113118-24-4

Upstream product

• 67727-64-4 3,4-diacetoxybenzaldehyde 
• 120-57-0 piperonal 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 3897-89-0 4-(hydroxymethyl)benzene-1,2-diol 
• 223920-46-5 C₄₃H₅₆N₂O₁₂⁽²⁺⁾*2Br^(1-) 
• 124254-92-8 4-(bromomethyl)-1,2-phenylene diacetate 

Relevant academic research and scientific papers

N- and C-terminal modifications of negamycin

Negamycin 1 is a bactericidal antibiotic with activity against Gram-negative bacteria, and served as a template in an antibiotic discovery program. An orthogonally protected β-amino acid derivative 3a was synthesized and used in parallel synthesis of negamycin derivatives on solid support. This advanced intermediate was also used for N- and C-terminal modifications using solution-phase methodologies. The N-terminal modifications have resulted in the identification of active analogues, whereas the C-terminal modifications resulted in complete loss of antibacterial activity. The N-methyl negamycin analogue, 19a, inhibits protein synthesis (IC50=2.3 μM), has antibacterial activity (Escherichia coli, MIC=16 μg/mL), and is efficacious in an E. coli murine septicemia model (ED50=16.3 mg/kg).

Preliminary antiproliferative evaluation of natural, synthetic benzaldehydes and benzyl alcohols

Vanillin, o-vanillin, natural and synthetic benzaldehydes and benzyl alcohols were assessed for antiproliferative effects using different human cell lines. Benzyl alcohols were synthesized from benzaldehydes reduced with NaBH4 in methanol solution. A new method for deprotection of ether compounds with TiCl4 solution was achieved with better performance, than previously reported. Twenty four compounds were tested. The in vitro growth inhibition assay was based on sulphorhodamine dye to quantify cell viability. Catechol 9 derived from piperonal as well as compounds 4 and 12 showed higher cytotoxicity on breast and prostate cancer cell lines (MDA-MB-231 and PC-3 respectively). o-Vanillin 5 has the highest cytotoxicity for all cell lines. IC50 values of 35.40 ± 4.2 ?M Breast MDA-MB231; 47.10 ± 3.8 ?M Prostate PC-3; 72.50 + 5.4 ?M Prostate DU-145; 85.10 + 6.5 ?M and Colon HT-29, were obtained without toxicity towards dermal human fibroblast (DHF cells).