Triterpenoids from the leaves of Abies koreana and their biological activities

Dong Jun Lee; Seong-Min Hong; Da Hye Yoon; Song Lim Ham; Jonghwan Kim; Sun Yeou Kim; Sang Un Choi; Chung Sub Kim; Kang Ro Lee

doi:10.1016/j.phytochem.2023.113594

Triterpenoids from the leaves of Abies koreana and their biological activities

Phytochemistry. 2023 Apr:208:113594. doi: 10.1016/j.phytochem.2023.113594. Epub 2023 Feb 3.

Authors

Dong Jun Lee¹, Seong-Min Hong², Da Hye Yoon³, Song Lim Ham⁴, Jonghwan Kim⁵, Sun Yeou Kim⁶, Sang Un Choi⁷, Chung Sub Kim⁸, Kang Ro Lee⁹

Affiliations

¹ Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, 16419, Republic of Korea. Electronic address: ldj950110@skku.edu.
² Gachon Institute of Pharmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea; College of Pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea. Electronic address: hongsm0517@gmail.com.
³ Gachon Institute of Pharmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea; College of Pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea. Electronic address: yoon29100@naver.com.
⁴ Department of Biopharmaceutical Convergence, Sungkyunkwan University, Suwon, 16419, Republic of Korea. Electronic address: songlim0824@skku.edu.
⁵ Department of Biopharmaceutical Convergence, Sungkyunkwan University, Suwon, 16419, Republic of Korea.
⁶ Gachon Institute of Pharmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea; College of Pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea. Electronic address: sunnykim@gachon.ac.kr.
⁷ Korea Research Institute of Chemical Technology, Daejeon, 34114, Republic of Korea. Electronic address: suchoi@krict.re.kr.
⁸ Department of Biopharmaceutical Convergence, Sungkyunkwan University, Suwon, 16419, Republic of Korea. Electronic address: chungsub.kim@skku.edu.
⁹ Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, 16419, Republic of Korea. Electronic address: krlee@skku.edu.

PMID: 36738908
DOI: 10.1016/j.phytochem.2023.113594

Abstract

Seven undescribed triterpenoids, abikoranes A-G, along with three known triterpenoids were isolated from the leaves of Abies koreana E. H. Wilson. The structures of compounds were elucidated by 1D and 2D NMR, HRMS, ECD, specific rotation, and DP4+ analysis. Abikorane A represents the second example of nor-3,4-seco-17,14-friedo-lanostane triterpenoid. Among the isolates, some compounds showed strong cytotoxic activities against some of four tested cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-116) with the values of IC₅₀ 0.89-9.62 μM, inhibited lipopolysaccharide-stimulated nitric oxide production with IC₅₀ values of 11.57-15.16 μM, and exhibited significant nerve growth factor release effect (192.54 ± 12.33%) from C6 glioma cells.

Keywords: Abies koreana; Anti-neuroinflammation; Cytotoxic; Neurotrophic; Pinaceae; Triterpenoid.

MeSH terms

Abies* / chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Plant Leaves
Triterpenes* / chemistry

Substances

Triterpenes