Ptehosides A-I: Nine undescribed iridoids with in vitro cytotoxicity from the whole plant of Pterocephalus hookeri (C.B. Clarke) Höeck

Zhaoyue Dong; Yiran Xiong; Ruifeng Zhang; Yinda Qiu; Fancheng Meng; Zhihua Liao; Xiaozhong Lan; Min Chen

doi:10.1016/j.phytochem.2024.114144

Ptehosides A-I: Nine undescribed iridoids with in vitro cytotoxicity from the whole plant of Pterocephalus hookeri (C.B. Clarke) Höeck

Phytochemistry. 2024 Jul:223:114144. doi: 10.1016/j.phytochem.2024.114144. Epub 2024 May 15.

Authors

Zhaoyue Dong¹, Yiran Xiong², Ruifeng Zhang², Yinda Qiu¹, Fancheng Meng¹, Zhihua Liao³, Xiaozhong Lan⁴, Min Chen⁵

Affiliations

¹ Chongqing Key Laboratory of New Drug Screening from Traditional Chinese Medicine, Integrative Science Center of Germplasm Creation in Western China (Chongqing) Science City & Southwest University, SWU-TAAHC Medicinal Plant Joint R&D Centre, College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, PR China; Key Laboratory of Luminescence Analysis and Molecular Sensing, Ministry of Education, College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, PR China.
² Chongqing Key Laboratory of New Drug Screening from Traditional Chinese Medicine, Integrative Science Center of Germplasm Creation in Western China (Chongqing) Science City & Southwest University, SWU-TAAHC Medicinal Plant Joint R&D Centre, College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, PR China.
³ Integrative Science Center of Germplasm Creation in Western China (Chongqing) Science City & Southwest University, School of Life Sciences, Southwest University, Chongqing, 400715, PR China.
⁴ TAAHC-SWU Medicinal Plant R&D Center, Xizang Agriculture and Animal Husbandry College, Nyingchi, Tibet, 860000, PR China.
⁵ Chongqing Key Laboratory of New Drug Screening from Traditional Chinese Medicine, Integrative Science Center of Germplasm Creation in Western China (Chongqing) Science City & Southwest University, SWU-TAAHC Medicinal Plant Joint R&D Centre, College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, PR China; Key Laboratory of Luminescence Analysis and Molecular Sensing, Ministry of Education, College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, PR China; Chongqing Key Laboratory of High Active Traditional Chinese Drug Delivery System, Chongqing Medical and Pharmaceutical College, Chongqing, 401331, PR China. Electronic address: mminchen@swu.edu.cn.

PMID: 38754799
DOI: 10.1016/j.phytochem.2024.114144

Abstract

Nine previously undescribed iridoids, ptehosides A-I (1-9), together with 12 known ones (10-21), were isolated from Pterocephalus hookeri (C.B. Clarke) Höeck. Their structures were elucidated using various spectroscopic methods including HR-ESI-MS, NMR, UV, IR and CD, etc. The cytotoxic activities of all isolates were evaluated using MTT method in three human cancer cell lines (Caco2, Huh-7, and SW982). As result, compound 9 exhibited substantial inhibitory activity on Caco2, Huh-7, and SW982 cells with IC₅₀ values of 1.17 ± 0.05, 1.15 ± 0.05 and 1.14 ± 0.04 μM, respectively. A preliminary mechanism study showed that 9 arrested the cell cycle of SW982 cells in the G0/G1 phase and induced apoptosis by upregulating Bax expression and downregulating Bcl-2 expression.

Keywords: Cytotoxic activity; Dipsacaceae; Iridoids; Pterocephalus hookeri.

MeSH terms

Antineoplastic Agents, Phytogenic* / chemistry
Antineoplastic Agents, Phytogenic* / isolation & purification
Antineoplastic Agents, Phytogenic* / pharmacology
Apoptosis* / drug effects
Cell Line, Tumor
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor*
Humans
Iridoids* / chemistry
Iridoids* / isolation & purification
Iridoids* / pharmacology
Molecular Structure
Proto-Oncogene Proteins c-bcl-2 / metabolism
Structure-Activity Relationship
bcl-2-Associated X Protein / metabolism

Substances

Antineoplastic Agents, Phytogenic
Iridoids
Proto-Oncogene Proteins c-bcl-2
bcl-2-Associated X Protein