Synthesis, Molecular Structure and Antibacterial Activity of 1-(4-Methoxybenzaldehyde)-4-Methylthiosemicarbazone

Abstract

A novel ligand, 1-(4-methoxybenzylidene)-4-methylthiosemicarbazone (MBT) derived from 4-methoxybenzaldehyde was synthesized and characterized by spectroscopic methods (IR, 1 H NMR, 13C NMR), single crystal X-ray diffraction technique and physical means. MBT showed antibacterial activity in vitro with MICs of 64 μg/mL (a strain of Salmonella typhi (ATCC 6539)), 128 μg/mL (Salmonella typhi), 64 μg/mL (Salmonella paratyphi A), 128 μg/mL (Salmonella paratyphi B) and 64 μg/mL (Salmonella typhimurium). The results showed that MBT demonstrated moderate in vitro antibacterial activity against a strain of Salmonella typhi (ATCC 6539), Salmonella paratyphi A, and Salmonella typhimurium, indicating its promise as a possible lead for the discovery of antibacterial drugs.

Star anise (Illicium verum): Chemical compounds, antiviral properties, and clinical relevance

“…Antioxidant and antibacterial activities. (Chouksey et al, 2010;Yang et al, 2012) ρ-Anisaldehyde Antifungal effect, antibacterial, anti-HIV, anticancer, antineoplastic, anti-inflammatory, tuberclostatic, antimalarial activities (Chouksey et al, 2010;Mbah et al, 2017) β-Caryophyllene Anticancer, anti-inflammatory, anticarcinogenic, antimicrobial, antioxidative and analgesic activities (Chouksey et al, 2010;Fidyt, Fiedorowicz, Strządała, & Szumny, 2016) Foeniculin Insecticides (Chouksey et al, 2010;Garneau et al, 2000) (Continues) (Bhowal & Gopal, 2015;Singh et al, 2006) γ -Terpinene Antimicrobial, cytotoxic, anti-inflammatory activities (Singh et al, 2006;Soukoulis & Hirsch, 2004) Trans-linalool oxide Antioxidant and antimicrobial activity (Luís, Duarte, Pereira, & Domingues, 2017;Singh et al, 2006) Terpinolene Anticancer, antibacterial, antioxidant, antifungal and sedative properties (Aydin, Türkez, & Taşdemir, 2013;Eftekhar, Yousefzadi, Azizian, Sonboli, & Salehi, 2005;Grassmann, Hippeli, Spitzenberger, & Elstner, 2005;Ito & Ito, 2011;…”

Preparation and Physicochemical Characterization of Gelatin–Aldehyde Derivatives

“…p-Anisaldehyde (4-methoxybenzaldehyde), one of the isomers of anisaldehyde, is an organic compound commonly found in synthetic and natural fragrances [ 14 ]. It is a major essential oil compound extracted from the seeds of Pimpinella anisum [ 15 ]; commercially, it is produced by the oxidation of methoxytoluene [ 16 ]. Due to its antibacterial and antifungal properties, p-anisaldehyde has many applications in medicine and pharmacology [ 16 , 17 ].…”

“…It is a major essential oil compound extracted from the seeds of Pimpinella anisum [ 15 ]; commercially, it is produced by the oxidation of methoxytoluene [ 16 ]. Due to its antibacterial and antifungal properties, p-anisaldehyde has many applications in medicine and pharmacology [ 16 , 17 ].…”