Structures and biological activities of novel biselyngbyaside analogs isolated from the marine cyanobacterium Lyngbya sp.

Ayane Watanabe, Osamu Ohno, Maho Morita, Toshiyasu Inuzuka, Kiyotake Suenaga

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Novel biselyngbyaside analogs, biselyngbyolide C (1) and biselyngbyasides E (2) and F (3), were isolated from the marine cyanobacterium Lyngbya sp., collected on Ishigaki Island, Japan. The gross structures of 13 were determined by NMR spectral analyses, and their stereochemistries were established based on NOESY spectra and CD data. These compounds inhibited the growth of HeLa and HL60 cells. From the results of an MTT assay, the geometry of the trisubstituted olefin in the side chain and the lack of the sugar moiety were found to be important for the biological activity. In addition, 1 was found to exhibit ER stress- and apoptosis-inducing activities in HeLa cells.

Original languageEnglish
Pages (from-to)1256-1264
Number of pages9
JournalBulletin of the Chemical Society of Japan
Volume88
Issue number9
DOIs
Publication statusPublished - 2015

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Bioactivity
Stereochemistry
Alkenes
Sugars
Assays
Nuclear magnetic resonance
Apoptosis
Geometry
Cyanobacteria
biselyngbyaside

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Structures and biological activities of novel biselyngbyaside analogs isolated from the marine cyanobacterium Lyngbya sp. / Watanabe, Ayane; Ohno, Osamu; Morita, Maho; Inuzuka, Toshiyasu; Suenaga, Kiyotake.

In: Bulletin of the Chemical Society of Japan, Vol. 88, No. 9, 2015, p. 1256-1264.

Research output: Contribution to journalArticle

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