Abstract
Nonthmicin (1), a new polyether polyketide bearing a chlorinated tetronic acid, was isolated from the culture extract of a soil-derived Actinomadura strain. The structure of 1 was elucidated by interpretation of NMR and MS spectroscopic data, and the absolute configuration of 1 was proposed on the basis of the crystal structure of its dechloro congener ecteinamycin (2) also isolated from the same strain. Tetronic acids modified by halogenation have never been reported from natural products. Compounds 1 and 2 were found to have neuroprotective activity and antimetastatic properties at submicromolar concentrations in addition to antibacterial activity.
| Original language | English |
|---|---|
| Pages (from-to) | 1406-1409 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 2017 Mar 17 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Igarashi, Y., Matsuoka, N., In, Y., Kataura, T., Tashiro, E., Saiki, I., Sudoh, Y., Duangmal, K., & Thamchaipenet, A. (2017). Nonthmicin, a Polyether Polyketide Bearing a Halogen-Modified Tetronate with Neuroprotective and Antiinvasive Activity from Actinomadura sp. Organic Letters, 19(6), 1406-1409. https://doi.org/10.1021/acs.orglett.7b00318