Venturicidin C, a new 20-membered macrolide produced by Streptomyces sp. TS-2-2

Khaled A. Shaaban, Shanteri Singh, Sherif I. Elshahawi, Xiachang Wang, Larissa V. Ponomareva, Manjula Sunkara, Gregory C. Copley, James C. Hower, Andrew J. Morris, Madan K. Kharel, Jon S. Thorson

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Venturicidin C (1), a new 20-membered macrolide along with the known venturicidins A (2) and B (3) were isolated from the crude extract of the Appalachian bacterial strain Streptomyces sp. TS-2-2. Additionally, nine other known compounds namely nocardamine, dehydroxynocardamine, desmethylenylnocardamine, ferrioxamine E, adenosine, riboflavin, cyclo(D)-trans-4-OH-Pro-(D)-Phe, cyclo(D)-Pro-(D)-Phe and N-(2-phenylethyl)- acetamide were also isolated and identified. The structure of the new macrolide 1 was elucidated by the cumulative analyses of NMR spectroscopy and HR-MS data. Complete NMR assignments for the known venturicidins A (2) and B (3) are also provided, for the first time, in this report. Venturicidins A-C did not inhibit the proliferation of A549 lung cancer cell line but all displayed potent antifungal activity.

Original languageEnglish
Pages (from-to)223-230
Number of pages8
JournalJournal of Antibiotics
Volume67
Issue number3
DOIs
StatePublished - Mar 2014

Bibliographical note

Funding Information:
This work was supported in part by the University of Kentucky College of Pharmacy, the University of Kentucky Markey Cancer Center and the National Center for Advancing Translational Sciences (UL1TR000117). We also thank Professor Jürgen Rohr (University of Kentucky, College of Pharmacy) for access to routine HPLC-MS and Professor Joseph Chappell (University of Kentucky, College of Pharmacy) for providing the fungal strain Cladosporium cucumerinum.

Keywords

  • Apoptolidin
  • Microbial
  • Natural products
  • Secondary metabolites
  • Streptomyces

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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