Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative

Hyojung Kim, Bora Kim, Hyuk Kim, Soojong Um, Joodong Lee, Heechang Ryoo, Hyungil Jung

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)


A new hybrid, retinyl retinoate 1, was synthesized with a condensing reaction between retinol and retinoic acid to improve the photo-stability, and the in vitro biological activity of the hybrid was analyzed. This retinol derivative had enhanced thermal stability and decreased photosensitivity, and exhibited decreased cell toxicity compared to that of retinol. In addition, RAR activity analysis showed that retinyl retinoate 1 had higher inhibitory activity against c-Jun than retinol and showed superior effects on collagen synthesis compared to retinol. Thus, retinyl retinoate 1 may have the potential to be conveniently used as an additive in cosmetics for prevention and improvement of skin aging and medicines for the treatment of skin troubles due to its excellent stability under severe and accelerated conditions.

Original languageEnglish
Pages (from-to)6387-6393
Number of pages7
JournalBioorganic and Medicinal Chemistry
Issue number12
Publication statusPublished - 2008 Jun 15

Bibliographical note

Funding Information:
This work was supported by a Grant from Korea Health & Medical Technology R&D Project, Ministry of Health & Welfare (0405-CS00-0501-0010). Use of the 1 H NMR was generously provided by the Organic Chemistry Center at Sogang University.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry


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