2. Academic Validation
  3. Terpenoids from Nardostachys jatamansi and their cytotoxic activity against human pancreatic cancer cell lines

Terpenoids from Nardostachys jatamansi and their cytotoxic activity against human pancreatic cancer cell lines

  • Phytochemistry. 2022 Aug;200:113228. doi: 10.1016/j.phytochem.2022.113228.
Li-Mei Ma 1,  Kai Wang 1,  Xian-Hua Meng 2,  Yi-Dan Zheng 3,  Cheng-Bo Wang 2,  Tian Chai 2,  Mohammad Reza Naghavi 4,  Chun-Yan Sang 2,  Jun-Li Yang 2
Affiliations

Affiliations

  • 1 CAS Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Lanzhou, 730000, People's Republic of China; University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
  • 2 CAS Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Lanzhou, 730000, People's Republic of China.
  • 3 College of Life Science, Northwest Normal University, Lanzhou, 730070, People's Republic of China.
  • 4 Department of Agronomy and Plant Breeding, Agricultural and Natural Resources College, University of Tehran, Karaj, Iran.
PMID: 35561851 DOI: 10.1016/j.phytochem.2022.113228
Abstract

Five previously unreported Terpenoids, together with fifteen known analogs, were isolated from a methanol extract of the roots and rhizomes of Nardostachys jatamansi. Their structures, including absolute configurations, were elucidated by spectroscopic data and electronic circular dichroism (ECD) spectra analyses, as well as single-crystal X-ray diffraction for crystalline compounds. Structurally, (4R,5S,6S,7R)-1(10)-aristolane-8,9-diacid is a novel 8,9-dicarboxylic acid derivative of aristolane-type sesquiterpenoid. (4R,6S,7R,10S)-10-Hydroxyguaia-1(5)-6,7-epoxy-2-one is an undescribed analogue of nardoguaianone K, with a rare 6,7-epoxide group. (4R,5R,6R,8R)-1(10)-Isonardosinone-8-ol-9-one-7,11-lactone is an isonardosinane-type sesquiterpene bearing a γ-lactone ring. Dinardokanshone F is a rare example of a sesquiterpene dimer from N. jatamansi connected by an oxo bridge. The isolates were evaluated for their cytotoxic activity against four human pancreatic Cancer cell lines (CFPAC-1, PANC-1, CAPAN-2 and SW1990). Compound epoxynardosinone exhibited significant cytotoxicity against CAPAN-2 cell lines with IC50 value of 2.60 ± 1.85 μM. 1-Hydroxylaristolone displayed comparable cytotoxicity on CFPAC-1 cell lines (IC50 1.12 ± 1.19 μM), compared to Taxol (IC50 0.32 ± 0.13 μM). 1-Hydroxylaristolone, 1(10)-aristolane-9β-ol, 1(10)-aristolen-2-one, alpinenone, valtrate isovaleroyloxyhydrine and nardostachin displayed stronger cytotoxicity against PANC-1 cell lines with IC50 values ranging from 0.01 ± 0.01 to 6.50 ± 1.10 μM. 1(10)-Aristolane-9β-ol, 10-hydroxyguaia-1(5)-6,7-epoxy-2-one, nardoguaianone K, nardonoxide, epoxynardosinone, 1(10)-isonardosinone-8-ol-9-one-7,11-lactone, valtrate isovaleroyloxyhydrine and nardostachin showed remarkable cytotoxicity against SW1990 cell lines with IC50 values ranging from 0.07 ± 0.05 to 4.82 ± 6.96 μM. Furthermore, the primary mechanistic study of nardostachin demonstrated that it induced cell Apoptosis via the mitochondria-dependent pathway, and induced SW1900 cell arrest at G2/M phase.

Keywords

Cytotoxicity; Human pancreatic cancer cell lines; Nardostachys jatamansi DC.; Terpenoids; Valerianaceae.

Figures
Products