Synthesis and Antimicrobial Evaluation of Side-Chain Derivatives based on Eurotiumide A

Abstract

Side-chain derivatives of eurotiumide A, a dihydroisochroman-type natural product, have been synthesized and their antimicrobial activities described. Sixteen derivatives were synthesized from a key intermediate of the total synthesis of eurotiumide A, and their antimicrobial activities against two Gram-positive bacteria, methicillin-susceptible and methicillin-resistant Staphylococcus aureus (MSSA and MRSA), and a Gram-negative bacterium, Porphyromonas gingivalis, were evaluated. The results showed that derivatives having an iodine atom on their aromatic ring instead of the prenyl moiety displayed better antimicrobial activity than eurotiumide A against MSSA and P. gingivalis. Moreover, we discovered that a derivative with an isopentyl side chain, which is a hydrogenated product of eurotiumide A, is the strongest antimicrobial agent against all three strains, including MRSA.

In vitro analysis of antibacterial activity against wound pathogens, potential for wound healing, and anti‐melanoma properties of biosynthesized zinc oxide nanoparticles

“…Notably, common antibiotics for S. aureus infections include Vancomycin, Daptomycin, Linezolid, Sulfamethoxazole, and Trimethoprim (TMP-SMZ), Clindamycin (CLI), and Tigecycline [27]. For example, Vancomycin has been shown to have IC 50 values against S. aureus and MRSA at 1.3 and 1.5 µg/mL, respectively [28], whereas CLI was reported to have minimum IC against S. aureus ranging from 0.1 to 1.8 µg/mL [29]. In comparison, the synthesized ZnO-Gm demonstrated weaker antibacterial activity against S. aureus and MRSA (Figure 1) than the reported data of Vancomycin and CLI.…”