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Genome-based Discovery and Total Synthesis of Janustatins, Potent Cytotoxins from a Plant-associated Bacterium by Reiko Ueoka; Philipp Sondermann; Stefan Leopold-Messer; Yizhou Liu; Rei Suo; Agneya Bhushan; Lida Vadakumchery; Ute Greczmiel; Yoko Yashiroda; Hiromi Kimura; Shinichi Nishimura; Yojiro Hoshikawa; Minoru Yoshida; Annette Oxenius; Shigeki Matsunaga; R. Thomas Williamson; Erick M. Carreira; Jörn Piel is a Chemistry article available to read on EtoBox.
What is Genome-based Discovery and Total Synthesis of Janustatins, Potent Cytotoxins from a Plant-associated Bacterium about?
Host-associated bacteria are increasingly being 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. Here, in silico chemical prediction of a non-canonical polyketide synthase cluster has led to the discovery of janustatins, structurally unprecedented polyketide alkaloids with potent cytotoxicity that are produced in minute quantities. A combination of MS and two-dimensional NMR experiments, density functional theory calculations of C chemical shifts and semiquantitative interpretation of transverse rotating-frame Overhauser effect spectroscopy 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 dea
Who reads Genome-based Discovery and Total Synthesis of Janustatins, Potent Cytotoxins from a Plant-associated Bacterium?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Reiko Ueoka; Philipp Sondermann; Stefan Leopold-Messer; Yizhou Liu; Rei Suo; Agneya Bhushan; Lida Vadakumchery; Ute Greczmiel; Yoko Yashiroda; Hiromi Kimura; Shinichi Nishimura; Yojiro Hoshikawa; Minoru Yoshida; Annette Oxenius; Shigeki Matsunaga; R. Thomas Williamson; Erick M. Carreira; Jörn Piel
- Publisher
- Springer Science and Business Media LLC
- Published
- 2022
- Language
- EN
- Field
- Chemistry (Physical Sciences)