Two new guaiane-type sesquiterpenes, kwangsiensis A and B (1-2) were isolated from the roots of Curcuma kwangsiensis. Their structures were elucidated by extensive spectroscopic methods, including NMR, circular dichroism (CD) and high-resolution mass-spectrometry. The anti-inflammatory activity of the two compounds was evaluated on the basis of their inhibition of lipopolysaccharide (LPS)-induced nitric oxide (NO) production in mouse RAW 264.7 macrophages. Compounds 1 and 2 showed moderate inhibitory activities with IC values of 27.4 and 35.1 μM, respectively.

Download full-text PDF

Source
http://dx.doi.org/10.1080/14786419.2017.1378203DOI Listing

Publication Analysis

Top Keywords

guaiane-type sesquiterpenes
8
curcuma kwangsiensis
8
nitric oxide
8
oxide production
8
sesquiterpenes curcuma
4
kwangsiensis inhibitory
4
inhibitory activity
4
activity nitric
4
production lipopolysaccharide-stimulated
4
lipopolysaccharide-stimulated macrophages
4

Similar Publications

Sesquiterpene enantiomers from Alismatis Rhizoma.

Phytochemistry

April 2025

Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing, 100700, PR China. Electronic address:

A pair of dinor-sesquiterpene enantiomers (1a/1b), eight pairs of guaiane-type sesquiterpenes enantiomers (2a/2b, 3a/3b, 4a/4b, 5a/5b, 6a/6b, 7a/7b, 8a/8b, 9a/9b) and two guaiane-type sesquiterpenes (10, 11), including eleven undescribed ones (1a, 1b, 2a, 2b, 3a, 3b, 4a, 5b, 6a, 10, and 11), were isolated from the aqueous extract of Alismatis Rhizoma. The structures were elucidated by combining 1D and 2D NMR and HRESIMS spectroscopic data. The absolute configurations were determined by experimental and calculated ECD spectra, [Mo(OAc)]-induced ECD spectral analysis, and comparison of the experimental ECD spectra with those of similar analogs.

View Article and Find Full Text PDF

An independent biosynthetic route to frame a xanthanolide-type sesquiterpene lactone in Asteraceae.

Plant J

December 2024

Shanghai Key Laboratory of Bio-Energy Crops, Synthetic Biology Research Center, School of Life Sciences, Shanghai University, Shanghai, 200444, China.

Article Synopsis
  • Xanthanolides, or seco-guaianolides, are unique compounds known for their diverse biological activities and typically have a lactone ring structure known as a 12,8-olide.
  • The study uncovered the complete biosynthetic pathway for 8-epi-xanthatin, revealing that its structure originates from germacrene A acid through an oxidative process guided by a special cytochrome P450 enzyme.
  • This new understanding of xanthanolide biosynthesis contrasts with previous findings about 12,6-guaianolides and paves the way for using synthetic biology to produce xanthanolides in microbes.
View Article and Find Full Text PDF
Article Synopsis
  • * Their chemical structures were determined using advanced techniques like spectroscopy and mass spectrometry, with absolute configurations confirmed through electronic circular dichroism calculations.
  • * The new compounds were tested for their ability to kill cancer cells, showing that one compound was effective against three types of cancer cells (HT-29, A-549, and MCF-7), while the other was effective against only two (HT-29 and MCF-7).
View Article and Find Full Text PDF
Article Synopsis
  • Artemisia argyi is a traditional herbal medicine known for its anti-inflammatory properties, but the specifics of its chemical composition and mechanisms in treating neuroinflammation need further research.
  • The study involved isolating and identifying chemical compounds from Artemisia argyi using various chromatography and spectroscopy techniques, ultimately discovering argyinolide S as the most effective anti-inflammatory compound.
  • Seventeen sesquiterpenoids were isolated, with argyinolide S showing significant potential against neuroinflammation by interacting with key biological targets, while argyinolide T was less effective.
View Article and Find Full Text PDF

Four previously undescribed sesquiterpenoids (1-4), including two natural guaiane-type sesquiterpenoids (1-2), a rearranged guaiane-type sesquiterpenoid (3), and a norsesquiterpenoid (4), were isolated from the ethanol extract of the aerial parts of Pogostemon cablin (Blanco.) Benth. Their chemical structures were determined based on extensive spectroscopic data analysis, including UV, IR, NMR, HRESIMS, and CD spectroscopy.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!