Dianthiamides A–E, proline-containing orbitides from dianthus chinensis

Jin Woo Lee, Jun Gu Kim, Jae Sang Han, Yong Beom Cho, Yu Jin Lee, Dongho Lee, Dae Hwan Shin, Jin Tae Hong, Mi Kyeong Lee, Bang Yeon Hwang

Research output: Contribution to journalArticlepeer-review

Abstract

Orbitides are plant-derived small cyclic peptides with a wide range of biological activities. Phytochemical investigation of the whole plants of Dianthus chinensis was performed with the aim to discover new bioactive orbitides. Five undescribed proline-containing orbitides, dianthiamides A–E (1–5), were isolated from a methanolic extract of Dianthus chinensis. Their structures were elucidated by extensive analysis of 1D and 2D NMR and HRESI–TOF–MS as well as ESI–MS/MS fragmentation data. The absolute configuration of the amino acid residues of compounds 1–5 was determined by Marfey’s method. All compounds were tested for their cytotoxic activity, and dianthiamide A (1) exhibited weak activity against A549 cell line with IC50 value of 47.9 µM.

Original languageEnglish
Article number7275
JournalMolecules
Volume26
Issue number23
DOIs
Publication statusPublished - 2021 Dec 1

Keywords

  • Caryophyllaceae
  • Cytotoxic activity
  • Dianthus chinensis
  • Orbitide
  • Structure elucidation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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