Melonoside A: An ω-Glycosylated Fatty Acid Amide from the Far Eastern Marine Sponge Melonanchora kobjakovae

Org Lett. 2016 Jul 15;18(14):3478-81. doi: 10.1021/acs.orglett.6b01678. Epub 2016 Jun 30.

Abstract

Melonoside A (1), the first representative of a new class of ω-glycosylated fatty acid amides, was isolated from the Far Eastern marine sponge Melonanchora kobjakovae. The structure of 1, including absolute configuration, was established using detailed analysis of 1D and 2D NMR, CD, and mass spectra as well as chemical transformations. Compound 1 induces autophagy of human cisplatin-resistant germinal tumor cells NCCIT-R.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Amides / isolation & purification
  • Amides / pharmacology
  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Autophagy / drug effects
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Fatty Acids / chemistry*
  • Fatty Acids / isolation & purification
  • Fatty Acids / pharmacology
  • Glucuronates / chemistry*
  • Glucuronates / isolation & purification
  • Glucuronates / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Porifera / chemistry*

Substances

  • Amides
  • Antineoplastic Agents
  • Fatty Acids
  • Glucuronates