Enantioselective Synthesis of Aspergillide B

Tomohiro Nagasawa; Shigefumi Kuwahara

doi:10.1271/bbb.90221

Enantioselective Synthesis of Aspergillide B

Tomohiro Nagasawa, Shigefumi Kuwahara

AGR - Bioscience and Biotechnology for Future Bioindustries

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

26 Citations (Scopus)

Abstract

The enantioselective synthesis of aspergillide B, a 14-membered macrocyclic cytotoxin, was achieved in a 49% yield via 7 steps from a synthetic intermediate of aspergillide C. The spectroscopic data and specific rotation value for the synthetic material matched those of natural aspergillide B.

Original language	English
Pages (from-to)	1893-1894
Number of pages	2
Journal	Bioscience, Biotechnology and Biochemistry
Volume	73
Issue number	8
DOIs	https://doi.org/10.1271/bbb.90221
Publication status	Published - 2009

Keywords

Aspergillide
Cytotoxic
Enantioselective synthesis
Macrolide

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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10.1271/bbb.90221

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title = "Enantioselective Synthesis of Aspergillide B",

abstract = "The enantioselective synthesis of aspergillide B, a 14-membered macrocyclic cytotoxin, was achieved in a 49% yield via 7 steps from a synthetic intermediate of aspergillide C. The spectroscopic data and specific rotation value for the synthetic material matched those of natural aspergillide B.",

keywords = "Aspergillide, Cytotoxic, Enantioselective synthesis, Macrolide",

author = "Tomohiro Nagasawa and Shigefumi Kuwahara",

note = "Funding Information: This work was supported, in part, by grant-aid for scientific research (B) from the Ministry of Education, Culture, Sports, Science and Technology of Japan (no. 19380065). We thank Ms. Yamada (Tohoku University) for measuring the NMR and MS data.",

year = "2009",

doi = "10.1271/bbb.90221",

language = "English",

volume = "73",

pages = "1893--1894",

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issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "8",

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T1 - Enantioselective Synthesis of Aspergillide B

AU - Nagasawa, Tomohiro

AU - Kuwahara, Shigefumi

N1 - Funding Information: This work was supported, in part, by grant-aid for scientific research (B) from the Ministry of Education, Culture, Sports, Science and Technology of Japan (no. 19380065). We thank Ms. Yamada (Tohoku University) for measuring the NMR and MS data.

PY - 2009

Y1 - 2009

N2 - The enantioselective synthesis of aspergillide B, a 14-membered macrocyclic cytotoxin, was achieved in a 49% yield via 7 steps from a synthetic intermediate of aspergillide C. The spectroscopic data and specific rotation value for the synthetic material matched those of natural aspergillide B.

AB - The enantioselective synthesis of aspergillide B, a 14-membered macrocyclic cytotoxin, was achieved in a 49% yield via 7 steps from a synthetic intermediate of aspergillide C. The spectroscopic data and specific rotation value for the synthetic material matched those of natural aspergillide B.

KW - Aspergillide

KW - Cytotoxic

KW - Enantioselective synthesis

KW - Macrolide

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JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

SN - 0916-8451

IS - 8

ER -

Enantioselective Synthesis of Aspergillide B

Abstract

Keywords

ASJC Scopus subject areas

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