Sequential synthesis of amino-1,4-naphthoquinone-appended triazoles and triazole-chromene hybrids and their antimycobacterial evaluation

Searching for a potential antibacterial lead structure against bacterial biofilms among new naphthoquinone compounds

“…The literature contains several reports concerning synthetic derivatives that are effective against Mycobacterium tuberculosis such as amino‐1,4‐naphthoquinone‐appended triazoles (Devi Bala et al . ) and plumbagin (5‐hydroxy‐2‐methyl‐1,4‐naphthoquinone), a bicyclic naphthoquinone from Plumbago species, which are active in combination with oxacillin and tetracycline against MRSA (Rondevaldova et al . ).…”

Synthesis and antitumor activity of selenium-containing quinone-based triazoles possessing two redox centres, and their mechanistic insights

“…Lately, interest in preparing quinone-based triazoles has been stimulated by our discovery of bioactive compounds endowed with unique subunits in their chemical structures [28]. Recently, Perumal et al [29] prepared amino-1,4-naphthoquinone-appended triazoles with antimycobacterial activity designed by the same molecular hybridization strategy [30]. β-Lapachone-based 1,2,3-triazoles possess significant activity with IC 50 values below 2 μM for MDA-MB-435 cancer cells.…”

Anti-Tubercular Properties of 4-Amino-5-(4-Fluoro-3- Phenoxyphenyl)-4H-1,2,4-Triazole-3-Thiol and Its Schiff Bases: Computational Input and Molecular Dynamics

“…Based on the last 40 years of academic and pharmaceutical industry inventions, only bedaquiline was the first novel anti-TB drug permitted by the United States Food and Drug Administration (US FDA) authority in December 2012, for the treatment of MDR-TB, [6] while delamanid was the second anti-TB agent to be approved by the European Medicines Agency in late 2013 [7] and pretomanid was the third drug to be approved by the US FDA in August 2019 [8,9] (Figure 1). Triazole pharmacophore with various functional groups/substitutions has been reported for its promising anti-TB [10][11][12][13][14][15][16][17][18][19][20][21], antiviral [22], antibacterial [23,24], antifungal [25,26], antioxidant [27][28][29][30], and antiglycation properties [31]. In addition, it also serves as an opener of Ca( 2+ )-activated potassium (maxi-K) channels [32] and demonstrates molluscicidal [33], hypoglycemic [34], antihypertensive and blood platelet aggregation inhibition [35] activities.…”

“…Triazole pharmacophore with various functional groups/substitutions has been reported for its promising anti-TB [ 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 ], antiviral [ 22 ], antibacterial [ 23 , 24 ], antifungal [ 25 , 26 ], antioxidant [ 27 , 28 , 29 , 30 ], and antiglycation properties [ 31 ]. In addition, it also serves as an opener of Ca( 2+ )-activated potassium (maxi-K) channels [ 32 ] and demonstrates molluscicidal [ 33 ], hypoglycemic [ 34 ], antihypertensive and blood platelet aggregation inhibition [ 35 ] activities.…”