivatives (1b-e, g and 5b), showed a promising anti-inflammatory activity equivalent to reference anti-inflammatory drugs (indomethacin and ibuprofen). A molecular docking study was conducted to interpret the biological activities of the tested compounds. The docking results were complementary with the phase of the biological survey and confirmed the biological effects.

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Synthesis of Pyrroles and Condensed Pyrroles as Anti-Inflammatory Agents with Multiple Activities and Their Molecular Docking Study

Abstract: We herein disclose a series of novel pyrrole derivatives as well as fused pyrrolopyridines 6a,b and 7a,b, pyrrolopyrazoles 8a, b, pyrrolo[2,3-d]pyrimidine derivatives 10a-d

Cited by 17 publications

References 29 publications

Synthesis and Anticancer Activity Study of Some Novel Substituted and Fused Pyridotriazepine Derivatives

Synthesis and Anticancer Activity Study of Some Novel Substituted and Fused Pyridotriazepine Derivatives

Pyrrole and Fused Pyrrole Compounds with Bioactivity against Inflammatory Mediators

Synthesis and Structure Activity Relationship of Some Indole Derivatives as Potential Anti-inflammatory Agents

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