Isolation of Jahanene and Jahanane, and Total Synthesis of the Jahanyne Family

Arihiro Iwasaki, Haruka Fujimura, Shinichiro Okamoto, Takafumi Kudo, Shizuka Hoshina, Shimpei Sumimoto, Toshiaki Teruya, Kiyotake Suenaga

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Two new jahanyne analogues, jahanene and jahanane, highly N-methylated lipopeptides, were isolated from a marine cyanobacterium Okeania sp., and their structures were determined by NMR and MS. In addition, we achieved total syntheses of the jahanyne family and assessed their activities. The resulting growth-inhibitory activity of jahanyne was nearly one-tenth of the previously reported activity. Furthermore, we found that the degree of unsaturation at the terminus of the fatty acid moiety affected the growth-inhibitory activity against human cancer cells.

Original languageEnglish
Pages (from-to)9592-9603
Number of pages12
JournalJournal of Organic Chemistry
Volume83
Issue number17
DOIs
Publication statusPublished - 2018 Sep 7

ASJC Scopus subject areas

  • Organic Chemistry

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