One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus

Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectrosco...

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Bibliographic Details
Published in:Natural product research 2024-09, Vol.38 (18), p.3244-3252
Main Authors: Meng, Xiu-hua, Pan, Yin-an, Lv, Han, Ding, Xiao-qin, Yin, De-quan, Gai, Ya-nan, Niu, Guan-ting, Ren, Bing-ru, Qian, Xiao-guo, Chen, Jian
Format: Article
Language:English
Subjects:
Cichorium intybus
Cichorium intybus - chemistry
Cichorium intybus L
Circular dichroism
Cyclooxygenase 2 - metabolism
Dichroism
Glucose
Glucose - metabolism
glucose uptake
Hep G2 Cells
HepG2 cells
Humans
Hypoglycemic Agents - chemistry
Hypoglycemic Agents - pharmacology
inflammation
Interleukin-6 - metabolism
Lactones
Lactones - chemistry
Lactones - isolation & purification
Lactones - pharmacology
Molecular Structure
Natural products
Nitric Oxide - metabolism
Oleic acid
Plant Roots - chemistry
Roots
Sesquiterpene lactones
Sesquiterpenes - chemistry
Sesquiterpenes - isolation & purification
Sesquiterpenes - pharmacology
Sesquiterpenes, Guaiane - chemistry
Sesquiterpenes, Guaiane - pharmacology
Tumor Necrosis Factor-alpha - metabolism
Tumor necrosis factor-α
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Summary:Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of new compounds were elucidated based on analysis of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 2, 4, 7, 8 showed significant effects on facilitating the glucose uptake in oleic acid plus high glucose-stimulated HepG2 cells at 50 μM. In addition, compounds 1, 2, 3, 6, 7 exhibited obvious inhibitory effects against NO production, of them, compounds 1, 2, 7 can significantly decrease the secretion of inflammatory cytokines (TNF-α, IL-6 and COX-2) levels in this hyperglycemic HepG2 cell model.
ISSN:1478-6419
1478-6427
1478-6427
DOI:10.1080/14786419.2023.2230606