ABSTRACT
Three new clerodane diterpenes (1-3), together with five known analogues (4-8), have been isolated from the whole plants of Ajuga decumbens. Their structures were established by detailed spectroscopic and spectrometric data analyses (IR, ESIMS, HR-ESIMS, 1D and 2D NMR). The inhibitory activities of these diterpenes on LPS-induced NO production were evaluated, and compounds 1-4 and 6-8 showed inhibitory effects.
Subject(s)
Ajuga/chemistry , Diterpenes, Clerodane/chemistry , Nitric Oxide/metabolism , Plant Extracts/chemistry , Animals , Cell Line , Diterpenes, Clerodane/isolation & purification , Diterpenes, Clerodane/pharmacology , Medicine, Chinese Traditional , Mice , Molecular Structure , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Polysaccharides/adverse effectsABSTRACT
A phytochemical investigation of the whole plants of Ajuga decumbens led to the isolation of three new (1, 2a, and 2b) and three known (3a-3c) neo-clerodane diterpenes. Their structures were elucidated by spectroscopic data analysis (IR, ESIMS, HR-ESIMS, 1D and 2D NMR), and the structure of 1 was confirmed by X-ray crystallography. The inhibitory activities on LPS-induced NO production of the six diterpenes were evaluated and compounds 2a, 2b, and 3a showed inhibitory effects.
Subject(s)
Ajuga/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Diterpenes, Clerodane/chemistry , Diterpenes, Clerodane/classification , Lipopolysaccharides/toxicity , Nitric Oxide/metabolism , Animals , Antineoplastic Agents, Phytogenic/chemistry , Cell Line , Diterpenes, Clerodane/pharmacology , Mice , Microglia/drug effects , Microglia/metabolism , Molecular StructureABSTRACT
Two new (1 and 2) and one known (3) ß-dihydroagarofuran sesquiterpenes were isolated from the fruits of Celastrus orbicultus Thunb. Their structures were elucidated as 1ß,13-diacetoxy-8ß,9ß-dibenzoyloxy-ß-dihydroagarofuran (1), 1ß,13-diacetoxy-8α-hydroxy-9ß-benzoyloxy-ß-dihydroagarofuran (2), and 1ß,6α,13-triacetoxy-9α-benzoyloxy-ß-dihydroagarofuran (3), on the basis of spectroscopic data analyses. All the compounds exhibited inhibitory effects on LPS-induced nitric oxide production in murine microglial BV-2 cells.
Subject(s)
Celastrus/chemistry , Celastrus/metabolism , Nitric Oxide/metabolism , Sesquiterpenes/chemistry , Animals , Cell Line , Lipopolysaccharides/toxicity , Mice , Microglia/drug effects , Molecular StructureABSTRACT
A new iridoid, jatamandoid A (1), and four known analogues (2-5) were isolated from the roots of Valeriana jatamansi. Their structures were elucidated on the basis of extensive spectroscopic analysis (IR, ESI-MS, HR-ESI-MS, 1-D and 2-D NMR). Five compounds were evaluated and compounds 1, 2 and 5 showed moderate neuroprotective effects against MPP(+)-induced neuronal SH-SY5Y cell death.
Subject(s)
Iridoids/chemistry , Iridoids/pharmacology , Neuroprotective Agents/pharmacology , Valerian/chemistry , Cell Death/drug effects , Cell Line/drug effects , Drug Evaluation, Preclinical , Humans , Iridoids/analysis , Magnetic Resonance Spectroscopy , Molecular Structure , Neuroprotective Agents/chemistry , Plant Roots/chemistry , Spectrometry, Mass, Electrospray Ionization/methodsABSTRACT
The new kaurane diterpene, ent-3ß-butanoyloxykaur-15-en-17-ol, and four known kaurane diterpenes were isolated from the bulbs of Fritillaria ebeiensis. Their structures were elucidated on the basis of extensive spectroscopic analyses (IR, ESI-MS, HR-ESI-MS, 1-D and 2-D NMR). All the isolates showed neuroprotective effects against MPP(+)-induced neuronal cell death in human dopaminergic neuroblastoma SH-SY5Y cells.
Subject(s)
Cell Survival/drug effects , Diterpenes, Kaurane/chemistry , Diterpenes, Kaurane/isolation & purification , Fritillaria/chemistry , Neuroprotective Agents/chemistry , Neuroprotective Agents/isolation & purification , Cell Line, Tumor , Humans , Magnetic Resonance Spectroscopy , Molecular Conformation , Molecular Structure , Neuroblastoma , Plant Roots/chemistry , Spectrum AnalysisABSTRACT
Two new bakkenolides, valerilactones A (1), and B (2), and two known analogues, bakkenolide-H (3) and bakkenolide-B (4), were isolated from the roots of Valeriana jatamansi. Their structures and relative configurations were elucidated by spectroscopic methods (IR, ESIMS, HRESIMS, 1D and 2D NMR) and by comparison of their NMR data with those of related compounds. Compounds 1, 2, and 3 exhibited potent neuroprotective effects against MPP(+)-induced neuronal cell death in human dopaminergic neuroblastoma SH-SY5Y cells.
Subject(s)
Neuroprotective Agents/pharmacology , Plant Extracts/chemistry , Sesquiterpenes/pharmacology , Valerian/chemistry , 1-Methyl-4-phenylpyridinium/toxicity , Cell Death/drug effects , Cell Line, Tumor , Humans , Medicine, Traditional , Neuroprotective Agents/chemistry , Neuroprotective Agents/isolation & purification , Plant Roots/chemistry , Plants, Medicinal/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purificationABSTRACT
By bioactivity-guided isolation, two labdane diterpenes (1 and 2) have been isolated from the bulbs of Fritillaria ebeiensis. Their structures were elucidated as 6α,7ß-dihydroxy-labda-8(17),12(E),14-triene (1) and 6-oxo-2α-hydroxy-labda-7,12(E), 14-triene (2), on the basis of spectroscopic data analysis (IR, ESI-MS, HR-ESI-MS, 1D and 2D NMR). Both of the isolates showed neuroprotective effects against MPP(+)-induced neuronal cell death in human dopaminergic neuroblastoma SH-SY5Y cells.
