KFU. Card publication. One-pot evolution of ageladine A through a bio-inspired cascade towards selective modulators of neuronal differentiation

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ONE-POT EVOLUTION OF AGELADINE A THROUGH A BIO-INSPIRED CASCADE TOWARDS SELECTIVE MODULATORS OF NEURONAL DIFFERENTIATION

Form of presentation

Articles in international journals and collections

Year of publication

2016

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Authors, employees of KFU

Kurbangalieva Almira Rafaelovna, author

Bibliographic description in the original language

Iwata T. One-pot evolution of ageladine A through a bio-inspired cascade towards selective modulators of neuronal differentiation / T. Iwata, S. Otsuka, K. Tsubokura, A. Kurbangalieva, D. Arai, K. Fukase, Y. Nakao, K. Tanaka // Chem. Eur. J. - 2016. - V. 22. – P. 14707–14716.

Annotation

A bio-inspired cascade reaction has been developed for the construction of the marine natural product ageladine A and a de novo array of its N1-substituted derivatives. This cascade features a 2-aminoimidazole formation that is modeled after an arginine post-translational modification and an aza-electrocyclization. It can be effectively carried out in a one-pot procedure from simple anilines or guanidines, leading to structural analogues of ageladine A that had been otherwise synthetically inaccessible. We found that some compounds out of this structurally novel library show a significant activity in modulating the neural differentiation. Namely, these compounds selectively activate or inhibit the differentiation of neural stem cells to neurons, while being negligible in the differentiation to astrocytes. This study represents a successful case in which the native biofunction of a natural product could be altered by structural modifications.

Keywords

ageladine A, 2-aminoimidazole, natural products, neural differentiation, one-pot synthesis

The name of the journal

Chemistry - A European Journal

URL

http://onlinelibrary.wiley.com/doi/10.1002/chem.201602651/abstract

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=136148&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Kurbangalieva Almira Rafaelovna	ru_RU
dc.date.accessioned	2016-01-01T00:00:00Z	ru_RU
dc.date.available	2016-01-01T00:00:00Z	ru_RU
dc.date.issued	2016	ru_RU
dc.identifier.citation	Iwata T. One-pot evolution of ageladine A through a bio-inspired cascade towards selective modulators of neuronal differentiation / T. Iwata, S. Otsuka, K. Tsubokura, A. Kurbangalieva, D. Arai, K. Fukase, Y. Nakao, K. Tanaka // Chem. Eur. J. - 2016. - V. 22. – P. 14707–14716.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=136148&p_lang=2	ru_RU
dc.description.abstract	Chemistry - A European Journal	ru_RU
dc.description.abstract	A bio-inspired cascade reaction has been developed for the construction of the marine natural product ageladine A and a de novo array of its N1-substituted derivatives. This cascade features a 2-aminoimidazole formation that is modeled after an arginine post-translational modification and an aza-electrocyclization. It can be effectively carried out in a one-pot procedure from simple anilines or guanidines, leading to structural analogues of ageladine A that had been otherwise synthetically inaccessible. We found that some compounds out of this structurally novel library show a significant activity in modulating the neural differentiation. Namely, these compounds selectively activate or inhibit the differentiation of neural stem cells to neurons, while being negligible in the differentiation to astrocytes. This study represents a successful case in which the native biofunction of a natural product could be altered by structural modifications.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	ageladine A	ru_RU
dc.subject	2-aminoimidazole	ru_RU
dc.subject	natural products	ru_RU
dc.subject	neural differentiation	ru_RU
dc.subject	one-pot synthesis	ru_RU
dc.title	One-pot evolution of ageladine A through a bio-inspired cascade towards selective modulators of neuronal differentiation	ru_RU
dc.type	Articles in international journals and collections	ru_RU