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 journal › Article

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

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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 journal › Article

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 F, Kudo N, Tomachi Y, Nakata A, Takemoto M, Ito A et al. Halistanol sulfates i and J, new SIRT1-3 inhibitory steroid sulfates from a marine sponge of the genus Halichondria. Journal of Antibiotics. 2018 Feb 1;71(2):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.
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