Details
| Original language | English |
|---|---|
| Pages (from-to) | 648-656 |
| Number of pages | 9 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2018 |
| Issue number | 5 |
| Publication status | Published - 28 Dec 2017 |
Abstract
The synthesis of the aglycon of disciformycin, a new secondary metabolite from Pyxidicoccus fallax, is reported. The disciformycins are highly potent antibiotics including inhibitory activity towards methicillin- and vancomycin-resistant Staphylococcus aureus. The stereocontrolled installation of the olefinic double bonds at C2–C3/C3–C4 and C12–C13, respectively, as well as the orthogonal differentiation of the oxy functionalities turned out to be key challenges of our approach.
Keywords
- Antibiotics, Disciformycin, Natural products, Polyketides
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, Vol. 2018, No. 5, 28.12.2017, p. 648-656.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of the Aglycon of the Antibiotic Disciformycin
AU - Wolling, Michael
AU - Kirschning, Andreas
PY - 2017/12/28
Y1 - 2017/12/28
N2 - The synthesis of the aglycon of disciformycin, a new secondary metabolite from Pyxidicoccus fallax, is reported. The disciformycins are highly potent antibiotics including inhibitory activity towards methicillin- and vancomycin-resistant Staphylococcus aureus. The stereocontrolled installation of the olefinic double bonds at C2–C3/C3–C4 and C12–C13, respectively, as well as the orthogonal differentiation of the oxy functionalities turned out to be key challenges of our approach.
AB - The synthesis of the aglycon of disciformycin, a new secondary metabolite from Pyxidicoccus fallax, is reported. The disciformycins are highly potent antibiotics including inhibitory activity towards methicillin- and vancomycin-resistant Staphylococcus aureus. The stereocontrolled installation of the olefinic double bonds at C2–C3/C3–C4 and C12–C13, respectively, as well as the orthogonal differentiation of the oxy functionalities turned out to be key challenges of our approach.
KW - Antibiotics
KW - Disciformycin
KW - Natural products
KW - Polyketides
UR - http://www.scopus.com/inward/record.url?scp=85041414202&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201701639
DO - 10.1002/ejoc.201701639
M3 - Article
AN - SCOPUS:85041414202
VL - 2018
SP - 648
EP - 656
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 5
ER -