Total synthesis of amphidinolactone A and its absolute configuration

Masahiro Hangyou; Haruaki Ishiyama; Yohei Takahashi; Takaaki Kubota; Jun'ichi Kobayashi

doi:10.1016/j.tetlet.2009.01.065

Total synthesis of amphidinolactone A and its absolute configuration

Masahiro Hangyou, Haruaki Ishiyama, Yohei Takahashi, Takaaki Kubota, Jun'ichi Kobayashi

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

14 Citations (Scopus)

Abstract

Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]_D values of synthetic and natural amphidinolactone A.

Original language	English
Pages (from-to)	1475-1477
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	13
DOIs	https://doi.org/10.1016/j.tetlet.2009.01.065
Publication status	Published - Apr 1 2009
Externally published	Yes

Keywords

Amphidinium sp.
Amphidinolactone A
Macrolide
Stereochemistry
Synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2009.01.065

Cite this

@article{efccea76811d453c8042c56ed38b753a,

title = "Total synthesis of amphidinolactone A and its absolute configuration",

abstract = "Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.",

keywords = "Amphidinium sp., Amphidinolactone A, Macrolide, Stereochemistry, Synthesis",

author = "Masahiro Hangyou and Haruaki Ishiyama and Yohei Takahashi and Takaaki Kubota and Jun'ichi Kobayashi",

note = "Funding Information: We thank S. Oka and A. Tokumitsu, Center for Instrumental Analysis, Hokkaido University, for ESIMS and FABMS measurements. This work was partly supported by a from the Uehara Memorial Foundation and Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan. ",

year = "2009",

month = apr,

day = "1",

doi = "10.1016/j.tetlet.2009.01.065",

language = "English",

volume = "50",

pages = "1475--1477",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "13",

}

TY - JOUR

T1 - Total synthesis of amphidinolactone A and its absolute configuration

AU - Hangyou, Masahiro

AU - Ishiyama, Haruaki

AU - Takahashi, Yohei

AU - Kubota, Takaaki

AU - Kobayashi, Jun'ichi

N1 - Funding Information: We thank S. Oka and A. Tokumitsu, Center for Instrumental Analysis, Hokkaido University, for ESIMS and FABMS measurements. This work was partly supported by a from the Uehara Memorial Foundation and Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan.

PY - 2009/4/1

Y1 - 2009/4/1

N2 - Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.

AB - Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.

KW - Amphidinium sp.

KW - Amphidinolactone A

KW - Macrolide

KW - Stereochemistry

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=59649090401&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=59649090401&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.01.065

DO - 10.1016/j.tetlet.2009.01.065

M3 - Article

AN - SCOPUS:59649090401

VL - 50

SP - 1475

EP - 1477

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 13

ER -

Total synthesis of amphidinolactone A and its absolute configuration

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this