Scalalactams A–D, scalarane sesterterpenes with a γ-lactam moiety from a Korean Spongia sp. Marine sponge

Inho Yang, Jusung Lee, Jihye Lee, Dongyup Hahn, Jungwook Chin, Dong Hwan Won, Jaeyoung Ko, Hyukjae Choi, Ahreum Hong, Sang Jip Nam, Heonjoong Kang

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11 Scopus citations

Abstract

Intensive study on the chemical components of a Korean marine sponge, Spongia sp., has led to the isolation of four new scalarane sesterterpenes, scalalactams A–D (1–4). Their chemical structures were elucidated from the analysis of spectroscopic data including 1D-and 2D-NMR as well as MS data. Scalalactams A–D (1–4) possess a scalarane carbon skeleton with a rare structural feature of a γ-lactam moiety within the molecules. Scalalactams A and B (1 and 2) have an extended isopropanyl chain at the lactam ring, and scalalactams C and D (3 and 4) possess a phenethyl group at the lactam ring moiety. Scalalactams A–D (1–4) did not show FXR antagonistic activity nor cytotoxicity up to 100 μM.

Original languageEnglish
Article number3187
JournalMolecules
Volume23
Issue number12
DOIs
StatePublished - 3 Dec 2018

Bibliographical note

Funding Information:
Author Contributions: D.H., J.C., and J.K. collected animal sample, prepared extract and fractions, and purified compounds. J.L. (Jusung Lee), J.L. (Jihye Lee), and D.H.W. did bioassays. I.Y., J.L. (Jusung Lee), D.H., and A.H. elucidated the structures, search for the literatures, and prepared original draft. H.C. and S.-J.N. collected spectral data and elucidated the chemical structures. S.-J.N. was the project leader for guiding the experiments of chemical analysis and writing manuscript. H.K. contributed funding sources and supervised the project Funding: The present study was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF), funded by the Ministry of Science, ICT NRF-2015M1A5A1037572 and NRF-2016M3A9B8914313).

Funding Information:
The present study was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF), funded by the Ministry of Science, ICT NRF-2015M1A5A1037572 and NRF-2016M3A9B8914313).

Publisher Copyright:
© 2018 by the authors.

Keywords

  • Marine natural products
  • Marine sponge
  • Scalalactams
  • Scalarane sesterterpenes
  • Spongia sp

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