Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study

Jing Li; Yusuke Yoshida; Manami Kurita; Toyonobu Usuki

doi:10.1016/j.bmcl.2019.04.004

Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study

Bioorg Med Chem Lett. 2019 Jun 15;29(12):1518-1521. doi: 10.1016/j.bmcl.2019.04.004. Epub 2019 Apr 4.

Authors

Jing Li¹, Yusuke Yoshida², Manami Kurita¹, Toyonobu Usuki³

Affiliations

¹ Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan.
² Adjusted Cell Experiment Laboratory Inc, 5-4-30 Nishi-Hashimoto, Midori-ku, Sagamihara 252-0131, Japan.
³ Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan. Electronic address: t-usuki@sophia.ac.jp.

PMID: 30987894
DOI: 10.1016/j.bmcl.2019.04.004

Abstract

Cynaropicrin is a guaianolide sesquiterpene lactone with a 5-7-5 tricyclic skeleton, four exo-olefins, and two hydroxyl groups. This natural product has various biological activities including anti-inflammatory properties and antitrypanosomal activity. It was also found to suppress photoaging of the skin by inhibiting the transcription activity of nuclear factor-kappa B (NF-κB). In this paper, nine chemical derivatives of cynaropicrin were prepared, and the structure activity relationship (SAR) study for NF-κB inhibition by measuring relative light units (RLU) was conducted.

Keywords: Cynaropicrin; Derivatization; NF-κB; SAR.

MeSH terms

Cytotoxins / pharmacology
Cytotoxins / therapeutic use*
Humans
Lactones / pharmacology
Lactones / therapeutic use*
NF-kappa B / metabolism*
Sesquiterpenes / pharmacology
Sesquiterpenes / therapeutic use*
Structure-Activity Relationship

Substances

Cytotoxins
Lactones
NF-kappa B
Sesquiterpenes
cynaropicrin