Design and de Novo Synthesis of 6-Aza-artemisinins

Karunakar Reddy Bonepally; Takahisa Hiruma; Haruki Mizoguchi; Kyohei Ochiai; Shun Suzuki; Hideaki Oikawa; Aki Ishiyama; Rei Hokari; Masato Iwatsuki; Kazuhiko Otoguro; Satoshi Omura; Hiroki Oguri

doi:10.1021/acs.orglett.8b01987

Design and de Novo Synthesis of 6-Aza-artemisinins

Karunakar Reddy Bonepally, Takahisa Hiruma, Haruki Mizoguchi, Kyohei Ochiai, Shun Suzuki, Hideaki Oikawa, Aki Ishiyama, Rei Hokari, Masato Iwatsuki, Kazuhiko Otoguro, Satoshi Omura, Hiroki Oguri

Research output: Contribution to journal › Article

1 Citation (Scopus)

Abstract

Development of designer natural product variants, 6-aza-artemisinins, enabled us to achieve structural modification of the hitherto unexplored cyclohexane moiety of artemisinin and concise de novo synthesis of the tetracyclic scaffold in just four steps from the modular assembly of three simple building blocks. This expeditious catalytic asymmetric synthetic approach generated lead candidates exhibiting superior in vivo antimalarial activities to artemisinin.

Original language	English
Pages (from-to)	4667-4671
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.8b01987
Publication status	Published - Aug 3 2018
Externally published	Yes

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ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Bonepally, K. R., Hiruma, T., Mizoguchi, H., Ochiai, K., Suzuki, S., Oikawa, H., Ishiyama, A., Hokari, R., Iwatsuki, M., Otoguro, K., Omura, S., & Oguri, H. (2018). Design and de Novo Synthesis of 6-Aza-artemisinins. Organic Letters, 20(15), 4667-4671. https://doi.org/10.1021/acs.orglett.8b01987

Design and de Novo Synthesis of 6-Aza-artemisinins. / Bonepally, Karunakar Reddy; Hiruma, Takahisa; Mizoguchi, Haruki; Ochiai, Kyohei; Suzuki, Shun; Oikawa, Hideaki; Ishiyama, Aki; Hokari, Rei; Iwatsuki, Masato; Otoguro, Kazuhiko; Omura, Satoshi; Oguri, Hiroki.

In: Organic Letters, Vol. 20, No. 15, 03.08.2018, p. 4667-4671.

Research output: Contribution to journal › Article

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10.1021/acs.orglett.8b01987