Synthesis and structure of two new mycolactones isolated from M. ulcerans subsp. shinshuense.

Abstract

Two new mycolactones, mycolactones S1 and S2, were isolated from culture agar of Mycobacterium ulcerans subsp. shinshuense. Their structures were established in a three-step procedure: (1) probable structures were speculated from MS analysis; (2) candidates were synthesized; (3) HPLC profiles were established for identification of the natural products. Newly isolated mycolactones correspond to the "oxidized forms" of mycolactone A/B, the causative toxin of Buruli ulcer, isolated from Mycobacterium ulcerans.

• Authors: Sudhir M Hande, Yuko Kazumi, W George Lai, Katrina L Jackson, Shinji Maeda, Yoshito Kishi
• Journal: Organic letters (Org Lett) Vol. 14 Issue 17 Pg. 4618-21 (Sep 07 2012) ISSN: 1523-7052 [Electronic] United States
• PMID: 22924773 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Macrolides
• mycolactone S1
• mycolactone S2

Topics

• Buruli Ulcer (etiology)
• Chromatography, High Pressure Liquid
• Macrolides (chemical synthesis, chemistry)
• Molecular Structure
• Mycobacterium ulcerans (chemistry)