Development of pH-adjusted NMR methodology for quantitation of caffeoylquinic acid derivatives and evaluation of their antimalignant pleural mesothelioma potential

  • J Pharm Biomed Anal. 2025 Jul 15:259:116776. doi: 10.1016/j.jpba.2025.116776.
Hau Thi Hong Bui  1 ,  Yoon-Jin Lee  2 ,  Trung Huy Ngo  1 ,  Punam Thapa  1 ,  Yun-Seo Kil  3 ,  Chang Yeol Lee  2 ,  Hyukjae Choi  4 ,  Kyu Joon Lee  5 ,  Joo-Won Nam  6
Affiliations
  • 1. College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do 38541, Republic of Korea.
  • 2. Department of Biochemistry, College of Medicine, Soonchunhyang University, Cheonan-si, Chungcheongnam-do 31151, Republic of Korea.
  • 3. College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do 38541, Republic of Korea; College of Pharmacy and Inje Institute of Pharmaceutical Sciences and Research, Inje University, Gimhae-si, Gyeongnam-do 50834, Republic of Korea.
  • 4. College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do 38541, Republic of Korea; Research Institute of Cell Culture, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do 38541, Republic of Korea.
  • 5. Department of Tropical Medicine, College of Medicine, Soonchunhyang University, Cheonan-si, Chungcheongnam-do 31151, Republic of Korea. Electronic address: [email protected].
  • 6. College of Pharmacy, Yeungnam University, Gyeongsan-si, Gyeongsangbuk-do 38541, Republic of Korea. Electronic address: [email protected].
PMID: 40024029 DOI: 10.1016/j.jpba.2025.116776
Abstract

Quantitative analysis of caffeoylquinic acids (CQAs) is challenging due to their structural similarities and susceptibility to isomerization and degradation. To overcome these limitations, a pH-adjusted quantitative 1H NMR (qHNMR) method is proposed for evaluating different CQAs in the extracts using a MeOD/HEPES-d18 buffer. This method was applied to measure the concentrations of chlorogenic acid (1) and 3,5-di-CQA (4) in Cuscuta japonica extract, and of chlorogenic acid (1) in green coffee bean extracts. A comparison of quantum mechanics (QM)-based and non-quantum mechanics-based approaches in qHNMR has shown that the application of QM-qHNMR improves the precision and sustainability of quantitative NMR. In addition, C. japonica extract and its isolated CQAs (1-7) were investigated for Anticancer effects against NCI-H2452 cells, showing that methyl di-CQA esters (5 and 7) inhibit proliferation and induce Apoptosis of NCI-H2452 cells, indicating their potential as therapeutic agents for treating malignant pleural mesothelioma.

Keywords
(1)H iterative full spin analysis; Caffeoylquinic acids; Cuscuta japonica; Green coffee bean; Malignant pleural mesothelioma; Quantitative NMR; pH.
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