Preclinical evaluation and molecular docking of 4-phenyl-1-Napthyl phenyl acetamide (4P1NPA) from Streptomyces sp. DPTB16 as a potent antifungal compound

Saha, Subhasish; Aravind, Priyadharshini; Dhanasekaran, Dharumadurai; Thajuddin, Nooruddin; Chandraleka, Saravanan; Govindasamy, Chandramohan; Panneerselvam, A.

doi:10.1016/j.compbiomed.2012.01.007

Cited by 27 publications

(13 citation statements)

References 18 publications

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“…DPTB16, against cytochrome P450 51 (CYP 51) were executed with the help of in silico pharmacology and docking tools. The results, which disclosed the drug likeliness of 4P1NPA and satisfactory interaction of 4P1NPA with CYP 51, will facilitate the design of 4P1NPA as an antifungal drug to combat the emerging fungal resistance (Saha et al 2012). …”

Section: Antifungal Productsmentioning

confidence: 95%

Antifungal and antiviral products of marine organisms

Cheung

Wong

Pan

et al. 2014

Appl Microbiol Biotechnol

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Marine organisms including bacteria, fungi, algae, sponges, echinoderms, mollusks, and cephalochordates produce a variety of products with antifungal activity including bacterial chitinases, lipopeptides, and lactones; fungal (−)-sclerotiorin and peptaibols, purpurides B and C, berkedrimane B and purpuride; algal gambieric acids A and B, phlorotannins; 3,5-dibromo-2-(3,5-dibromo-2-methoxyphenoxy)phenol, spongistatin 1, eurysterols A and B, nortetillapyrone, bromotyrosine alkaloids, bis-indole alkaloid, ageloxime B and (−)-ageloxime D, haliscosamine, hamigeran G, hippolachnin A from sponges; echinoderm triterpene glycosides and alkene sulfates; molluscan kahalalide F and a 1485-Da peptide with a sequence SRSELIVHQR; and cepalochordate chitotriosidase and a 5026.9-Da antifungal peptide. The antiviral compounds from marine organisms include bacterial polysaccharide and furan-2-yl acetate; fungal macrolide, purpurester A, purpurquinone B, isoindolone derivatives, alterporriol Q, tetrahydroaltersolanol C and asperterrestide A, algal diterpenes, xylogalactofucan, alginic acid, glycolipid sulfoquinovosyldiacylglycerol, sulfated polysaccharide p-KG03, meroditerpenoids, methyl ester derivative of vatomaric acid, lectins, polysaccharides, tannins, cnidarian zoanthoxanthin alkaloids, norditerpenoid and capilloquinol; crustacean antilipopolysaccharide factors, molluscan hemocyanin; echinoderm triterpenoid glycosides; tunicate didemnin B, tamandarins A and B and; tilapia hepcidin 1–5 (TH 1–5), seabream SauMx1, SauMx2, and SauMx3, and orange-spotted grouper β-defensin. Although the mechanisms of antifungal and antiviral activities of only some of the afore-mentioned compounds have been elucidated, the possibility to use those known to have distinctly different mechanisms, good bioavailability, and minimal toxicity in combination therapy remains to be investigated. It is also worthwhile to test the marine antimicrobials for possible synergism with existing drugs. The prospects of employing them in clinical practice are promising in view of the wealth of these compounds from marine organisms. The compounds may also be used in agriculture and the food industry.

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Section: Antifungal Productsmentioning

confidence: 95%

Antifungal and antiviral products of marine organisms

Cheung

Wong

Pan

et al. 2014

Appl Microbiol Biotechnol

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“…The interest in antifungal drug research has occurred because there is a critical need for new antifungal agents to treat life-threatening invasive fungal infections (Andriole 2000). Synthesised azole, amine and amide type of compounds showed good antifungal activities (Saha et al 2012;Romagnoli et al 2001). Azole compounds are divided into the older imidazoles and the new triazoles (De Pauw 2000).…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial, antioxidant, cytotoxic and molecular docking properties of N-benzyl-2,2,2-trifluoroacetamide

Balachandran¹,

Kumar²,

Arun

et al. 2014

Appl Nanosci

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N-Benzyl-2,2,2-trifluoroacetamide was obtained by acylation of benzylamine with trifluoroacetic anhydride using Friedel-Crafts acylation method. The synthesised compound was confirmed by spectroscopic and crystallographic techniques. N-Benzyl-2,2,2-trifluoroacetamide was assessed for its antimicrobial, antioxidant, cytotoxic and molecular docking properties. It showed good antifungal activity against tested fungi and moderate antibacterial activity. The minimum inhibitory concentration values of Nbenzyl-2,2,2-trifluoroacetamide against fungi were 15.62 lg/ mL against A. flavus, 31.25 lg/mL against B. Cinerea and 62.5 lg/mL against T. mentagrophytes, Scopulariopsis sp., C. albicans and M. pachydermatis. N-Benzyl-2,2,2-trifluoroacetamide showed 78.97 ± 2.24 of antioxidant activity at 1,000 lg/mL. Cupric ion reducing antioxidant capacity of N-benzyl-2,2,2-trifluoroacetamide was dependent on the concentration. Ferric reducing antioxidant power assay of N-benzyl-2,2,2-trifluoroacetamide showed (1.352 ± 0.04 mM Fe(II)/g) twofold higher value compared to the standard. N-Benzyl-2,2,2-trifluoroacetamide showed 75.3 % cytotoxic activity at the dose of 200 lg/mL with IC 50 (54.7 %) value of 100 lg/mL. N-Benzyl-2,2,2-trifluoroacetamide was subjected to molecular docking studies for the inhibition AmpC beta-lactamase, Glucosamine-6-Phosphate Synthase and lanosterol 14 alpha-demethylase (CYP51) enzymes which are targets for antibacterial and antifungal drugs. Docking studies of N-benzyl-2,2,2-trifluoroacetamide showed low docking energy. N-Benzyl-2,2,2-trifluoroacetamide can be evaluated further for drug development.

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“…The molecules described in recent publications have not been found by the authors. The molecules differ from several other antifungal molecules produced by the Streptomyces genus, described in literature [30][31][32][33][34]. They have apparently different structures from those which are currently commercialized (i.e.…”

Section: Isolation Purification and Partial Characterization Of Antimentioning

confidence: 98%

Antifungal Molecules Produced by a New Salt-Tolerant and Alkaliphilic Streptomyces sp. BS30 Isolated from an Arid Soil

Souagui

Grosdemange-Billiard

Tritsch

et al. 2015

Proc. Natl. Acad. Sci., India, Sect. B Biol. Sci.

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A salt-tolerant and alkaliphilic actinomycete BS30 isolated from a Saharan soil sample of Algeria, exhibited optimum growth at 2 % (w/v) NaCl and pH10. The strain exhibited antimicrobial activity against yeast and toxinogenic fungi. Analysis of the 16S rRNA gene sequence (1476 nucleotides) of the BS30 strain showed 98.77 % similarity with 16S rRNA gene sequence of Streptomyces spiroverticillatus NBRC 12821 T , the most closely related type species. The phylogenetic analysis indicated that the BS30 strain represent a distinct phyletic line suggesting a potential new genomic species. Two bioactive molecules were isolated from the culture broth using various separation and purification steps. The first partially purified bioactive product was subjected to gas chromatography-mass spectrometry (GC-MS). The second fraction was analyzed by ultraviolet-visible (UV-VIS) spectrometry, electro-spray ionization mass (ESI-MS) and high resolution mass spectrometry (HR-ESI-MS) coupled with analytical liquid chromatography (HPLC) with a diode array detector (DAD). The two compounds showed significant antifungal activity against Aspergillus niger 2CA936.

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Preclinical evaluation and molecular docking of 4-phenyl-1-Napthyl phenyl acetamide (4P1NPA) from Streptomyces sp. DPTB16 as a potent antifungal compound

Cited by 27 publications

References 18 publications

Antifungal and antiviral products of marine organisms

Antifungal and antiviral products of marine organisms

Antimicrobial, antioxidant, cytotoxic and molecular docking properties of N-benzyl-2,2,2-trifluoroacetamide

Antifungal Molecules Produced by a New Salt-Tolerant and Alkaliphilic Streptomyces sp. BS30 Isolated from an Arid Soil

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