A new amide from the marine sponge Haliclona baeri

Nat Prod Res. 2023 Jan;37(1):1-7. doi: 10.1080/14786419.2021.1941950. Epub 2021 Jun 28.

Abstract

A new amide, baeriamide (1), along with nine known diketopiperazines (2-10), was isolated from the marine sponge Haliclona baeri. Their structures were identified by the means of UV, IR, MS and NMR. The absolute configuration of 1 was established by Marfey's method and comparing the specific optical rotation with the known compound HCO-Val-Gly methyl ester. Compound 1 was derived from dehydration of formylated L-valine with γ-amino-butanoic acid methyl ester. Compounds 2-10 were isolated from the genus of Haliclona for the first time. The absolute confirmation of 7 was confirmed first by the means of single-crystal X-ray diffraction. The cytotoxic, antibacterial, antiviral and antifouling activities of these compounds were also tested. However, none of them exhibited significant bioactivities.

Keywords: Haliclona baeri; Sponge; amide.

MeSH terms

  • Amides / pharmacology
  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Diketopiperazines
  • Haliclona* / chemistry
  • Magnetic Resonance Spectroscopy

Substances

  • Amides
  • Anti-Bacterial Agents
  • Diketopiperazines