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Scrobiculosides A and B from the deep-sea sponge Pachastrella scrobiculosa

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Abstract

Two new steroidal saponins, scrobiculosides A and B, were isolated from the deep-sea sponge Pachastrella scrobiculosa, collected at a depth of 200 m off Miura Peninsula, Japan. The aglycones of scrobiculosides A and B feature a vinylic cyclopropane and a ∆24,25 exomethylene on the side chains, respectively. Both saponins have a common sugar moiety composed of β-d-galactopyranosyl-(1 → 2)-6-acetyl-β-d-glucopyranoside, with the exception of an acetyl group on C6″ in scrobiculoside A. Scrobiculoside A exhibited cytotoxicity against HL-60 and P388 cells, with IC50 values of 52 and 61 μM, respectively.

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Acknowledgements

The authors thank Dr. E. Fukushi, Graduate School of Agriculture, Hokkaido University, for NMR measurements. This work was partly supported by the Takeda Science Foundation, the Asahi Glass Foundation, the SUNBOR GRANT, the NOASTEC Foundation, the Akiyama Life Science Foundation, the Japan Agency for Medical Research and Development (AMED grant number 18061402), and Grants-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan (JSPS KAKENHI grant numbers JP16703511 and JP18056499).

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Authors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan

    Takahiro Jomori, Shuji Shiroyama, Kenichi Matsuda, Takefumi Kuranaga & Toshiyuki Wakimoto

  2. Center for Marine and Coastal Studies (CEMACS), Universiti Sains Malaysia (USM), 11800, Nibong Tebal, Penang, Malaysia

    Yuji Ise

  3. Misaki Marine Biological Station (MMBS), Graduate School of Science, The University of Tokyo, Misaki, Miura, Kanagawa, 238-0225, Japan

    Hisanori Kohtsuka

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  1. Takahiro Jomori
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  2. Shuji Shiroyama
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  3. Yuji Ise
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  4. Hisanori Kohtsuka
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  5. Kenichi Matsuda
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  6. Takefumi Kuranaga
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  7. Toshiyuki Wakimoto
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Correspondence to Toshiyuki Wakimoto.

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Jomori, T., Shiroyama, S., Ise, Y. et al. Scrobiculosides A and B from the deep-sea sponge Pachastrella scrobiculosa. J Nat Med 73, 814–819 (2019). https://doi.org/10.1007/s11418-019-01315-6

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