2. Academic Validation
  3. Amakusamine from a Psammocinia sp. Sponge: Isolation, Synthesis, and SAR Study on the Inhibition of RANKL-Induced Formation of Multinuclear Osteoclasts

Amakusamine from a Psammocinia sp. Sponge: Isolation, Synthesis, and SAR Study on the Inhibition of RANKL-Induced Formation of Multinuclear Osteoclasts

  • J Nat Prod. 2021 Oct 22;84(10):2738-2743. doi: 10.1021/acs.jnatprod.1c00758.
Yuka Maeyama 1,  Yuta Nakashima 2,  Hikaru Kato 1,  Yuki Hitora 1,  Kazuhiko Maki 1,  Natsumi Inada 1,  Shunya Murakami 1,  Tomoaki Inazumi 3,  Yuji Ise 4,  Yukihiko Sugimoto 3,  Hayato Ishikawa 5,  Sachiko Tsukamoto 1
Affiliations

Affiliations

  • 1 Department of Natural Medicines, Graduate School of Pharmaceutical Sciences, Kumamoto University, Kumamoto 862-0973, Japan.
  • 2 Graduate School of Science and Technology, Kumamoto University, Kumamoto 860-8555, Japan.
  • 3 Department of Pharmaceutical Biochemistry, Graduate School of Pharmaceutical Sciences, Kumamoto University, Kumamoto 862-0973, Japan.
  • 4 Sesoko Station, University of the Ryukyus, 3422 Sesoko, Motobu, Okinawa 905-0227, Japan.
  • 5 Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 260-8675, Japan.
PMID: 34612636 DOI: 10.1021/acs.jnatprod.1c00758
Abstract

A simple methylenedioxy dibromoindole alkaloid, amakusamine (1), was isolated from a marine Sponge of the genus Psammocinia, and its structure was determined from spectroscopic data, time-dependent density-functional theory calculations, and synthesis. Compound 1 inhibited the receptor activator of nuclear factor-κB ligand (RANKL)-induced formation of multinuclear osteoclasts with an IC50 value of 10.5 μM in RAW264 cells. The structure-activity relationship of 1 was also investigated with synthetic derivatives.

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