Genome-based discovery and total synthesis of janustatins, potent cytotoxins from a plant-associated bacterium (Record no. 799)
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042 ## - AUTHENTICATION CODE | |
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Authentication code | dc |
100 10 - MAIN ENTRY--PERSONAL NAME | |
Personal name | Ueoka, Reiko |
Relator term | author |
9 (RLIN) | 1375 |
245 00 - TITLE STATEMENT | |
Title | Genome-based discovery and total synthesis of janustatins, potent cytotoxins from a plant-associated bacterium |
260 ## - PUBLICATION, DISTRIBUTION, ETC. | |
Date of publication, distribution, etc. | 2022-09-05. |
500 ## - GENERAL NOTE | |
General note | /pmc/articles/PMC7613652/ |
500 ## - GENERAL NOTE | |
General note | /pubmed/36064972 |
520 ## - SUMMARY, ETC. | |
Summary, etc. | Host-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 ## - TERMS GOVERNING USE AND REPRODUCTION NOTE | |
Terms governing use and reproduction | |
540 ## - TERMS GOVERNING USE AND REPRODUCTION NOTE | |
Terms governing use and reproduction | https://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 ## - LANGUAGE NOTE | |
Language note | en |
690 ## - LOCAL SUBJECT ADDED ENTRY--TOPICAL TERM (OCLC, RLIN) | |
Topical term or geographic name as entry element | Article |
655 7# - INDEX TERM--GENRE/FORM | |
Genre/form data or focus term | Text |
Source of term | local |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Sondermann, Philipp |
Relator term | author |
9 (RLIN) | 1376 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Leopold-Messer, Stefan |
Relator term | author |
9 (RLIN) | 1377 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Liu, Yizhou |
Relator term | author |
9 (RLIN) | 1378 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Suo, Rei |
Relator term | author |
9 (RLIN) | 1379 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Bhushan, Agneya |
Relator term | author |
9 (RLIN) | 1380 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Vadakumchery, Lida |
Relator term | author |
9 (RLIN) | 1381 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Greczmiel, Ute |
Relator term | author |
9 (RLIN) | 1382 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Yashiroda, Yoko |
Relator term | author |
9 (RLIN) | 1383 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Kimura, Hiromi |
Relator term | author |
9 (RLIN) | 1384 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Nishimura, Shinichi |
Relator term | author |
9 (RLIN) | 1385 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Hoshikawa, Yojiro |
Relator term | author |
9 (RLIN) | 1386 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Yoshida, Minoru |
Relator term | author |
9 (RLIN) | 1387 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Oxenius, Annette |
Relator term | author |
9 (RLIN) | 1388 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Matsunaga, Shigeki |
Relator term | author |
9 (RLIN) | 1389 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Williamson, R. Thomas |
Relator term | author |
9 (RLIN) | 1390 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Carreira, Erick M. |
Relator term | author |
9 (RLIN) | 1391 |
700 10 - ADDED ENTRY--PERSONAL NAME | |
Personal name | Piel, Jörn |
Relator term | author |
9 (RLIN) | 1392 |
786 0# - DATA SOURCE ENTRY | |
Note | Nat Chem |
856 41 - ELECTRONIC LOCATION AND ACCESS | |
Uniform Resource Identifier | <a href="http://dx.doi.org/10.1038/s41557-022-01020-0">http://dx.doi.org/10.1038/s41557-022-01020-0</a> |
Public note | Connect to this object online. |
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