Antioxidationsaktivität der 3,5‐Dicarbonylderivate des 2,6‐Demethyl‐1,4‐dihydropyridins

Tirzītis, G.; Kirule, I. É.; Duburs, G.

doi:10.1002/lipi.19880901007

Cited by 6 publications

(10 citation statements)

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“…Substances that improve the blood circulation have also been found [236]. Among the other types of biological activity in compounds of this class it is necessary to mention the analgesic and antihypertensive [120,121,315], antianaphylactic [62,68,105,236], inotropic [277], neurotropic [ 126], antidiabetic [316], diuretic and sodiodiuretic [235], antioxidant [ 120,125,317,318], antiviral [60,63,102,214,215,225,226,232,236], antiinflammatory [60, I01,102], and antimicrobial [98,[102][103][104][105]107, 154] activity. Efficient tranquillizers [319][320][321][322][323][324], antiallergens for the treatment of bronchial asthma, renitis, dermatitis, and dermanaphylaxis [70, 114, 116-119, 283, 319], and compounds showing promise for the treatment of hepatitis [123], hypertonia and atherosclerosis [78,251] and diseases associated with the formation of the E antibodies of immunoglobulin [48,109,116...…”

Section: Cyclization Of Derivatives Of Pyridinechalcogenones To Annelmentioning

confidence: 99%

Synthesis and properties of 3-cyanopyridine-2(1H)-chalcogenones. Review

Литвинов¹,

Кривоколыско²,

Dyachenko³

1999

Chem Heterocycl Compd

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Section: Cyclization Of Derivatives Of Pyridinechalcogenones To Annelmentioning

confidence: 99%

Synthesis and properties of 3-cyanopyridine-2(1H)-chalcogenones. Review

Литвинов¹,

Кривоколыско²,

Dyachenko³

1999

Chem Heterocycl Compd

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“…Эти соединения являются аналогами дигидроникотина мида, что предопределяет их участие в перехвате сво бодных радикалов, окислительно восстановительных реакциях и перекисном окислении липидов (ПОЛ) -важнейших процессах живой клетки [12]. Следует под черкнуть их низкую токсичность, антиоксидантные и мембраноактивные свойства [12,100,127]. Кроме того, установлены иммунно протекторные и нейромодулиру ющие эффекты препаратов нового поколения (глутапи рона, цереброкраста) [82,93]; цереброкраст также про являет противовоспалительную активность [81].…”

Section: некоторые особенности и механизмы действия антимутагенов -прunclassified

Molecular basis of applying antimutagens as anticarcinogens

Гончарова

Иосифовна²,

Kuzhir

et al. 2005

Ecological genetics

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The paper presents a review of current data on mechanisms of natural and synthetic antimutagen action underlying the expediency and availability of their application as anticarcinogens. Previously, some molecular processes involved in carcinogenesis as well as some therapeutic targets are considered. The effects of antimutagens on those or other molecular targets have been summarized in table. Along with the literature data on plant antimutagens, some experimental results and supposed mechanisms of the 1,4-dihydropyridine derivatives have been analyzed.

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“…The 2-methyl-4-(10-methyl-10H-phenothiazin-3-yl)-5,5-dioxo-4,5-dihydro-1H-5λ 6 -benzo [4,5]thieno[3,2-b]-pyridine-3-carboxylic acid esters 8a,b were synthesized by cyclocondensation of the 2-(10-methyl-10H-phenothiazin-3-ylmethylene) derivative of benzo[b]thiophen-3(2H)-one 1,1-dioxide 7 with β-aminocrotonates in glacial acetic acid. In turn, the ylidene derivative of the 1,1-dioxide 7 was prepared in high yield by condensation of the 10-methyl-10H-phenothiazine-3-carbaldehyde 1 with dioxide 7 in glacial acetic acid in the presence of piperidine acetate as catalyst.…”

mentioning

confidence: 99%

4-(10-Methyl-10H-phenothiazin-3-yl)-1,4-dihydropyridines, 4,5-dihydroindeno[1,2-b]-and 5,5-dioxo-4,5-dihydrobenzo-thieno[3,2-b]pyridines

Vı̄gante

Tirzītis

Tirzīte

et al. 2007

Chem Heterocycl Compd

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Keywords: 10-methyl-10H-phenothiazin-3-carbaldehyde, 1,4-dihydropyridine, Hantzsch synthesis, 4-(10-methyl-10H-phenothiazin-3-yl)-5-oxo- 1H-4,5-dihydroindeno[1,2-b]pyridine.Highly effective coronary dilators [1, 2] and hypotensive agents [3] have already been discovered amongst 4-aryl-and 4-hetaryl-1,4-dihydropyridines (1,4-DHP) but this has not diminished the synthesis of novel 1,4-DHP's with the aim of finding compounds having an altered profile of pharmacological properties. It is known that the 1,4-DHP structure can be regarded as a pharmacophoric group or "special structure" and the variation of the substituent in the DHP ring might be expected to give a selective action of the 1,4-DHP on various cell membrane receptors [4].The antioxidant activity of 1,4-DHP has been investigated [5, 6] and its correlation with pharmacological properties discussed [7,8]. It was found that the exchange of an o-nitrophenyl group at position 4 of the 1,4-DHP for a polycyclic heterocyclic substituents (xanthone, azaxanthen-9-one, thioxanthen-9-one) had a marked effect on inotropic and vasodilator activity [9, 10]. 1,4-DHP and 4,5-dihydro-indenopyridines containing lipophilic and bulky substituents show inhibitory activity on glutathione-S-transferase [11].At the same time, phenothiazine derivatives can possess high antioxidant, antiradical, neuroprotective, and antitumor activity [12,13]. In recent years phenothiazine derivatives have been investigated as neuroprotectors of nerve cells in Alzheimer [14] and Creutzfeld-Jakob deseases [15]. In combination this encouraged us to synthesize 1,4-DHP derivatives having the two pharmacotropic groups (1,4-DHP and phenothiazine) in the same molecule.To prepare the novel series of monocyclic 1,4-DHP 2, 5-oxo-4H-dihydroindeno[1,2-b]pyridines 5, and also 5,5-dioxo-4,5-dihydrobenzothieno[3,2-b]pyridines 8 we have employed different modifications of the Hantzsch synthesis using 10-methyl-10H-phenothiazine-3-carbaldehide 1 as the aldehyde component. Hence the 1,4-DHP 2b was prepared in 42% yield by refluxing the aldehyde 1 with acetoacetic ester and ammonia in ethanol (Scheme 1, method A). The corresponding dimethyl ester of the 1,4-DHP-3,4-dicarboxylic acid 2a was __________________________________________________________________________________________

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Antioxidationsaktivität der 3,5‐Dicarbonylderivate des 2,6‐Demethyl‐1,4‐dihydropyridins

Cited by 6 publications

References 1 publication

Synthesis and properties of 3-cyanopyridine-2(1H)-chalcogenones. Review

Synthesis and properties of 3-cyanopyridine-2(1H)-chalcogenones. Review

Molecular basis of applying antimutagens as anticarcinogens

4-(10-Methyl-10H-phenothiazin-3-yl)-1,4-dihydropyridines, 4,5-dihydroindeno[1,2-b]-and 5,5-dioxo-4,5-dihydrobenzo-thieno[3,2-b]pyridines

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