Synthesis, Characterization, and Antimicrobial Studies of Novel Series of 2,4-Bis(hydrazino)-6-substituted-1,3,5-triazine and Their Schiff Base Derivatives

Abstract

The present work represents the synthesis, characterization, and antimicrobial studies of novel series of 2,4-bis(hydrazino)-6substituted-1,3,5-triazine and their Schiff base derivatives. IR, NMR ( 1 H and 13 C), elemental analysis, and LC-MS characterized the prepared compounds. The biological activity of the target products was evaluated as well. Twenty-two of the prepared compounds were selected according to their solubility in aqueous DMSO. Only eight compounds showed good activity against the selected pathogenic bacteria and did not show antagonistic effect against fungus Candida albicans. Two compounds k and g have widerange effect presently in Gram-positive and Gram-negative bacteria while other compounds ( f, i, m, d, i, and h) showed specific effect against the Gram-negative or Gram-positive bacteria. The minimum inhibitory concentration (MIC, g/mL) of f, i, k, and h compounds against Streptococcus mutans was 62.5 g/mL, 100 g/mL, 31.25 g/mL, and 31.25 g/mL, respectively. The MIC of m, k, d, g, and h compounds against Staphylococcus aureus was 62.5 g/mL, 31.25 g/mL, 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of k, g, and i compounds against Salmonella typhimurium was 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of i compound against Escherichia coli was 62.5 g/mL.

Synthesis of New S-Triazine Bishydrazino and Bishydrazido-Based Polymers and Their Application in Flame-Retardant Polypropylene Composites

“…First, compounds 2a-c were prepared as described in Method S1 (Supporting information) following the reported methods [41,44]. The NMR spectra agreed with the reported data (Supporting information, Figures S1, S2 and S3).…”

“…In this regards, and in continuation of our previous work [44,45], we describe herein the synthesis and characterization of two groups of charring agent based on polymers containing s-triazine with hydrazine and hydrazido linkage in their backbone chain. The described derivatives have aniline, p-bromoaniline, p-methoxyaniline, linked to the striazine ring.…”

“…The NMR spectra agreed with the reported data (Supporting information, Figures S1, S2 and S3). 2,4-Bishydrazino-6-substituted striazine derivatives were prepared as described in Method S2 (Supporting information) following the reported method [41,44] and used directly in the next step.…”

Synthesis, X-Ray Crystal Structures, and Preliminary Antiproliferative Activities of New s-Triazine-hydroxybenzylidene Hydrazone Derivatives

“…Cyanuric chloride has been used as building blocks in the synthesis of vast derivatives bearing the s-triazine moiety, due to the low-cost, commercial availability, and ease of displacement of the three chlorine atoms by various nucleophiles under controlled temperature [24]. ese advantages allowed for the preparation of mono-, di-and trisubstituted s-triazines derivatives with a wide range of biological activities [25][26][27], such as adenosine receptor antagonist [28], antiamoebic [29], antileishmanial [31][32][33], anticancer [32], antimalarial [34], antimicrobial [35][36][37], antiviral [38], antitubercular [39], carbonic anhydrase inhibitor [40], and cathepsin B inhibitor [41], Previously, we reported new series of s-triazine Schiff-base derivatives [42][43][44]; among of the reported compounds, only three derivatives were able to inhibit the growth of lung (A549) and hepatocellular carcinoma (HepG2) cancer cell lines.…”

Chemical Characterization and Anti-Microbial Evaluation of the Eastern Nigerian Specie of African Mistletoe (Loranthus micranthus) Sourced From Citrus sinensis

“…The 1,3,5-triazine were found to demonstrate significant activity on bacteria in microgram/ml range, but no antifungal activity was observed. It may be suggested that the presence of 1,3,5-triazine in the mistletoe contributed to the observed activity against the gram positive bacteria [17].…”