Seven new terpenoids, including six sacculatane diterpenoids plagiochilarins A-F (-), and one -2,3--aromandrane sesquiterpenoid plagiochilarin H () with a 6/7/3/5 tetracyclic scaffold, alongside three known compounds, were obtained from the Chinese liverwort Inoue. Plagiochilarin B () was unpredictably converted to the more stable artifact under acid catalysis through cyclic ether formation. The reaction mechanism was reasonably deduced and experimentally verified. The structures of these terpenoids were determined by analysis of MS and NMR spectroscopic data and single-crystal X-ray diffraction. The inhibitory effect of all of the isolates was evaluated on the growth of two strains, wild strain SC5314 and efflux pump-deficient strain DSY654. However, only plagiochilarin H () showed a MIC value of 16 μg/mL against DSY654.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.jnatprod.4c00071 | DOI Listing |
J Nat Prod
April 2024
Department of Natural Products Chemistry, Key Lab of Chemical Biology of the Ministry of Education, Shandong University, Jinan 250012, People's Republic of China.
Seven new terpenoids, including six sacculatane diterpenoids plagiochilarins A-F (-), and one -2,3--aromandrane sesquiterpenoid plagiochilarin H () with a 6/7/3/5 tetracyclic scaffold, alongside three known compounds, were obtained from the Chinese liverwort Inoue. Plagiochilarin B () was unpredictably converted to the more stable artifact under acid catalysis through cyclic ether formation. The reaction mechanism was reasonably deduced and experimentally verified.
View Article and Find Full Text PDFNat Prod Res
December 2023
Graduate University of Science and Technology, Vietnam Academy of Science and Technology, Hanoi, Vietnam.
From the -hexane extract of the liverwort collected in Sapa (North Vietnam), a new sacculatane diterpenoid (perrottetianal E ()) and a new oplopanone sesquiterpenoid ((+)-oplopanone C ()), along with two known sesquiterpenes ( and ), and two known phaeophytins ( and ) have been isolated. Their structures were elucidated based on the analysis of NMR spectroscopic data, in combination with HR-ESIMS and the reported data. Compounds were evaluated for their cytotoxic activities against three cancer cell lines: KB (human carcinoma in the mouth), HepG2 (human hepatocellular carcinoma), and A549 (human lung carcinoma).
View Article and Find Full Text PDFNat Prod Res
June 2021
Institut des Sciences Exactes et Appliquées (ISEA)-EA 4243, Université de la Nouvelle-Calédonie, Nouméa Cedex, Nouvelle-Calédonie, France.
The first chemotaxonomic study based on volatile components of (Mitt.) Grolle is reported. The GC-MS analysis of ether extract was performed; ten santalane and five pinguisane-type sesquiterpenes were identified together with perrottetianal A as major diterpene.
View Article and Find Full Text PDFPhytochemistry
June 2019
Department of Natural Products Chemistry, Key Lab of Chemical Biology of the Ministry of Education, Shandong University, Jinan, 250012, People's Republic of China. Electronic address:
Eight previously undescribed sacculatane diterpenoids, epiphyllins A-H, and one unknown bibenzyl-based isopentene along with seven known compounds were isolated from the Chinese liverwort Pellia epiphylla (L.) Corda. Their structures were established unequivocally on the basis of spectroscopic data and CD measurement.
View Article and Find Full Text PDFNat Prod Commun
March 2011
Department of Pharmacognosy with Medicinal Plant Unit, Medical University of Lublin, 1 Chodzki Str., 20-093 Lublin, Poland.
The taxonomy of the liverwort genus Porella based on plant morphology has been regarded as difficult. Recent DNA-based studies have brought new insights into the systematics of these liverworts and have uncovered some novel relationships that allowed the resolution of controversial treatments based on morphology. One of the outstanding features of these plants, in addition to their form, is their chemical composition, which is characterized by great diversity of secondary metabolites.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!