| 000 | 02898 am a22004093u 4500 | ||
|---|---|---|---|
| 042 | _adc | ||
| 100 | 1 | 0 |
_aUeoka, Reiko _eauthor _91375 |
| 700 | 1 | 0 |
_aSondermann, Philipp _eauthor _91376 |
| 700 | 1 | 0 |
_aLeopold-Messer, Stefan _eauthor _91377 |
| 700 | 1 | 0 |
_aLiu, Yizhou _eauthor _91378 |
| 700 | 1 | 0 |
_aSuo, Rei _eauthor _91379 |
| 700 | 1 | 0 |
_aBhushan, Agneya _eauthor _91380 |
| 700 | 1 | 0 |
_aVadakumchery, Lida _eauthor _91381 |
| 700 | 1 | 0 |
_aGreczmiel, Ute _eauthor _91382 |
| 700 | 1 | 0 |
_aYashiroda, Yoko _eauthor _91383 |
| 700 | 1 | 0 |
_aKimura, Hiromi _eauthor _91384 |
| 700 | 1 | 0 |
_aNishimura, Shinichi _eauthor _91385 |
| 700 | 1 | 0 |
_aHoshikawa, Yojiro _eauthor _91386 |
| 700 | 1 | 0 |
_aYoshida, Minoru _eauthor _91387 |
| 700 | 1 | 0 |
_aOxenius, Annette _eauthor _91388 |
| 700 | 1 | 0 |
_aMatsunaga, Shigeki _eauthor _91389 |
| 700 | 1 | 0 |
_aWilliamson, R. Thomas _eauthor _91390 |
| 700 | 1 | 0 |
_aCarreira, Erick M. _eauthor _91391 |
| 700 | 1 | 0 |
_aPiel, Jörn _eauthor _91392 |
| 245 | 0 | 0 | _aGenome-based discovery and total synthesis of janustatins, potent cytotoxins from a plant-associated bacterium |
| 260 | _c2022-09-05. | ||
| 500 | _a/pmc/articles/PMC7613652/ | ||
| 500 | _a/pubmed/36064972 | ||
| 520 | _aHost-associated bacteria are increasingly recognized as underexplored sources of bioactive natural products with unprecedented chemical scaffolds. A recently identified example is the plant root-associated marine bacterium Gynuella sunshinyii of the chemically underexplored order Oceanospirillales. Its genome contains at least 22 biosynthetic gene clusters suggesting a rich and mostly uncharacterized specialized metabolism. In this work, in silico chemical prediction of a non-canonical polyketide synthase cluster led to the discovery of janustatins, structurally unprecedented polyketide alkaloids with potent cytotoxicity that are produced at minute quantities. A combination of MS and 2D NMR experiments, density functional theory calculations of (13)C chemical shifts, and semiquantitative interpretation of T-ROESY data were conducted to determine the relative configuration, which enabled the total synthesis of both enantiomers and assignment of the absolute configuration. Janustatins feature a previously unknown pyridodihydropyranone heterocycle and an unusual biological activity consisting of delayed, synchronized cell death at subnanomolar concentrations. | ||
| 540 | _a | ||
| 540 | _ahttps://www.springernature.com/gp/open-research/policies/accepted-manuscript-termsUsers may view, print, copy, and download text and data-mine the content in such documents, for the purposes of academic research, subject always to the full Conditions of use: https://www.springernature.com/gp/open-research/policies/accepted-manuscript-terms | ||
| 546 | _aen | ||
| 690 | _aArticle | ||
| 655 | 7 |
_aText _2local |
|
| 786 | 0 | _nNat Chem | |
| 856 | 4 | 1 |
_uhttp://dx.doi.org/10.1038/s41557-022-01020-0 _zConnect to this object online. |
| 999 |
_c1788 _d1788 |
||