Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1‐b]furan by a Novel Approach

Veena, K.; Ramaiah, Madhuvanthi; Vanita, G. K.; Avinash, T. S.; Vaidya, V. P.

doi:10.1155/2011/784932

Cited by 13 publications

(12 citation statements)

References 6 publications

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“…, columns[3][4][5][6]. The results show that the majority of the compounds inhibited the tested microorganisms.…”

mentioning

confidence: 88%

“…Naphtho [1,2-b]furans, oxygen-containing aromatic heterocycles, are structural components of biologically active natural and synthetic compounds [1][2][3][4] and exhibit a range of pharmacological properties. For example, rubioncolin A (1) and B (2) were isolated from Rubia oncotricha as racemic mixtures ( Fig.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, the synthesis of naphtho [1,2-b]furans using In(OTf) 3 and Fe-Pd bimetallic nanoparticlescatalyzed reactions was reported [29,30]. Although a number of methods for the synthesis of these compounds have been reported, there have been few biological evaluations of naphtho [1,2-b]furans [31][32][33][34][35][36].…”

Section: Introductionmentioning

confidence: 99%

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$$\hbox {Re}_{2}\hbox {O}_{7}$$ Re 2 O 7 -catalyzed formal [3 + 2] cycloaddition for diverse naphtho[1,2-b]furan-3-carboxamides and their biological evaluation

2015

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Diverse naphtho[1,2-b]furan-3-carboxamide derivatives 12a-12q were synthesized in high yield via the novel Re2O7-catalyzed formal [3 + 2] cycloaddition of 1,4-naphthoquinones with β-ketoamides as the key step. This methodology offers several advantages, such as environmentally benign character, the use of a mild catalyst, high yields, and ease of handling. The synthesized compounds were screened for their tyrosinase inhibitory, antioxidant, and antibacterial activities. The results showed that compound 12c exhibited excellent tyrosinase inhibitory activity with an IC50 of 13.48 μg/mL, which is comparable to that of kojic acid (IC50 = 19.45 μg/mL). Compounds 12a, 12b, and 12i displayed moderate antioxidant activities in a DPPH assay. Compound 12m showed good activity against S. aureus (MIC = 16 μg/mL), and compound 12p was found to be active against E. coli (MIC = 16 μg/mL).

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“…, columns[3][4][5][6]. The results show that the majority of the compounds inhibited the tested microorganisms.…”

mentioning

confidence: 88%

Section: Introductionmentioning

confidence: 99%

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$$\hbox {Re}_{2}\hbox {O}_{7}$$ Re 2 O 7 -catalyzed formal [3 + 2] cycloaddition for diverse naphtho[1,2-b]furan-3-carboxamides and their biological evaluation

2015

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“…In this step, 14 could be obtained from 13 by Duff formylation. [16][17][18][19][20][21][22][23][24] from water. However, for Duff formylation of 13, the influence of a small amount of water can almost be neglected and even 80-90% acetic acid aqueous solution allowed the reaction to proceed.…”

Section: Stagementioning

confidence: 99%

A New Route for the Synthesis of the Repaglinide Key Intermediate 3-Ethoxy-4-Ethoxycarbonylphenylacetic Acid

Zhang

Liu

Niu

et al. 2016

Journal of Chemical Research

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A new method is described for manufacturing 3-ethoxy-4-ethoxycarbonylphenylacetic acid, which is a key intermediate of the antidiabetic drug repaglinide, starting from 3-hydroxyphenylacetic acid and involving esterification, formylation, oxidation, etherification and selective hydrolysis. The effect of reaction temperature, time, solvent and substrate ratios on the yield were studied in detail and the optimal conditions are presented in the paper. The new method makes the scale-up operation easier and the environmental problems are fewer. The impurities in the intermediate of the new route were also determined. Characterisation of the product and intermediates involved was achieved by FTIR, 1H NMR, 13C NMR, HRMS and DSC.

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“…Since no photosensitizing drugs were applied, the risk of toxicological skin damage is very low [41,42]. The UV component as well as the combination of narrow-band blue light and NIR laser beam was applied to stop inflammatory processes of the skin, by destroying the pathogenic fungi via photodamage [41,[43][44][45][46]. This light combination can also enhance blood circulation and improve cells self-defense mechanism.…”

Section: Irradiation Protocolmentioning

confidence: 99%

Effects of UV-, Visible-, Near-Infrared Beams in Three Therapy Resistance Case Studies of Fungal Skin infections

Penjweini¹,

Mokmeli²,

Becker³

et al. 2013

OPJ

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Fungal and bacterial diseases, directly infecting various parts of body, have received much attention in recent years. Bacterial infections, such as Tinea Pedis, Pityriasis versicolor and Mycetoma can secondarily occur in superficial fungal damaged skin. They often occur in immune compromised individuals including diabetics and patients with peripheral arterial diseases. Mycetoma infections can travel through the bloodstream affecting different organs. In this paper, we investigate the photo-inactivation of the pathogens causing Tinea Pedis, Pityriasis versicolor, and Mycetoma infections in three therapy resistant patients without photosensitizing drugs. We have used a combination of visible to near-infrared (VIS/NIR) laser beams in association with blue (B), red (R) and ultraviolet (UV) light emitted diodes (LEDs) with incident doses of 0.63-21.43 J/cm 2. These beams have minimum side effects on the normal part of the skin. According to the physicians' assessments, all case study patients achieved an observable progress such as decreases in inflammatory lesions, rapid process of wound healing and scars improvements. Side effects such as inflammation, crusting, or hypopigmentation were not observed. The presented irradiation protocol may be a valuable complementary treatment for patients suffering from fungal and bacterial skin infections.

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Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1‐b]furan by a Novel Approach

Cited by 13 publications

References 6 publications

$$\hbox {Re}_{2}\hbox {O}_{7}$$ Re 2 O 7 -catalyzed formal [3 + 2] cycloaddition for diverse naphtho[1,2-b]furan-3-carboxamides and their biological evaluation

$$\hbox {Re}_{2}\hbox {O}_{7}$$ Re 2 O 7 -catalyzed formal [3 + 2] cycloaddition for diverse naphtho[1,2-b]furan-3-carboxamides and their biological evaluation

A New Route for the Synthesis of the Repaglinide Key Intermediate 3-Ethoxy-4-Ethoxycarbonylphenylacetic Acid

Effects of UV-, Visible-, Near-Infrared Beams in Three Therapy Resistance Case Studies of Fungal Skin infections

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