- Synthesis and evaluation of 2-heteroaryl and 2,3-diheteroaryl-1,4- naphthoquinones that potently induce apoptosis in cancer cells
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This article describes the preparation of 2-heteroaryl and 2,3-diheteroaryl-1,4-naphthoquinones by an environmentally benign short synthetic route with the goal of finding 1,4-naphthoquinone derivatives that induce apoptosis in cancer cells. We have ident
- Tandon, Vishnu K.,Maurya, Hardesh K.,Kumar, Sandeep,Rashid, Aijaz,Panda, Dulal
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p. 12441 - 12447
(2014/03/21)
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- Green synthesis of thiophenyl-1,4-naphthoquinones
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Reaction of 1,4-naphthoquinones adsorbed on neutral alumina to thiophenols in ambient conditions gave respective mono thiophenyl 1,4-naphthoquinones regioselectively in quantitative yield. The solvent free synthesis and quantitative conversion makes the process practical method.
- Kanodia, Saraswati,Thapliyal, Prakash Chander
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p. 833 - 836
(2012/10/29)
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- Design, synthesis and biological evaluation of novel nitrogen and sulfur containing hetero-1,4-naphthoquinones as potent antifungal and antibacterial agents
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A series of 2-Arylamino-3-chloro-1,4-naphthoquinones (3), 2-Amino-3-arylsulfanyl-1,4-naphthoquinones (5), 2-Arylamino-3-arylsulfanyl-1,4-naphthoquinones (6), Dihydrobenzo[f]naphtho[2,3-b][1,4]thiazepine-6,11-diones (9) (via Pictet-Spengler cyclization), Isoindoline-1,3-dione derivatives of 1,4-naphthoquinone (13), 2,2′-(1,4-Dioxo-1,4-dihydronaphthalene-2,3-diyl)bis(methylene)dibenzonitrile (14), 13-Amino-12-substituted-6H-benzo[e]naphtho [2,3-b][1,4]diazepine-6,11(12H)-diones (15-16), 2-Chloro-3-arylsulfanyl-1,4-naphthoquinones (17-18) and 3-Methyl-6H-benzo[b]phenothiazine-6,11(12H)-dione (19) were synthesized and studied for their antifungal and antibacterial activities. The results indicate that compounds 3b, 5a and 5b have potent antifungal activity. Amongst the most promising antifungal compounds, 3b showed better antifungal activity than clinically prevalent antifungal drug Fluconazole (MIC50 = 2.0 μg/mL) against Sporothrix schenckii (MIC50 = 1.56 μg/mL), significant profile against Candida albicans (MIC50 = 1.56 μg/mL), Cryptococcus neoformans (MIC50 = 0.78 μg/mL) and Trichophyton mentagraphytes (MIC50 = 1.56 μg/mL) and same antifungal activity when compared with Amphotericin-B against C. neoformans (MIC50 = 0.78 μg/mL). Compounds 3b, 5a and 5b also showed promising antibacterial activity.
- Tandon, Vishnu K.,Maurya, Hardesh K.,Mishra, Nripendra N.,Shukla, Praveen K.
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experimental part
p. 3130 - 3137
(2009/10/17)
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- Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview
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Parameters useful to predict and control the reaction outcome of conjugate addition of hydrazoic acid to quinones have been studied, and the optimum conditions for the efficient synthesis of aminonaphthoquinones and azidobenzohydroquinones are reported. The application of this reaction for the efficient formal synthesis of dephostatin is also presented.
- Couladouros, Elias A.,Plyta, Zoi F.,Haroutounian, Serkos A.,Papageorgiou, Vassilios P.
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- Reaction of hydroxylamines with 1,4-quinones: A new direct synthesis of aminoquinones
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A novel one-step amination of 1,4-naphthoquinones and 1,4-benzoquinones is described. O-Benzylhydroxylamine was found to be the best aminating agent while O-methylhydroxylamine, carboxymethoxylamine and free hydroxylamine are less effective.
- Bittner,Lempert
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p. 917 - 919
(2007/10/02)
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