Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE

Zhixiang Yang, Yoshikazu Kitano, Kazuhiro Chiba, Naohiro Shibata, Hiroshi Kurokawa, Yohei Doi, Yoshichika Arakawa, Masahiro Tada

研究成果: Article査読

77 被引用数 (Scopus)

抄録

Variously oxidized 12 natural abietanes, 6,7-dehydroferruginol methyl ether (3), ferruginol (5), 11-hydroxy-12-oxo-7,9(11),13-abietatriene (7), royleanone (9), demethyl cryptojaponol (12), salvinolone (14), sugiol methyl ether (16), sugiol (17), 5,6-dehydrosugiol methyl ether (19), 5,6-dehydrosugiol (20), 6β-hydroxyferruginol (23), and taxodione (25) were synthesized. Antimicrobial activities of synthesized phenolic diterpenes and their related compounds against MRSA and VRE were evaluated. Phenols (12-hydroxyabieta-8,11,13-trien-6-one 22 and 23), catechols (12 and 14) and taxodione 25 showed potent activity with 4-10 μg/mL of MIC against MRSA and 4-16 μg/mL of MIC against VRE. (-)-Ferruginol showed more potent activity than natural type (+)-ferruginol. Quinone methide 7 showed the most potent activity with 0.5-1 μg/mL of MIC against both MRSA and VRE.

本文言語English
ページ(範囲)347-356
ページ数10
ジャーナルBioorganic and Medicinal Chemistry
9
2
DOI
出版ステータスPublished - 2001
外部発表はい

All Science Journal Classification (ASJC) codes

  • 生化学
  • 分子医療
  • 分子生物学
  • 薬科学
  • 創薬
  • 臨床生化学
  • 有機化学

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