Synthesis and antibacterial evaluation of novel hydrophilic ocotillol-type triterpenoid derivatives from 20(S)-protopanaxadiol

Yi Bi, Cong Ma, Zhiwen Zhou, Tingting Zhang, Hengyuan Zhang, Xiaochen Zhang, Jing Lu, Qingguo Meng, Peter J. Lewis, Jinyi Xu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

19 Citations (Scopus)

Abstract

Triterpenoid saponins are involved in plant defense systems to inhibit bacterial invasion. A new series of hydrophilic ocotillol-type triterpenoid derivatives 5-26 have been synthesized with antibacterial activity against Gram-positive bacteria, including a community associated methicillin-resistant Staphylococcus aureus (CA-MRSA; strain USA300). From this series, compounds 6 and 15 were found to be the most active, both with MIC values of 2 μg/mL against B. subtilis 168 and 8 μg/mL against S. aureus USA300, respectively. Furthermore, subsequent assays showed that compounds 6 and 15 displayed strong synergistic effects at sub-MIC levels against both S. aureus USA300 and B. subtilis 168 when combined with two commercial antibiotics, kanamycin and chloramphenicol. Preliminary structure-activity relationship studies were also performed.
Original languageEnglish
Pages (from-to)356-368
Number of pages13
JournalRecords of Natural Products
Volume9
Issue number3
Publication statusPublished - 4 Jan 2015
Externally publishedYes

Keywords

  • Antibacterial activity
  • Ocotillol
  • Synergistic effect
  • Triterpenoid

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Plant Science
  • Organic Chemistry

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