[Two new taraxerane triterpenoids from mastic].

Zhongguo Zhong Yao Za Zhi

Key Lab of Natural Product Chemistry and Application at Universities of Education Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University Yining 835000, China Jiangxi Provincial Key Laboratory of Natural and Biomimetic Drugs Research, Scho

Published: July 2025


Category Ranking

98%

Total Visits

921

Avg Visit Duration

2 minutes

Citations

20

Article Abstract

Three taraxerane nortriterpenoids were isolated from mastic by using various modern chromatographic separation techniques. They were identified as(5R,8R,9R,10S,11S,12R,13S,17R,18R)-28-norlupa-11,12-epoxy-14-taraxerene-3,16-dione(1),(5R,8R,9R,10S,11S,12R,13S,17S,18S)-17-hydroxy-28-norlupa-11,12-epoxy-14-taraxerene-3-one(2), and(5R,8R,9R,10R,11S,12R,13R,14S,17S,18S)-14,17-epoxy-28-norlupa-11,12-oxidotaraxerone(3) through the high-resolution electrospray ionization mass spectrometry(HR-ESI-MS), infrared(IR), ultraviolet(UV), nuclear magnetic resonance(NMR), and single-crystal X-ray diffraction techniques as well as comparison with literature data. Compounds 1-3 were C-28 nortriterpenoids and isolated from mastic for the first time, and compounds 1-2 were new ones. In the model for RAW264.7 cell anti-inflammation induced by lipopolysaccharide(LPS), compound 1 demonstrates an inhibitory effect on nitric oxide(NO) [IC_(50)=(13.38±0.68) μmol·L~(-1)], comparable to the activity of the positive control dexamethasone [IC_(50)=(14.59±1.49) μmol·L~(-1)]. Compounds 2 and 3 exhibit weaker inhibitory effects, with IC_(50) values of(24.17±2.56) and(22.25±2.84) μmol·L~(-1), respectively.

Download full-text PDF

Source
http://dx.doi.org/10.19540/j.cnki.cjcmm.20250412.203DOI Listing

Publication Analysis

Top Keywords

nortriterpenoids isolated
8
isolated mastic
8
[two taraxerane
4
taraxerane triterpenoids
4
triterpenoids mastic]
4
mastic] three
4
three taraxerane
4
taraxerane nortriterpenoids
4
mastic modern
4
modern chromatographic
4

Similar Publications

[Two new taraxerane triterpenoids from mastic].

Zhongguo Zhong Yao Za Zhi

July 2025

Key Lab of Natural Product Chemistry and Application at Universities of Education Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University Yining 835000, China Jiangxi Provincial Key Laboratory of Natural and Biomimetic Drugs Research, Scho

Three taraxerane nortriterpenoids were isolated from mastic by using various modern chromatographic separation techniques. They were identified as(5R,8R,9R,10S,11S,12R,13S,17R,18R)-28-norlupa-11,12-epoxy-14-taraxerene-3,16-dione(1),(5R,8R,9R,10S,11S,12R,13S,17S,18S)-17-hydroxy-28-norlupa-11,12-epoxy-14-taraxerene-3-one(2), and(5R,8R,9R,10R,11S,12R,13R,14S,17S,18S)-14,17-epoxy-28-norlupa-11,12-oxidotaraxerone(3) through the high-resolution electrospray ionization mass spectrometry(HR-ESI-MS), infrared(IR), ultraviolet(UV), nuclear magnetic resonance(NMR), and single-crystal X-ray diffraction techniques as well as comparison with literature data. Compounds 1-3 were C-28 nortriterpenoids and isolated from mastic for the first time, and compounds 1-2 were new ones.

View Article and Find Full Text PDF

Three unprecedented cycloartane triterpenoids (1-3) together with five known congeners (4-8) were isolated for the first time from the medicinal plant Kadsura longipedunculata. Their structural diversity was characterized by distinct skeletal modifications: compound 1 represents a rare 3,4-seco-cycloartane derivative featuring a 7-membered ester A-ring formed via Baeyer-Villiger oxidation, compound 2 is a schisanartane-type nortriterpenoid with unique 3,4:9,10-diseco structural motifs, while compound 3 exhibits an unprecedented 18,28-demethylated cycloartane skeleton. In addition, five known congeners (4-8) were cycloartane triterpenoids.

View Article and Find Full Text PDF

Triterpenoids with inhibitory effects on lipid accumulation from Ganoderma lucidum.

Fitoterapia

July 2025

State Key Laboratory of Phytochemistry and Natural Medicines, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China; Bio-Innovation Center of DR PLANT, Kunmin

Eight undescribed lanostane-type triterpenes (1-8) and twenty-seven known analogues (9-35) were isolated from the fruiting bodies of cultivated Ganoderma lucidum. The chemical structures of these compounds were elucidated using a combination of spectroscopic techniques. Ganosinenic acid D (1) and ganosinenic acid E (2) were identified as rare pentacyclic triterpenoids with an unusual four-membered carbon ring motif.

View Article and Find Full Text PDF

Oleanane-type triterpenoids from Sabia limoniacea with nitric oxide inhibitory activity.

Phytochemistry

August 2025

Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Guangxi Key Laboratory of Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin, 541004, China; Gua

Fourtheen undescribed oleanane-type triterpenoids (Sabialimons S-Z), including five nortriterpenoids (1-5) and nine normal triterpenoids (6-14), along with five previously described analogs (15-19) were isolated and characterized from the stems of Sabia limoniacea. Their structures were fully elucidated via extensive spectroscopic analyses, including 1D and 2D NMR, HRESIMS. Compounds 1-3 are oleanane-type triterpenoids which the rings A are broken and the carbons of position 2 are absent to form the five-membered ring-A contracted nortriterpenoids, resulting in the establishment of a 5/6/6/6/6 pentacyclic skeleton.

View Article and Find Full Text PDF

Neuroprotective and antidiabetic lanostane-type triterpenoids from the fruiting bodies of Ganoderma theaecolum.

Chin J Nat Med

February 2025

Key Laboratory of Research and Development of Natural Product from Li Folk Medicine of Hainan Province & National Key Laboratory for Tropical Crop Breeding, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China. Electronic address

Eight previously undescribed lanostane triterpenoids, including five nortriterpenoids with 26 carbons, ganothenoids A-E (1-5), and three lanostanoids, ganothenoids F-H (6-8), along with 24 known ones (9-32), were isolated from the fruiting bodies of Ganodrma theaecolum. The structures of the novel compounds were elucidated using comprehensive spectroscopic methods, including electronic circular dichroism (ECD) and nuclear magnetic resonance (NMR) calculations. Compounds 1-32 were assessed for their neuroprotective effects against HO-induced damage in human neuroblastoma SH-SY5Y cells, as well as their inhibitory activities against protein tyrosine phosphatase 1B (PTP1B) and α-glucosidase.

View Article and Find Full Text PDF