Sato, Hideo Tokushima University
Nakamura, Tenta Tokushima University
Hamada, Mai Tokushima University
Nagano, Shuji Tokushima University
Kameyama, Shuhei Tokushima University
Furue, Yui Kyoto Pharmaceutical University
Hayashi, Naoki Kyoto Pharmaceutical University
Kamoshida, Go Kyoto Pharmaceutical University
Oda, Masataka Kyoto Pharmaceutical University
methicillin-resistant S. aureus
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.
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