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1.
Chem Biodivers ; 19(1): e202100608, 2022 Jan.
Article in English | MEDLINE | ID: mdl-34786852

ABSTRACT

A new globoscinic acid derivative, aspertubin A (1) along with four known compounds, were obtained from the co-culture of Aspergillus tubingensis S1120 with red ginseng. The chemical structures of compounds were characterized by using spectroscopic methods, the calculated and experimental electronic circular dichroism. Panaxytriol (2) from red ginseng, and asperic acid (4) showed significant antifeedant effect with the antifeedant rates of 75 % and 80 % at the concentrations of 50 µg/cm2 . Monomeric carviolin (3) and asperazine (5) displayed weak attractant activity on silkworm. All compounds were assayed for antifungal activities against phytopathogens A. tubingensis, Nigrospora oryzae and Phoma herbarum and the results indicated that autotoxic aspertubin A (1) and panaxytriol (2) possessed selective inhibition against A. tubingensis with MIC values at 8 µg/mL. The co-culture extract showed higher antifeedant and antifungal activities against P. herbarum than those of monoculture of A. tubingensis in ordinary medium. So the medicinal plant and endophyte showed synergistic effect on the plant disease resistance by active compounds from the coculture of A. tubingensis S1120 and red ginseng.


Subject(s)
Antifungal Agents/chemistry , Aspergillus/chemistry , Insect Repellents/chemistry , Panax/chemistry , Animals , Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Ascomycota/drug effects , Aspergillus/growth & development , Aspergillus/metabolism , Bombyx/drug effects , Bombyx/growth & development , Enediynes/chemistry , Enediynes/isolation & purification , Enediynes/pharmacology , Fatty Alcohols/chemistry , Fatty Alcohols/isolation & purification , Fatty Alcohols/pharmacology , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Microbial Sensitivity Tests , Molecular Conformation , Panax/growth & development , Panax/metabolism , Phoma/drug effects , Plants, Medicinal/chemistry , Plants, Medicinal/growth & development , Plants, Medicinal/metabolism
2.
J Pharmacol Sci ; 145(3): 273-278, 2021 Mar.
Article in English | MEDLINE | ID: mdl-33602508

ABSTRACT

Activated microglia induce brain inflammation and neuronal death. Panaxytriol, ((3R,9R,10R)-Heptadec-1-en-4,6-diyne-3,9,10-triol), is a component of Panax ginseng C. A. Meyer extracts and activates the Nrf2-ARE signaling pathway. However, little is known about its effects on activated microglia in the brain. In this study, we investigated the effect of panaxytriol on lipopolysaccharide (LPS)-induced activated microglia in BV-2 cells. Panaxytriol suppressed LPS-induced NO production and inhibited the increase in iNOS protein expression in BV-2 cells. Besides, panaxytriol inhibited the mRNA expression of proinflammatory cytokines such as TNF-α, IL-1ß, and IL-6. The inhibitory effect of panaxytriol on microglia activation did not affect the Nrf2-ARE pathway and the MAPK pathway. However, panaxytriol suppressed LPS-induced NF-κB nuclear translocation. These results suggest that panaxytriol inhibits the LPS-induced activation of microglia via the inhibition of NF-κB signaling pathway.


Subject(s)
Enediynes/pharmacology , Fatty Alcohols/pharmacology , Microglia/metabolism , Signal Transduction/drug effects , Animals , Brain/cytology , Cell Line , Cytokines/metabolism , Enediynes/isolation & purification , Fatty Alcohols/isolation & purification , Inflammation Mediators/metabolism , Mice , NF-kappa B/metabolism , Nitric Oxide/metabolism , Nitric Oxide Synthase Type II/metabolism , Panax/chemistry , Signal Transduction/genetics
3.
Clin Toxicol (Phila) ; 47(4): 270-8, 2009 Apr.
Article in English | MEDLINE | ID: mdl-19514873

ABSTRACT

INTRODUCTION: Water hemlock, which encompasses a range of species divided across two genera (Cicuta and Oenanthe), are regarded as being among the most poisonous plants both in North America and in the United Kingdom. Despite their toxicity, the literature consists almost entirely of case reports. AIM: The aim of this review is to summarize this literature by covering all aspects of taxonomy and botanical characterization, principal toxins, basic pharmacology including mechanisms of toxicity, and the clinical features, diagnosis, and management of poisoning. MECHANISMS OF TOXICITY: The principal toxins, cicutoxin and oenanthotoxin, belong to a group of C17 conjugated polyacetylenes. They act as (noncompetitive) gamma-aminobutyric acid antagonists in the central nervous system (CNS), resulting in unabated neuronal depolarization that can lead to seizures. Ingestion of even a small amount of plant matter may result in severe intoxication. FEATURES: After ingestion, the patient is most likely to experience CNS stimulatory effects including seizures that, in the absence of aggressive supportive care, can result in death. Other features include nausea, vomiting, diarrhea, tachycardia, mydriasis, rhabdomyolysis, renal failure, coma, respiratory impairment, and cardiac dysrhythmias. MANAGEMENT: Treatment consists mainly of prompt airway management and seizure control, plus decontamination if achieved early and after stabilization. In the event of renal failure, the use of hemodialysis has been employed successfully. CONCLUSIONS: The ingestion of water hemlock can lead to serious complications that may be fatal. Prognosis is good, however, if prompt supportive care is provided.


Subject(s)
Cicuta/poisoning , Oenanthe/poisoning , Plant Poisoning/physiopathology , Animals , Cicuta/chemistry , Diynes/isolation & purification , Diynes/poisoning , Enediynes/isolation & purification , Enediynes/poisoning , Fatty Alcohols/isolation & purification , Fatty Alcohols/poisoning , GABA Antagonists/isolation & purification , GABA Antagonists/poisoning , Humans , North America/epidemiology , Oenanthe/chemistry , Plant Poisoning/etiology , Plant Poisoning/therapy , United Kingdom/epidemiology
4.
J Nat Prod ; 72(5): 962-5, 2009 May 22.
Article in English | MEDLINE | ID: mdl-19245244

ABSTRACT

An investigation of Oenanthe fistulosa from Sardinia afforded oenanthotoxin (1a) and dihydrooenanthotoxin (1b) from the roots and the diacetylenic epoxydiol 2 from the seeds. The absolute configuration of 1a and 1b was established as R by the modified Mosher's method, and the structure of 2 by chemical correlation with (+)-(3R,8S)-falcarindiol. Oenanthotoxin (1a) and dihydrooenanthotoxin (1b) were found to potently block GABAergic responses, providing a molecular rationale for the symptoms of poisoning from water-dropwort (Oenanthe crocata) and related plants. These observations bear relevance for a series of historical and ethnopharmacological observations on the identification of the Sardonic herb and the molecular details of the facial muscular contraction caused by its ingestion (risus sardonicus).


Subject(s)
Apiaceae/chemistry , Diynes/isolation & purification , Enediynes/isolation & purification , Enediynes/pharmacology , Fatty Alcohols/isolation & purification , Fatty Alcohols/pharmacology , GABA Antagonists/isolation & purification , GABA Antagonists/pharmacology , GABA-A Receptor Antagonists , Neurotoxins/isolation & purification , Neurotoxins/pharmacology , Plant Poisoning/etiology , Polyynes/isolation & purification , Polyynes/pharmacology , Diynes/chemistry , Diynes/pharmacology , Diynes/poisoning , Enediynes/chemistry , Enediynes/poisoning , Fatty Alcohols/chemistry , Fatty Alcohols/poisoning , GABA Antagonists/chemistry , Italy , Molecular Structure , Neurotoxins/chemistry , Neurotoxins/poisoning , Oenanthe/poisoning , Plant Roots/chemistry , Polyynes/chemistry , Polyynes/poisoning , Seeds/chemistry , Stereoisomerism , Structure-Activity Relationship
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