Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria

Fumiaki Nakamura, Norio Kudo, Yuki Tomachi, Akiko Nakata, Misao Takemoto, Akihiro Ito, Hodaka Tabei, Daisuke Arai, Nicole De Voogd, Minoru Yoshida, Youichi Nakao, Nobuhiro Fusetani

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Two new analogs of halistanol sulfate (1) were isolated from a marine sponge Halichondria sp. collected at Hachijo-jima Island. Structures of these new halistanol sulfates I (2) and J (3) were elucidated by spectral analyses. Compounds 1-3 showed inhibitory activity against SIRT 1-3 with IC 50 ranges of 45.9-67.9, 18.9-21.1 and 21.8-37.5 μM, respectively. X-ray crystallography of the halistanol sulfate (1) and SIRT3 complex clearly indicates that 1 binds to the exosite of SIRT3 that we have discovered in this study.

Original languageEnglish
Pages (from-to)273-278
Number of pages6
JournalJournal of Antibiotics
Volume71
Issue number2
DOIs
Publication statusPublished - 2018 Feb 1

Fingerprint

Porifera
Sulfates
Steroids
X Ray Crystallography
Islands
halistanol trisulfate

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

Cite this

Nakamura, F., Kudo, N., Tomachi, Y., Nakata, A., Takemoto, M., Ito, A., ... Fusetani, N. (2018). Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria. Journal of Antibiotics, 71(2), 273-278. https://doi.org/10.1038/ja.2017.145

Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria. / Nakamura, Fumiaki; Kudo, Norio; Tomachi, Yuki; Nakata, Akiko; Takemoto, Misao; Ito, Akihiro; Tabei, Hodaka; Arai, Daisuke; De Voogd, Nicole; Yoshida, Minoru; Nakao, Youichi; Fusetani, Nobuhiro.

In: Journal of Antibiotics, Vol. 71, No. 2, 01.02.2018, p. 273-278.

Research output: Contribution to journalArticle

Nakamura, F, Kudo, N, Tomachi, Y, Nakata, A, Takemoto, M, Ito, A, Tabei, H, Arai, D, De Voogd, N, Yoshida, M, Nakao, Y & Fusetani, N 2018, 'Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria', Journal of Antibiotics, vol. 71, no. 2, pp. 273-278. https://doi.org/10.1038/ja.2017.145
Nakamura, Fumiaki ; Kudo, Norio ; Tomachi, Yuki ; Nakata, Akiko ; Takemoto, Misao ; Ito, Akihiro ; Tabei, Hodaka ; Arai, Daisuke ; De Voogd, Nicole ; Yoshida, Minoru ; Nakao, Youichi ; Fusetani, Nobuhiro. / Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria. In: Journal of Antibiotics. 2018 ; Vol. 71, No. 2. pp. 273-278.
@article{14ec5da506684c1599f0501c4f2be1a5,
title = "Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria",
abstract = "Two new analogs of halistanol sulfate (1) were isolated from a marine sponge Halichondria sp. collected at Hachijo-jima Island. Structures of these new halistanol sulfates I (2) and J (3) were elucidated by spectral analyses. Compounds 1-3 showed inhibitory activity against SIRT 1-3 with IC 50 ranges of 45.9-67.9, 18.9-21.1 and 21.8-37.5 μM, respectively. X-ray crystallography of the halistanol sulfate (1) and SIRT3 complex clearly indicates that 1 binds to the exosite of SIRT3 that we have discovered in this study.",
author = "Fumiaki Nakamura and Norio Kudo and Yuki Tomachi and Akiko Nakata and Misao Takemoto and Akihiro Ito and Hodaka Tabei and Daisuke Arai and {De Voogd}, Nicole and Minoru Yoshida and Youichi Nakao and Nobuhiro Fusetani",
year = "2018",
month = "2",
day = "1",
doi = "10.1038/ja.2017.145",
language = "English",
volume = "71",
pages = "273--278",
journal = "Journal of Antibiotics",
issn = "0021-8820",
publisher = "Japan Antibiotics Research Association",
number = "2",

}

TY - JOUR

T1 - Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria

AU - Nakamura, Fumiaki

AU - Kudo, Norio

AU - Tomachi, Yuki

AU - Nakata, Akiko

AU - Takemoto, Misao

AU - Ito, Akihiro

AU - Tabei, Hodaka

AU - Arai, Daisuke

AU - De Voogd, Nicole

AU - Yoshida, Minoru

AU - Nakao, Youichi

AU - Fusetani, Nobuhiro

PY - 2018/2/1

Y1 - 2018/2/1

N2 - Two new analogs of halistanol sulfate (1) were isolated from a marine sponge Halichondria sp. collected at Hachijo-jima Island. Structures of these new halistanol sulfates I (2) and J (3) were elucidated by spectral analyses. Compounds 1-3 showed inhibitory activity against SIRT 1-3 with IC 50 ranges of 45.9-67.9, 18.9-21.1 and 21.8-37.5 μM, respectively. X-ray crystallography of the halistanol sulfate (1) and SIRT3 complex clearly indicates that 1 binds to the exosite of SIRT3 that we have discovered in this study.

AB - Two new analogs of halistanol sulfate (1) were isolated from a marine sponge Halichondria sp. collected at Hachijo-jima Island. Structures of these new halistanol sulfates I (2) and J (3) were elucidated by spectral analyses. Compounds 1-3 showed inhibitory activity against SIRT 1-3 with IC 50 ranges of 45.9-67.9, 18.9-21.1 and 21.8-37.5 μM, respectively. X-ray crystallography of the halistanol sulfate (1) and SIRT3 complex clearly indicates that 1 binds to the exosite of SIRT3 that we have discovered in this study.

UR - http://www.scopus.com/inward/record.url?scp=85041183800&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85041183800&partnerID=8YFLogxK

U2 - 10.1038/ja.2017.145

DO - 10.1038/ja.2017.145

M3 - Article

C2 - 29184120

AN - SCOPUS:85041183800

VL - 71

SP - 273

EP - 278

JO - Journal of Antibiotics

JF - Journal of Antibiotics

SN - 0021-8820

IS - 2

ER -