Synthesis of Bicyclic Pyridine Tripeptides

Attia, Abd El-Hamid; Abo-Ghalia, Mohamed H.; El-Salam, Osama I. Abd

doi:10.1135/cccc19941451

Cited by 6 publications

(2 citation statements)

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“…In the present work, as part of our ongoing development of efficient protocols for the preparation of biologically active heterocycles from common intermediates, keeping in mind the biological activity of the pyridine derivatives and our continuing interest in the preparation and pharmacological evaluation of pyridine derivatives (15)(16)(17) ,pyridinedicarboxylic acids (18)(19)(20)(21)(22) and 2,4-disubstitutedpyridines (23,24) , we report the synthesis, characterization, antibacterial, anti-inflammatory and antiallergic activities of a new series of 2,4-disbstitutedpyridines.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial, Anti-Inflammatory and Anti-Allergic Activities of 2,4-Pyridinedicarbohydrazide and Its Related Derivatives

El-Salam

Abdulla²

2008

Al-Azhar Bulletin of Science

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2,4-Pyridinedicarbohydrazide 3 was used in synthesizing several new heterocyclic compounds with expected potential biological activity, via its reaction with various chemical reagents. A series of bis-(arylmethylidene)pyridine-2,4-dicarbohydrazides 4a-e were synthesized by condensation of 3 with various aldehydes. Further, replacement of the dicarbxylic acid functionality of 1 with five membered heterocycles, in the hope of obtaining additional pharmacological activity, encouraged us to synthesize some 2,4-bis-{pyrazolyl 5; pyrazolonyl 6; 1,3,4-oxadiazolyl 7, 9, 11, 14; 1,2,4-triazolyl 15 and triazolo [3,4b] [1,3,4]thiadiazinyl 17}pyridines. The structures of the synthesized products were identified by elemental analysis, MS, IR and 1 H NMR spectroscopy. The synthesized compounds were screened for their in vitro growth inhibiting activity against different strains of bacteria and compared with the standard antibiotic (Chloramphenicol) at triplicate concentration (5, 2.5,1 μg/ml). Also, they were screend for their in vivo anti-inflammatory activity [% Inhibition of oedema and % inhibition of plasma prostaglandin (PGE 2 )] and anti-allergic activity (antihistamine). Their toxicity (ALD 50 mg kg −1 p.o.) and ulcerogenic (UD 50 mg kg −1 i.p.) activities were measured and promising results were obtained.Asthma, inflammation and allergic diseases are of current interest (3) because there are no selective drugs for the treatment of most of the diseases like rheumatoid arthritis (4) , allergic rhinitis, psoriasis (5,6) , ulcerative colitis and asthma. (7) Pyridine is one of the most popular N-heteroaromatics incorporated into the structure of many pharmaceuticals. Also, many naturally occurring as well as

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Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial, Anti-Inflammatory and Anti-Allergic Activities of 2,4-Pyridinedicarbohydrazide and Its Related Derivatives

El-Salam

Abdulla²

2008

Al-Azhar Bulletin of Science

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“…In continuation of our previous investigations [2,3], we have recently reported the synthesis and biological activity screening of some dipicolinic acid bis-L-amino acid hydrazide derivatives [3] and their corresponding acids [4]. The compounds of this kind have been given considerable attention as inhibitors of ribonucleoside diphosphate reductase [5].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some New Chiral Tricyclic and Macrocyclic Pyridine Derivatives as Antimicrobial Agents

Amr

Mohamed

Ibrahim

2003

Zeitschrift Für Naturforschung B

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A series of chiral macrocyclic pyridines has been prepared starting from N 2 ,N 2 -(pyridine-2,6-dicarbonyl)diamino acid hydrazides (2a-c) and N,N-bis-(1-carboxy-2-substituted)-2,6diaminocarbonyl)pyridines (3a,b). The coupling of (2a-c) with 2,6-pyridine dicarbonyldichloride (4) gave the compounds (5a-c). Compounds 2a-c were coupled with 2,6-diacetylpyridine (6) to yield compounds (7a-c) and with heterocyclic aldehydes (8) or (10) to give the compounds (9a-c) or (11a-c). In addition, the hydrazides (2a-c) were reacted with diformylcalix[4]arene 12 to afford the macrocyclic calix[4]arene hydrazone derivatives (13a-c) in reasonable yields. Finally, reaction of diaminocalix- [4] arene derivatives (14a,b) with hydrazides 2a,b or acids (3a,b), using azide or mixed anhydride methods afforded macrocyclic calix[4]arene derivatives 15a,b and 16a,b, respectively. The structure assignments of the new compounds are based on chemical and spectroscopic evidence. The biological activity screening tests showed that many of the obtained compounds exhibit high antimicrobial activity comparable to ampicillin and chloramphenicol which are used as reference compounds

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Synthesis and Fluorescence Ion‐Sensory Properties of the First Dehydropyridoannulene‐Type Cyclophane with Enforced Exotopic Metal Ion Binding Sites

Baxter

2003

Chemistry A European J

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The new twistophane 4 has been synthesised, which comprises a conjugated dehydropyridoannulene-type macrocyclic scaffold with outwardly projecting nitrogen-donor sites for the purpose of metal ion coordination. The macrocyclíc structure of 4 was assigned by using spectroscopic methods, and shown to exist in a twisted and chiral ground state conformation by semi-empirical theoretical calculations. A detailed spectroscopic investigation into the metal ion binding properties of 4 and precursor 11 revealed that they functioned as selective complexants, affording a fluorescence quenching output response characteristic of Pd(II) and Hg(II) ions. Furthermore, 4 also signalled the presence of Fe(II), Co(II), Ni(II) and Ag(I) ions by the precipitation of coordination polymers, and exhibited reversible proton-triggered fluorescence quenching behaviour. Macrocycle 4 thus represents a unique type of molecular sensory platform, which may find a wealth of potential applications such as the detection of heavy-metal pollutants, as well as for the fabrication of proton-switchable materials and coordination polymers with novel electronic and magnetic properties.

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Synthesis of Bicyclic Pyridine Tripeptides

Cited by 6 publications

References 0 publications

Synthesis, Antibacterial, Anti-Inflammatory and Anti-Allergic Activities of 2,4-Pyridinedicarbohydrazide and Its Related Derivatives

Synthesis, Antibacterial, Anti-Inflammatory and Anti-Allergic Activities of 2,4-Pyridinedicarbohydrazide and Its Related Derivatives

Synthesis of Some New Chiral Tricyclic and Macrocyclic Pyridine Derivatives as Antimicrobial Agents

Synthesis and Fluorescence Ion‐Sensory Properties of the First Dehydropyridoannulene‐Type Cyclophane with Enforced Exotopic Metal Ion Binding Sites

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