Baraphenazines A-G, Divergent Fused Phenazine-Based Metabolites from a Himalayan Streptomyces

Xiachang Wang, Muhammad Abbas, Yinan Zhang, Sherif I. Elshahawi, Larissa V. Ponomareva, Zheng Cui, Steven G. Van Lanen, Imran Sajid, S. Randal Voss, Khaled A. Shaaban, Jon S. Thorson

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

The structures and bioactivities of three unprecedented fused 5-hydroxyquinoxaline/alpha-keto acid amino acid metabolites (baraphenazines A-C, 1-3), two unique diastaphenazine-type metabolites (baraphenazines D and E, 4 and 5) and two new phenazinolin-type (baraphenazines F and G, 6 and 7) metabolites from the Himalayan isolate Streptomyces sp. PU-10A are reported. This study highlights the first reported bacterial strain capable of producing diastaphenazine-type, phenazinolin-type, and izumiphenazine A-type metabolites and presents a unique opportunity for the future biosynthetic interrogation of late-stage phenazine-based metabolite maturation.

Original languageEnglish
Pages (from-to)1686-1693
Number of pages8
JournalJournal of Natural Products
Volume82
Issue number6
DOIs
StatePublished - Jun 28 2019

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society and American Society of Pharmacognosy.

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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