Isolation and Total Synthesis of Beru'amide, an Antitrypanosomal Polyketide from a Marine Cyanobacterium Okeania sp.

Raimu Taguchi; Arihiro Iwasaki; Akira Ebihara; Ghulam Jeelani; Tomoyoshi Nozaki; Kiyotake Suenaga

doi:10.1021/acs.orglett.2c02013

Isolation and Total Synthesis of Beru'amide, an Antitrypanosomal Polyketide from a Marine Cyanobacterium Okeania sp.

Raimu Taguchi, Arihiro Iwasaki, Akira Ebihara, Ghulam Jeelani, Tomoyoshi Nozaki, Kiyotake Suenaga

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

A 68 μg amount of an acyclic polyketide, named beru'amide, was isolated from a marine cyanobacterium Okeania sp. Beru'amide contains six unique moieties in its relatively small skeleton. By applying several cutting-edge techniques, including DFT-based chemical shift calculations, we achieved the structure determination and the total synthesis of this highly functionalized scarce natural product. Furthermore, beru'amide was shown to have strong antitrypanosomal activity. 2022 American Chemical Society.

Original language	English
Pages (from-to)	4710-4714
Number of pages	5
Journal	Organic Letters
Volume	24
Issue number	25
DOIs	https://doi.org/10.1021/acs.orglett.2c02013
Publication status	Published - 2022 Jul 1

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.2c02013

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title = "Isolation and Total Synthesis of Beru'amide, an Antitrypanosomal Polyketide from a Marine Cyanobacterium Okeania sp.",

abstract = "A 68 μg amount of an acyclic polyketide, named beru'amide, was isolated from a marine cyanobacterium Okeania sp. Beru'amide contains six unique moieties in its relatively small skeleton. By applying several cutting-edge techniques, including DFT-based chemical shift calculations, we achieved the structure determination and the total synthesis of this highly functionalized scarce natural product. Furthermore, beru'amide was shown to have strong antitrypanosomal activity. 2022 American Chemical Society.",

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AU - Taguchi, Raimu

AU - Iwasaki, Arihiro

AU - Ebihara, Akira

AU - Jeelani, Ghulam

AU - Nozaki, Tomoyoshi

AU - Suenaga, Kiyotake

N1 - Funding Information: This work was supported by JSPS KAKENHI Grant No. 18K14346, 20H02870 and the Keio Gijuku Academic Development Funds. Publisher Copyright: © 2022 American Chemical Society. All rights reserved.

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N2 - A 68 μg amount of an acyclic polyketide, named beru'amide, was isolated from a marine cyanobacterium Okeania sp. Beru'amide contains six unique moieties in its relatively small skeleton. By applying several cutting-edge techniques, including DFT-based chemical shift calculations, we achieved the structure determination and the total synthesis of this highly functionalized scarce natural product. Furthermore, beru'amide was shown to have strong antitrypanosomal activity. 2022 American Chemical Society.

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Isolation and Total Synthesis of Beru'amide, an Antitrypanosomal Polyketide from a Marine Cyanobacterium Okeania sp.

Abstract

ASJC Scopus subject areas

UN SDGs

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