Synthesis and biological activity of mycalolide analogs

Kiyotake Suenaga, Tomoyuki Kimura, Takeshi Kuroda, Keita Matsui, Saori Miya, Satomi Kuribayashi, Akira Sakakura, Hideo Kigoshi

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity.

Original languageEnglish
Pages (from-to)8278-8290
Number of pages13
JournalTetrahedron
Volume62
Issue number35
DOIs
Publication statusPublished - 2006 Aug 28
Externally publishedYes

Fingerprint

Bioactivity
Macrolides
Actins
3-hydroxybutanal
mycalolide B

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Suenaga, K., Kimura, T., Kuroda, T., Matsui, K., Miya, S., Kuribayashi, S., ... Kigoshi, H. (2006). Synthesis and biological activity of mycalolide analogs. Tetrahedron, 62(35), 8278-8290. https://doi.org/10.1016/j.tet.2006.06.046

Synthesis and biological activity of mycalolide analogs. / Suenaga, Kiyotake; Kimura, Tomoyuki; Kuroda, Takeshi; Matsui, Keita; Miya, Saori; Kuribayashi, Satomi; Sakakura, Akira; Kigoshi, Hideo.

In: Tetrahedron, Vol. 62, No. 35, 28.08.2006, p. 8278-8290.

Research output: Contribution to journalArticle

Suenaga, K, Kimura, T, Kuroda, T, Matsui, K, Miya, S, Kuribayashi, S, Sakakura, A & Kigoshi, H 2006, 'Synthesis and biological activity of mycalolide analogs', Tetrahedron, vol. 62, no. 35, pp. 8278-8290. https://doi.org/10.1016/j.tet.2006.06.046
Suenaga K, Kimura T, Kuroda T, Matsui K, Miya S, Kuribayashi S et al. Synthesis and biological activity of mycalolide analogs. Tetrahedron. 2006 Aug 28;62(35):8278-8290. https://doi.org/10.1016/j.tet.2006.06.046
Suenaga, Kiyotake ; Kimura, Tomoyuki ; Kuroda, Takeshi ; Matsui, Keita ; Miya, Saori ; Kuribayashi, Satomi ; Sakakura, Akira ; Kigoshi, Hideo. / Synthesis and biological activity of mycalolide analogs. In: Tetrahedron. 2006 ; Vol. 62, No. 35. pp. 8278-8290.
@article{de7b497c412b4c3d853d160d4bf973b2,
title = "Synthesis and biological activity of mycalolide analogs",
abstract = "Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity.",
author = "Kiyotake Suenaga and Tomoyuki Kimura and Takeshi Kuroda and Keita Matsui and Saori Miya and Satomi Kuribayashi and Akira Sakakura and Hideo Kigoshi",
year = "2006",
month = "8",
day = "28",
doi = "10.1016/j.tet.2006.06.046",
language = "English",
volume = "62",
pages = "8278--8290",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "35",

}

TY - JOUR

T1 - Synthesis and biological activity of mycalolide analogs

AU - Suenaga, Kiyotake

AU - Kimura, Tomoyuki

AU - Kuroda, Takeshi

AU - Matsui, Keita

AU - Miya, Saori

AU - Kuribayashi, Satomi

AU - Sakakura, Akira

AU - Kigoshi, Hideo

PY - 2006/8/28

Y1 - 2006/8/28

N2 - Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity.

AB - Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity.

UR - http://www.scopus.com/inward/record.url?scp=33745968785&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33745968785&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2006.06.046

DO - 10.1016/j.tet.2006.06.046

M3 - Article

AN - SCOPUS:33745968785

VL - 62

SP - 8278

EP - 8290

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 35

ER -