Seven new secondary metabolites isolated from roots of Lespedeza bicolor

Soeun Kim; Young Ji Choi; Myung Soo Goh; Yebon Kim; Zijun Li; Jung Up Park; Yujin Ahn; Ji Hui Seon; Hee Min Yoo; Kyoung Chul Ko; Namki Cho

doi:10.1016/j.fitote.2023.105671

Seven new secondary metabolites isolated from roots of Lespedeza bicolor

Fitoterapia. 2023 Oct:170:105671. doi: 10.1016/j.fitote.2023.105671. Epub 2023 Sep 6.

Authors

Soeun Kim¹, Young Ji Choi², Myung Soo Goh³, Yebon Kim¹, Zijun Li¹, Jung Up Park⁴, Yujin Ahn⁵, Ji Hui Seon³, Hee Min Yoo⁵, Kyoung Chul Ko⁶, Namki Cho⁷

Affiliations

¹ Research Institute of Pharmaceutical Sciences, College of Pharmacy, Chonnam National University, Gwangju 61186, Republic of Korea.
² Research Institute of Pharmaceutical Sciences, College of Pharmacy, Chonnam National University, Gwangju 61186, Republic of Korea; Division of Bioresources Bank, Honam National Institute of Biological Resources, 99, Gohadoan-gil, Mokpo-si, Jeollanam-do 58762, Republic of Korea.
³ Department of Chemistry Education, Chonnam National University, Gwangju 61186, Republic of Korea.
⁴ Division of Practical Application, Honam National Institute of Biological Resources, 99, Gohadoan-gil, Mokpo-si, Jeollanam-do 58762, Republic of Korea.
⁵ Biometrology Group, Korea Research Institute of Standards and Science (KRISS), Daejeon 34113, Republic of Korea; Department of Bio-Analytical Science, University of Science & Technology (UST), Daejeon 34113, Republic of Korea.
⁶ Department of Chemistry Education, Chonnam National University, Gwangju 61186, Republic of Korea. Electronic address: kcko1982@jnu.ac.kr.
⁷ Research Institute of Pharmaceutical Sciences, College of Pharmacy, Chonnam National University, Gwangju 61186, Republic of Korea. Electronic address: cnamki@jnu.ac.kr.

PMID: 37683875
DOI: 10.1016/j.fitote.2023.105671

Abstract

Chemical investigation of a methanol extract obtained from the roots of Lespedeza bicolor identified one new pterocarpene (1), three new pterocarpans (2-4), and three new arylbenzofurans (5-7), and two known compounds (8 and 9). Their structures were determined by interpretations obtained from combined UV, NMR, and HRTOFMS spectroscopic data. Furthermore, the absolute configurations of compounds 2 and 3 were established by the combination of electronic circular dichroism (ECD) calculations and NMR calculations with DP4+ probability analysis. All isolated compounds (1-9) were evaluated for cytotoxicity against the human lung carcinoma cell line A549 and the human hepatoma cell line Huh-7. Compound 4 showed antiproliferative activity against A549 cell line with IC₅₀ value of 24.9 μM. Furthermore, compound 9 exhibited cytotoxicity against Huh-7 cell line with IC₅₀ value of 68.7 μM.

Keywords: Cytotoxicity; DP4+ analysis; Leguminosae; Lespedeza bicolor; Pterocarpan.

MeSH terms

Cell Line
Humans
Lespedeza* / chemistry
Liver Neoplasms*
Magnetic Resonance Spectroscopy
Molecular Structure