ABSTRACT
Choushenpilosulynes D-G (1-4): four new polyynes were isolated from the roots of Codonopsis pilosula (Campanulaceae) cultivated in Yunnan province, China. Their structures were identified by spectroscopic methods. Bioactive evaluation showed that choushenpilosulynes E (2) and F (3) demonstrated potent inhibitory effect on lipid formation induced by 100 µM oleic acid stimulation. In addition, choushenpilosulyne F (3) uncovered inhibitory activity against the expression of human 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR) and squalene monooxygenase (SQLE) gene transcript in HepG2 cells.
Subject(s)
Codonopsis , Polyynes/pharmacology , China , Codonopsis/chemistry , Hep G2 Cells , Humans , Plant Extracts , Plant Roots/chemistryABSTRACT
Six new compounds, periplanetols A - F (1-4, 6 and 7), a compound isolated from natural origin for the first time (5), and nine known ones (8-16) were isolated from the 70% ethanol extract of the whole bodies of Periplaneta americana. Their structures including absolute configurations were unambiguously identified by comprehensive spectroscopic analyses and computational methods. Biological evaluation toward COX-2 inhibition revealed that compounds 1, 2, and 10 could inhibit COX-2 activity with the IC50 values of 768.0 nM, 617.7 nM, and 599.5 nM respectively, indicating their potential in developping novel agents against inflammation related disorders.
Subject(s)
Cyclooxygenase 2 Inhibitors/pharmacology , Periplaneta/chemistry , Phenols/pharmacology , Animals , Cyclooxygenase 2 Inhibitors/isolation & purification , Molecular Structure , Phenols/isolation & purificationABSTRACT
Seven new compounds including three pairs of enantiomeric xanthine analogues (1-3), a pair of enantiomeric hypoxanthine analogue (4), and three pairs of enantiomeric N-acetyldopamine dimers (6-8), together with a known one (5) were isolated from the insect Cyclopelta parva. Their structures including absolute configurations were assigned by using spectroscopic and computational methods. Chiral HPLC was used to separate racemic 1-8. Biological evaluation found that 6b and 7a are potent COX-2 inhibitory agents with IC50 values at 385.2 nM and 868.8 nM respectively.
Subject(s)
Cyclooxygenase 2 Inhibitors/isolation & purification , Dopamine/analogs & derivatives , Heteroptera/chemistry , Xanthines/isolation & purification , Animals , Cyclooxygenase 2 Inhibitors/chemistry , Xanthines/chemistryABSTRACT
Five new terpenoids including one new abietane diterpenoid (1), one new aromadendrane diterpenoid (6), two new norsesquiterpenoids (8 and 9), and a new cembrane-derived diterpenoid (12), together with seven known compounds were isolated from Populus euphratica resins. The structures of these new compounds, including their absolute configurations, were characterized by spectroscopic and computational methods. All the compounds except 8 were test for their neuroprotective activities. The result revealed that compounds 1, 7, and 10-12 display neuroprotective activities in glutamate-induced SH-SY5Y cells in a concentration-dependent manner.
Subject(s)
Neuroprotective Agents/pharmacology , Populus/chemistry , Resins, Plant/chemistry , Terpenes/pharmacology , Abietanes , Cell Line, Tumor , China , Diterpenes , Humans , Molecular Structure , Neuroprotective Agents/isolation & purification , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Sesquiterpenes , Terpenes/isolation & purificationABSTRACT
Six new meroterpenoids, australeols A-F (1-6), together with nineteen known compounds (7-25), were isolated from the fruiting bodies of Ganoderma australe. Their structures including absolute configurations were assigned by using spectroscopic methods, CD comparison, and X-ray crystallography analysis. Biological evaluation reveals that compounds 13, (-)-19, and 23 exhibit potent neuroprotective activities in glutamate-stimulated SH-SY5Y cells.
Subject(s)
Ganoderma/chemistry , Neuroprotective Agents/pharmacology , Terpenes/pharmacology , Cell Line , China , Fruiting Bodies, Fungal/chemistry , Humans , Molecular Structure , Neuroprotective Agents/isolation & purification , Terpenes/isolation & purificationABSTRACT
(+)- and (-)-Spirocochlealactones A-C (1-3), three pairs of new spiro meroterpenoidal dimeric enantiomers together with one known compound ganodilactone (4), were isolated from the fruiting bodies of Ganoderma cochlear. Their structures including absolute configurations were assigned by using spectroscopic methods and ECD calculations. All the isolated compounds were tested for their COX-2 inhibitory and cytotoxic activities toward human cancer lines (A549, K562, and Huh-7). The results show that all the compounds could inhibit COX-2 with IC50 values in the range of 1.29 to 3.63⯵M. In addition, (+)-spirocochlealactone A and (+)-ganodilactone were found to be moderate activities against human cancer cell line A549 with the IC50 values of 7.14 and 9.47⯵M, respectively.
Subject(s)
Cyclooxygenase 2 Inhibitors/pharmacology , Ganoderma/chemistry , Terpenes/pharmacology , A549 Cells , Animals , Cyclooxygenase 2 , Cyclooxygenase 2 Inhibitors/isolation & purification , Dogs , Fruiting Bodies, Fungal/chemistry , Humans , K562 Cells , Molecular Structure , Terpenes/isolation & purificationABSTRACT
Three new polyynes, named choushenpilosulynes A-C (1-3), were isolated from an 85% aqueous EtOH extract of the roots of Codonopsis pilosula cultivated in Xundian County of Yunnan province, China. Their structures, including the absolute configuration of the glucose residue in 1 and 2, were determined by spectroscopic analysis and gas chromatography (GC). In addition, biological evaluation shows that all the compounds can inhibit the expression of the squalene monooxygenase (SQLE) gene in HepG2 cells, suggesting that these compounds may be involved in lipid metabolism.
Subject(s)
Codonopsis/chemistry , Lipid Metabolism/drug effects , Polyynes/isolation & purification , Polyynes/pharmacology , Squalene Monooxygenase/genetics , Cell Survival/drug effects , China , Chromatography, Gas , Down-Regulation , Gene Expression Regulation, Enzymologic/drug effects , Hep G2 Cells , Humans , Mass Spectrometry , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Roots/chemistry , Polyynes/chemistryABSTRACT
Pseudolarolides U and V, two new triterpenoids, and four biogenetically related compounds, pseudolarolides E, F, K, and P were isolated from the roots of Codonopsis pilosula (Campanulaceae). Their structures were determined by spectroscopic data. The regulation of Sirtuin 1 (SIRT1) activity by all the isolated compounds was evaluated.
Subject(s)
Codonopsis/chemistry , Lactones/chemistry , Plant Roots/chemistry , Triterpenes/chemistry , Enzyme Assays , Humans , Lactones/isolation & purification , Plant Extracts/chemistry , Sirtuin 1/chemistry , Triterpenes/isolation & purificationABSTRACT
Choushenflavonoids A (1) and B (2), two unusual proline-containing catechin glucosides, were isolated from the roots of Codonopsis pilosula cultivated in a high-altitude location of Yunnan province. Their structures were determined by spectroscopic data and chemical methods. Specifically, the absolute configuration of glucose residue in 1 and 2 was assigned by acid hydrolysis followed by derivatization and gas chromatography (GC) analysis. In addition, biological evaluation of 1 and 2 against Sirtuin 1 (SIRT1) was carried out.