Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture

Makoto Sasaki; Naoki Takeda; Haruhiko Fuwa; Ryuichi Watanabe; Masayuki Satake; Yasukatsu Oshima

doi:10.1016/j.tetlet.2006.06.032

Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture

Makoto Sasaki, Naoki Takeda, Haruhiko Fuwa, Ryuichi Watanabe, Masayuki Satake, Yasukatsu Oshima

LIF - Molecular and Chemical Life Science

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

10 Citations (Scopus)

Abstract

Synthesis of the JK/LM-ring model of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate, Prymnesium parvum, is described. Comparison of the ¹H and ¹³C NMR data of the synthetic model with those reported for prymnesins confirmed the reported configurational assignment of the K/L-ring juncture.

Original language	English
Pages (from-to)	5687-5691
Number of pages	5
Journal	Tetrahedron Letters
Volume	47
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2006.06.032
Publication status	Published - 2006 Aug 7

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2006.06.032

Fingerprint

Dive into the research topics of 'Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture'. Together they form a unique fingerprint.

Cite this

Sasaki, M., Takeda, N., Fuwa, H., Watanabe, R., Satake, M., & Oshima, Y. (2006). Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture. Tetrahedron Letters, 47(32), 5687-5691. https://doi.org/10.1016/j.tetlet.2006.06.032

Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum : confirmation of the relative configuration of the K/L-ring juncture. / Sasaki, Makoto; Takeda, Naoki; Fuwa, Haruhiko; Watanabe, Ryuichi; Satake, Masayuki; Oshima, Yasukatsu.

In: Tetrahedron Letters, Vol. 47, No. 32, 07.08.2006, p. 5687-5691.

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

Sasaki, M, Takeda, N, Fuwa, H, Watanabe, R, Satake, M & Oshima, Y 2006, 'Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture', Tetrahedron Letters, vol. 47, no. 32, pp. 5687-5691. https://doi.org/10.1016/j.tetlet.2006.06.032

Sasaki M, Takeda N, Fuwa H, Watanabe R, Satake M, Oshima Y. Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture. Tetrahedron Letters. 2006 Aug 7;47(32):5687-5691. https://doi.org/10.1016/j.tetlet.2006.06.032

Sasaki, Makoto ; Takeda, Naoki ; Fuwa, Haruhiko ; Watanabe, Ryuichi ; Satake, Masayuki ; Oshima, Yasukatsu. / Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum : confirmation of the relative configuration of the K/L-ring juncture. In: Tetrahedron Letters. 2006 ; Vol. 47, No. 32. pp. 5687-5691.

@article{af511da97e4147dfae48581b6a72d380,

title = "Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture",

abstract = "Synthesis of the JK/LM-ring model of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate, Prymnesium parvum, is described. Comparison of the 1H and 13C NMR data of the synthetic model with those reported for prymnesins confirmed the reported configurational assignment of the K/L-ring juncture.",

author = "Makoto Sasaki and Naoki Takeda and Haruhiko Fuwa and Ryuichi Watanabe and Masayuki Satake and Yasukatsu Oshima",

note = "Funding Information: We are grateful to Drs. T. Yasumoto and T. Igarashi (Japan Food Research Laboratories) for helpful discussion. This work was supported by a Grant-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology of Japan. ",

year = "2006",

month = aug,

day = "7",

doi = "10.1016/j.tetlet.2006.06.032",

language = "English",

volume = "47",

pages = "5687--5691",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "32",

}

TY - JOUR

T1 - Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum

T2 - confirmation of the relative configuration of the K/L-ring juncture

AU - Sasaki, Makoto

AU - Takeda, Naoki

AU - Fuwa, Haruhiko

AU - Watanabe, Ryuichi

AU - Satake, Masayuki

AU - Oshima, Yasukatsu

N1 - Funding Information: We are grateful to Drs. T. Yasumoto and T. Igarashi (Japan Food Research Laboratories) for helpful discussion. This work was supported by a Grant-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology of Japan.

PY - 2006/8/7

Y1 - 2006/8/7

N2 - Synthesis of the JK/LM-ring model of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate, Prymnesium parvum, is described. Comparison of the 1H and 13C NMR data of the synthetic model with those reported for prymnesins confirmed the reported configurational assignment of the K/L-ring juncture.

AB - Synthesis of the JK/LM-ring model of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate, Prymnesium parvum, is described. Comparison of the 1H and 13C NMR data of the synthetic model with those reported for prymnesins confirmed the reported configurational assignment of the K/L-ring juncture.

UR - http://www.scopus.com/inward/record.url?scp=33745596573&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33745596573&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2006.06.032

DO - 10.1016/j.tetlet.2006.06.032

M3 - Article

AN - SCOPUS:33745596573

VL - 47

SP - 5687

EP - 5691

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 32

ER -

Synthesis of the JK/LM-ring model of prymnesins, potent hemolytic and ichthyotoxic polycyclic ethers isolated from the red tide alga Prymnesium parvum: confirmation of the relative configuration of the K/L-ring juncture

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this