Cytotoxic lignans from the roots and rhizomes of Diphylleia sinensis, a China's endemic plant species

Yanjun Sun; Chen Zhao; Hongyun Bai; Meng Li; Junmin Wang; Zhiyou Hao; Weisheng Feng

doi:10.1016/S1875-5364(24)60721-1

Cytotoxic lignans from the roots and rhizomes of Diphylleia sinensis, a China's endemic plant species

Chin J Nat Med. 2024 Sep;22(9):831-841. doi: 10.1016/S1875-5364(24)60721-1.

Authors

Yanjun Sun¹, Chen Zhao², Hongyun Bai², Meng Li², Junmin Wang², Zhiyou Hao², Weisheng Feng³

Affiliations

¹ Co-construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of China, Henan University of Chinese Medicine, Zhengzhou 450046, China; Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, China; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China. Electronic address: [email protected].
² Co-construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of China, Henan University of Chinese Medicine, Zhengzhou 450046, China; Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, China.
³ Co-construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of China, Henan University of Chinese Medicine, Zhengzhou 450046, China; Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, China. Electronic address: [email protected].

PMID: 39326977
DOI: 10.1016/S1875-5364(24)60721-1

Abstract

Eight novel arylnaphthalide lactone lignans, designated as diphylignan A-H (1-8), and a new dibenzyltyrolactone lignan, designated as diphylignan I (9), were isolated from the roots and rhizomes of Diphylleia sinensis, along with two additional novel natural products (11 and 14) and four known metabolites (10, 12, 13, 15). The structural and stereochemical characterization of these compounds was accomplished using NMR spectroscopy and electronic circular dichroism (ECD) analysis. The cytotoxic activities of all isolated compounds were assessed against A-549 and SMMC-7721 cell lines. Notably, compound 2 demonstrated the most significant cytotoxicity, with IC₅₀ values of 10.27 and 11.58 µmol·L^-1 against A-549 and SMMC-7721 cell lines, respectively, exhibiting greater potency than the positive control, cisplatin.

Keywords: Arylnaphthalide; Cytotoxic; Dibenzyltyrolactone; Diphylleia sinensis.

MeSH terms

Antineoplastic Agents, Phytogenic* / chemistry
Antineoplastic Agents, Phytogenic* / isolation & purification
Antineoplastic Agents, Phytogenic* / pharmacology
Berberidaceae / chemistry
Cell Line, Tumor
China
Humans
Lignans* / chemistry
Lignans* / isolation & purification
Lignans* / pharmacology
Molecular Structure
Plant Roots* / chemistry
Rhizome* / chemistry

Substances

Lignans
Antineoplastic Agents, Phytogenic