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

被引：3

作者：

Nakayama, Atsushi ^{[1
,2
]}

Sato, Hideo ^{[1
,2
]}

Nakamura, Tenta ^{[1
,2
]}

Hamada, Mai ^{[1
,2
]}

Nagano, Shuji ^{[1
,2
]}

Kameyama, Shuhei ^{[1
,2
]}

Furue, Yui ^{[3
]}

Hayashi, Naoki ^{[3
]}

Kamoshida, Go ^{[3
]}

Karanjit, Sangita ^{[1
,2
]}

Oda, Masataka ^{[3
]}

Namba, Kosuke ^{[1
,2
]}

机构：

[1] Tokushima Univ, Grad Sch Pharmaceut Sci, 1-78-1 Shomachi, Tokushima 7708505, Japan

[2] Tokushima Univ, Res Cluster Innovat Chem Sensing, 1-78-1 Shomachi, Tokushima 7708505, Japan

[3] Kyoto Pharmaceut Univ, Dept Microbiol & Infect Control Sci, Yamashita Ku, Misasaginakauchi Cho, Kyoto 6078414, Japan

来源：

MARINE DRUGS | 2020年 / 18卷 / 02期

关键词：

antibiotics; natural product; P; gingivalis; methicillin-resistant S; aureus; ASYMMETRIC TOTAL SYNTHESES; NATURAL-PRODUCTS; RESISTANCE; MICROBIOTA; ANTIBIOTICS; DISCOVERY; HEALTH;

D O I：

10.3390/md18020092

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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.

引用

页数：17

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