Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium

Hidetoshi Ogawa, Arihiro Iwasaki, Shimpei Sumimoto, Masato Iwatsuki, Aki Ishiyama, Rei Hokari, Kazuhiko Otoguro, Satoshi Omura, Kiyotake Suenaga

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

In the search for new antiprotozoal substances, hoshinolactam, an antitrypanosomal lactam, was isolated from a marine cyanobacterium. The gross structure was elucidated by spectroscopic analyses, and the absolute configuration was determined by the first total synthesis. Hoshinolactam showed potent antitrypanosomal activity with an IC50 value of 3.9 nM without cytotoxicity against human fetal lung fibroblast MRC-5 cells (IC50 > 25 μM).

Original languageEnglish
Pages (from-to)890-893
Number of pages4
JournalOrganic Letters
Volume19
Issue number4
DOIs
Publication statusPublished - 2017 Feb 17

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Lactams
fibroblasts
Cyanobacteria
Fibroblasts
Cytotoxicity
lungs
Inhibitory Concentration 50
isolation
synthesis
configurations
cells
Lung

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium. / Ogawa, Hidetoshi; Iwasaki, Arihiro; Sumimoto, Shimpei; Iwatsuki, Masato; Ishiyama, Aki; Hokari, Rei; Otoguro, Kazuhiko; Omura, Satoshi; Suenaga, Kiyotake.

In: Organic Letters, Vol. 19, No. 4, 17.02.2017, p. 890-893.

Research output: Contribution to journalArticle

Ogawa, Hidetoshi ; Iwasaki, Arihiro ; Sumimoto, Shimpei ; Iwatsuki, Masato ; Ishiyama, Aki ; Hokari, Rei ; Otoguro, Kazuhiko ; Omura, Satoshi ; Suenaga, Kiyotake. / Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium. In: Organic Letters. 2017 ; Vol. 19, No. 4. pp. 890-893.
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