Cytotoxic–antineoplastic activity of hydroquinone derivatives

Molinari, Aurora; Oliva, Alfonso; Reinoso, Paola; Corral, José M. Miguel del; Castro, M. Angeles; Gordaliza, Marina; Gupta, Mahabir P.; Solı́s, Pablo; Feliciano, Arturo San

doi:10.1016/s0223-5234(01)01329-0

Cited by 22 publications

(3 citation statements)

References 8 publications

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“…The size of the quinone was enlarged towards 9,10-AQs when 1,4-NQ was used as a dienophile [ 167 , 168 ] and it was also shortened to HQ derivatives by oxidative cleavage of the trisubstituted double bond in the dihydronaphthalene ring of the cycloadduct [ 173 , 174 ].…”

Section: Preparation Of Bioactive Tqs/hqs From Inactive Terpenoidsmentioning

confidence: 99%

Bioactive Prenyl- and Terpenyl-Quinones/Hydroquinones of Marine Origin †

et al. 2018

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The sea is a rich source of biological active compounds, among which terpenyl-quinones/hydroquinones constitute a family of secondary metabolites with diverse pharmacological properties. The chemical diversity and bioactivity of those isolated from marine organisms in the last 10 years are summarized in this review. Aspects related to synthetic approaches towards the preparation of improved bioactive analogues from inactive terpenoids are also outlined.

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Section: Preparation Of Bioactive Tqs/hqs From Inactive Terpenoidsmentioning

confidence: 99%

Bioactive Prenyl- and Terpenyl-Quinones/Hydroquinones of Marine Origin †

et al. 2018

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“…[14][15][16][17][18] A literature survey revealed numerous reports on that hydroquinone compounds are synthetic intermediates in the manufacturing of food antioxidants 24,25 and antioxidants. [24][25][26] Some of these derivatives are active against several types of neoplastic cells 27 or are useful as inhibitors of retrovirus and therapy of aids. 24 Due to the importance and application of hydroquinone and its derivatives [24][25][26][27] in this work we would like to report the electrosynthesis of a new derivative of hydroquinone with electrooxidation of 4-(Piperazin-1-yl)phenols (1a,b) in the presence of nucleophile (piperazine) that released of the structure of electrophile (1a,b).…”

mentioning

confidence: 99%

“…[24][25][26] Some of these derivatives are active against several types of neoplastic cells 27 or are useful as inhibitors of retrovirus and therapy of aids. 24 Due to the importance and application of hydroquinone and its derivatives [24][25][26][27] in this work we would like to report the electrosynthesis of a new derivative of hydroquinone with electrooxidation of 4-(Piperazin-1-yl)phenols (1a,b) in the presence of nucleophile (piperazine) that released of the structure of electrophile (1a,b). On the other hand to controlling and studying of hydrolysis reaction we decided to investigated of electrochemical oxidation of 4-(Piperazin-1-yl)phenols (1a,b) in organic solvents (acetonitrile, nitromethan) and study the various concentration of water on the stability of p-quinone-imines generated of electro-oxidation of 1a,b.…”

mentioning

confidence: 99%

Electrochemical Synthesis of a New Derivative of 1,4-Dihydroxybenzene: Embedded Nucleophile in the Structure of Electrophile

Goodarzi

Asghari

Amani³

et al. 2018

J. Electrochem. Soc.

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In this work the electrochemical oxidation of 4-(Piperazin-1-yl)phenols (1a,b) was studied in the water, acetonitrile and nitromethan by means of cyclic voltammetry and controlled-potential coulometry. The results revealed that p-quinone-imines generated of oxidation 4-(Piperazin-1-yl)phenols after the hydrolysis reaction participate in Michael-addition reactions with released piperazine of hydrolysis reaction of p-quinone imines. The present work has led to the development of a facile and environmentally friendly electrochemical method for the synthesis of a new derivative of 1,4-dihydroxybenzene under green conditions. In addition, the effect of water as a solute on the electrochemical response of 4-(Piperazin-1-yl)phenols (1a,b) was examined in the acetonitrile (AN) and nitromethane (NM) solvent.

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High Regioselective Diels--Alder Reaction of Myrcene with Acrolein Catalyzed by Zinc-Containing Ionic Liquids

Li¹,

Li²,

Tao³

et al. 2005

Advanced Synthesis & Catalysis

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The ambient zinc-containing ionic liquids, MX-ZnCl 2 , functioning as both Lewis acid catalyst and green solvent, are employed for a high regioselective Diels-Alder reaction of myrcene with acrolein for the first time, where MX is either 1-butyl-3-methylimidazolium chloride (BmimCl), 1-ethyl-3-methylimidazolium bromide (EmimBr), N-butylpyridinium bromide (BPyBr), or N-ethylpyridinium bromide (EtPyBr). Compared with the analogous reaction performed over a ZnCl 2 catalyst in the conventional solvent dichloromethane, higher regioselectivity of the para cycloadduct and excellent yield were achieved at shorter reaction time in these ionic liquids with optimized molar compositions of MX and ZnCl 2 . These moisture-insensitive ionic liquids can be easily separated from reaction products after simple washing with hexane, allowing their reuse with no obvious loss in activity.

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Cytotoxic–antineoplastic activity of hydroquinone derivatives

Cited by 22 publications

References 8 publications

Bioactive Prenyl- and Terpenyl-Quinones/Hydroquinones of Marine Origin †

Bioactive Prenyl- and Terpenyl-Quinones/Hydroquinones of Marine Origin †

Electrochemical Synthesis of a New Derivative of 1,4-Dihydroxybenzene: Embedded Nucleophile in the Structure of Electrophile

High Regioselective Diels--Alder Reaction of Myrcene with Acrolein Catalyzed by Zinc-Containing Ionic Liquids

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