Chemical constituents of Entandrophragma angolense and their anti-inflammatory activity

Isoo Youn; Kyu-Yeon Han; Aleksandra Gurgul; Zhenlong Wu; Hyun Lee; Chun-Tao Che

doi:10.1016/j.phytochem.2022.113276

Chemical constituents of Entandrophragma angolense and their anti-inflammatory activity

Phytochemistry. 2022 Sep:201:113276. doi: 10.1016/j.phytochem.2022.113276. Epub 2022 Jun 15.

Authors

Isoo Youn¹, Kyu-Yeon Han², Aleksandra Gurgul¹, Zhenlong Wu³, Hyun Lee⁴, Chun-Tao Che⁵

Affiliations

¹ Department of Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, Chicago, IL, 60612, United States.
² Department of Ophthalmology and Visual Sciences, Illinois Eye and Ear Infirmary, University of Illinois at Chicago, Chicago, IL, 60612, United States.
³ Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou, 510632, PR China.
⁴ Department of Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, Chicago, IL, 60612, United States; Biophysics Core at Research Resource Center, University of Illinois at Chicago, Chicago, IL, 60612, United States.
⁵ Department of Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, Chicago, IL, 60612, United States. Electronic address: chect@uic.edu.

PMID: 35714737
DOI: 10.1016/j.phytochem.2022.113276

Abstract

From the stem bark of Entandrophragma angolense, six undescribed compounds were isolated, including seco-tirucallane type triterpenoids, limonoids, and a catechin glucoside, along with nineteen known structures. All structures were determined by interpretation of spectroscopic and HRMS data, and absolute configuration was confirmed with the aid of electronic circular dichroism. The isolated compounds were tested for LPS-induced NO inhibition in RAW 264.7 macrophages and EC₅₀ values for moluccensin O and (-)-catechin were 81 μM and 137 μM, respectively.

Keywords: Anti-inflammation; Catechin; Entandrophragma angolense; Limonoid; Meliaceae; Nitric oxide inhibition; Seco-tirucallane.

MeSH terms

Anti-Inflammatory Agents / pharmacology
Catechin*
Limonins* / chemistry
Limonins* / pharmacology
Meliaceae* / chemistry
Molecular Structure

Substances

Anti-Inflammatory Agents
Limonins
Catechin