Screening for acetylcholinesterase inhibition, lipid peroxidation inhibition and antioxidant activity of medicinal plants from Morocco / Detección de inhibición de acetilcolinesterasa, inhibición de peroxidación de lípidos y actividad antioxidante de plantas medicinales de Marruecos

Acetylcholinesterase (AChE), hydrolyzes acetylcholine to choline and acetate, thereby terminating this neurotransmitter effect at cholinergic synapses. Therefore, AChE inhibition is used for counterbalance the cholinergic deficit in Alzheimer's disease (AD) patients. In the present work, in order to find new plant acetylcholinesterase inhibitors, the hydroalcoholic extracts from seventeen medicinal plant species were screened for their acetylcholinesterase inhibition activity, as well as total phenolic (TPC) and flavonoids contents (TFC) and antioxidant activity using ORAC (Oxygen Radical Absorbance Capacity) assay, and their ability to inhibit lipid peroxidation. The results revealed that Rumex acetosa, Taraxacum officinale and Hypericum perforatum extracts possessing the highest TPC and TFC, were the most effective in terms of ORAC antioxidant activity, and acetylcholinesterase inhibition, in addition to their ability to inhibit liposomes peroxidation, suggesting that those plant species may provide a substantial source of secondary metabolites, which act as natural antioxidants and acetylcholinesterase inhibitors, and may be beneficial in the treatment of AD.

La acetilcolinesterasa (AChE) hidroliza la acetilcolina se hidroliza en colina y acetato, terminando así este efecto neurotransmisor en las sinapsis colinérgicas. Por lo tanto, la inhibición de la AChE se utiliza para contrarrestar el déficit colinérgico en pacientes con enfermedad de Alzheimer (EA). En el presente trabajo, con el fin de encontrar nuevos inhibidores de la acetilcolinesterasa vegetal, se analizaron los extractos hidroalcohólicos de diecisiete especies de plantas medicinales para determinar su actividad inhibidora de la acetilcolinesterasa, así como el contenido total de fenólicos (TPC) y flavonoides (TFC) y la actividad antioxidante utilizando ORAC (Capacidad de absorbancia de radicales de oxígeno) y su capacidad para inhibir la peroxidación de lípidos. Los resultados revelaron que los extractos de Rumexacetosa, Taraxacum officinale e Hypericum perforatum que poseen los más altos TPC y TFC, fueron los más efectivos en términos de actividad antioxidante ORAC e inhibición de acetilcolinesterasa, además de su capacidad para inhibir la peroxidación de los liposomas, sugiriendo que esas especies de plantas puede proporcionar una fuente sustancial de metabolitos secundarios, que actúan como antioxidantes naturales e inhibidores de la acetilcolinesterasa, y puede ser beneficioso en el tratamiento de la EA.

Study on the protective effect of Hypericum perforatum on cerebral ischemia-reperfusion injury in rats and its mechanism / 中国药房

OBJECTIVE To study the protective effect and potential mechanism of Hypericum perforatum on cerebral ischemia- reperfusion in rats. METHODS The male SD rats were randomly divided into sham operation group， model group， positive control group （nimodipine 0.012 g/kg）， H. perforatum high-dose and low-dose groups （5.212， 1.303 g/kg）， with 10 rats in each group. Except for sham operation group， the left middle cerebral artery ischemia-reperfusion model was established with the modified suture method. Administration groups were given relevant medicine intragastrically since the second day after surgery， once a day， for 7 consecutive days. The neurological function scores of rats were measured before drug intervention （the first day after modeling） and after the last administration， and the cerebral infarction after the last administration was observed using TTC staining method；HE staining and TUNEL staining methods were used to observe the pathological changes of the cerebral cortex and hippocampus， and the apoptosis of nerve cells， respectively. Western blot and RT-PCR were used to observe the protein and mRNA expressions of erythropoietin （EPO）， erythropoietin receptor （EPOR）， Janus kinase 2 （JAK2） and signal transduction and activator of transcription 3 （STAT3）， and protein expression of phosphorylated STAT3 （p-STAT3）， respectively. RESULTS Compared with sham operation group， neurological function score and the proportion of cerebral infarction in model group were significantly increased before intervention and after the last administration （P＜0.01）， with significant damage to nerve cells in cerebral cortex and hippocampus， an increase in apoptotic nerve cells， and a significant increase in apoptosis rate （P＜0.01）； protein and mRNA expressions of EPO and EPOR in the brain tissue were significantly reduced （P＜0.01）， while the protein expressions of JAK2， p- STAT3 and STAT3， and mRNA expressions of JAK2 and STAT3 were significantly increased （P＜0.01）. Compared with model group， the damage and apoptosis of nerve cells in cerebral cortex and hippocampus of rats in administration groups were improved， and the quantitative indicators were almost significantly improved （P＜0.05 or P＜0.01）. CONCLUSIONS H. perforatum has a protective effect against cerebral ischemia-reperfusion injury in rats， and the related mechanism may be related to the regulation of EPO-mediated JAK2/STAT3 signaling pathway.

Two pairs of phloroglucinol enantiomers from Hypericum wightianum and their stereochemical structures / 中国中药杂志

The chemical constituents in the ethanol extract of Hypericum wightianum(Hypericaceae) were purified by column chromatography and identified via magnetic resonance imaging(NMR), high-resolution mass spectrum, and circular dichroism. A total of 22 compounds were identified, including eight polyprenylated phloroglucinols(1-8), three chromones(9-11), and three terpenoids(14-16) and so on. Among them, compounds 16 and 17 were first reported in the genus Hypericum, and compounds 1-11, 14, 15, and 19 were first isolated from H. wightianum. Compounds 1-4 were previously reported as two pairs of enantiomers. This study reported the chiral resolutions and absolute configurations of compounds 1-4 for the first time.

Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii / 中国天然药物

This study employed the α-glucosidase inhibitory activity model as an anti-diabetic assay and implemented a bioactivity-guided isolation strategy to identify novel natural compounds with potential therapeutic properties. Hypericum sampsoniiwas investigated, leading to the isolation of two highly modified seco-polycyclic polyprenylated acylphloroglucinols (PPAPs) (1 and 2), eight phenolic derivatives (3-10), and four terpene derivatives (11-14). The structures of compounds 1 and 2, featuring an unprecedented octahydro-2H-chromen-2-one ring system, were fully characterized using extensive spectroscopic data and quantum chemistry calculations. Six compounds (1, 5-7, 9, and 14) exhibited potential inhibitory effects against α-glucosidase, with IC50 values ranging from 0.050 ± 0.0016 to 366.70 ± 11.08 μg·mL-1. Notably, compound 5 (0.050 ± 0.0016 μg·mL-1) was identified as the most potential α-glucosidase inhibitor, with an inhibitory effect about 6900 times stronger than the positive control, acarbose (IC50 = 346.63 ± 15.65 μg·mL-1). A docking study was conducted to predict molecular interactions between two compounds (1 and 5) and α-glucosidase, and the hypothetical biosynthetic pathways of the two unprecedented seco-PPAPs were proposed.

Protective Role of Hypericum perforatum L. and Hypericum triquetrifolium Turra against Inflammatory Diseases: Evidence from In vitro and In vivo Studies

More than 500 species of Hypericum are located throughout Europe, North America, North Africa, and Asia. These plants have a long history of employment in folk medicine as anti-inflammatory, antibacterial, and antiviral medicines, as well as for the treatment of burns, gastrointestinal problems, and depression. The most significant species of this genus are Hypericum perforatum L. and Hypericum triquetrifolium Turra because of their pharmacological activities. Hypericum perforatum L. and Hypericum triquetrifolium are widely known for their efficacy in reducing inflammation and improving wound healing. The main reason these plants have been used for treatment of mild to moderate depression. Nevertheless, some similar species are also utilized in conventional medicine and have been previously analyzed for their biological activity and phytochemical composition. The main classes of active substances are found in Hypericum species, including naphthodianthrones (such as hypericin and pseudohyperricin), phloroglucinols (such as hyperforin), flavonoids (such as rutin, hyperoside, isoquercitrin, quercitrin, and amentoflavone), and phenylpropanoids (chlorogenic acid). This review's objective is to provide a summary of the most recent research on potential medicinal uses for Hypericum perforatum L., and Hypericum triquetrifolium Turra.

A new polycyclic polyprenylated acylphloroglucinols from Hypericum lagarocladum N. Robson / 药学学报

Silica gel column chromatography, reversed phase C18 column chromatography, Sephadex LH-20 gel column chromatography, high performance liquid chromatography and medium performance semi preparative liquid chromatography were performed to separate and purify the chemical constituents of Hypericum lagarocladum N. Robson. Spectroscopic methods such as MS and NMR combined with physicochemical properties were applied in identifying the structures of the isolated compounds. A total of 11 compounds were isolated and identified as hyperlagarone A (1), hyperpatulone E (2), hyperbeanol G (3), uralione D (4), tomoeone F (5), pyramidatone A (6), tomoeone A (7), tomoeone B (8), hyperbeanol C (9), hyperbeanol A (10), and hypercohone G (11), respectively. Compound 1 is a new polycyclic polyprenylated acylphloroglucinol derivative, and compounds 2-11 are isolated from this plant for the first time. 11 compounds were tested for glucose uptake in L6 cells, and the results showed that compounds 7 and 8 had significant effect on glucose uptake.

Ascyrones A-E, type B bicyclic ployprenylated acylphloroglucinol derivatives from Hypericum ascyron / 中国天然药物

Five new polycyclic polyprenylated acylphloroglucinols (1-5), ascyrones A-E, and four known compounds (6-9) were isolated from the aerial parts of Hypericum ascyron. All of the isolates containing a bicyclo[3.3.1]nonane-2,4,9-trione core and a benzoyl group, belonged to type B bicyclic polyprenylated acylphloroglucinols (BPAPs). Their structures and absolute configurations were established based on spectroscopic analyses and calculated electronic circular dichroism (ECD) data. The anti-inflammatory, neuroprotective and cytotoxicity activities of compounds 1-4 and 6-9 were evaluated. Compound 6 exhibited obvious anti-inflammatory activity in lipopolysaccharide (LPS)-induced RAW264.7 cells. Compounds 1 and 9 exhibited slight cytotoxicity against Hep3B cells. Meanwhile, compound 1 showed mild neuroprotective activity against corticosterone (CORT)-induced PC12 cell damage at 10 μmol·L-1.

The ameliorative effects of Hypericum perforatum extract on high altitude cerebral edema in hypoxic rats / 中国药理学通报

Aim To study the ameliorative effects of Hypericum perforatum extract(HPE)on high altitude cerebral edema(HACE)in hypoxia rats.Methods A large low-pressure oxygen chamber was used to simulate the hypoxia environment at an altitude of 7 500 m.The pathological changes of HPE on the brain tissues of HACE rats were observed,and the water content,oxidative stress and inflammatory factors related indicators of brain tissues were detected.Results Through administered HPE by gavage,the histopathological damage of HACE rats was improved,the concentration of nuclear pyknosis was reduced,the degree of vacuolization was reduced,and the inflammatory response was alleviated.At the same time,HPE decreased the water content and the contents of MDA,H2O2,IL-1β,IL-6,VEGF and TNF-α in brain tissues of HACE rats,while increased the content of GSH and the activities of T-SOD and CAT.Conclusions HPE can ameliorate HACE in hypoxic rats to some extent,the mechanism of which may be related to ameliorating oxidative stress injury and reducing inflammation response.Hypericum perforatum is expected to be developed as a drug preparation for the treatment of HACE.

A new polycyclic polyprenylated acylphloroglucinol from Hypericum pseudohenryi / 药学学报

Eight polycyclic polyprenylated acylphloroglucinols (PPAPs) were isolated from the 95% ethanol extract of Hypericum pseudohenryi by MCI column, silica gel column and preparative HPLC. These compounds were defined as hypseudohenrin L (1), hyperbeanin P (2), furohyperforin (3), furoadhyperforin (4), ascyronone F (5), attenuatumione E (6), hyphenrone T (7) and hyperforatone N (8), compound 1 is a new compound. Compounds 1, 3, 5, 7 showed an inhibitory effect on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in macrophage cells.

Polycyclic polyprenylated acylphloroglucinols from Hypericum species and their biological activities / 中国中药杂志

Hypericum species are distributed widely in China, especially in the southwest. This genus is rich in species types in China, including 55 species and 8 subspecies. The main chemical constituents of Hypericum species are flavonoids, xanthones and polycyclic polyprenylated acylphloroglucinols(PPAPs). PPAPs are characterized by polycyclic and branched-chain substitutions in their structures, which make their structure types diverse. Moreover, they have been found to have antitumor, antiviral, antibacterial, anti-inflammatory and other biological activities. This research classified and summarized 344 polycyclic polyprenylated acylphloroglucinols from Hypericum plants in order to provide a scientific basis for further development and utilization of PPAPs from the genus.

Mechanism of Ficus hirta-Hypericum perforatum in treatment of microvascular angina based on network pharmacology and molecular docking / 中国中药杂志

The active ingredients of Ficus hirta and Hypericum perforatum were collected from Traditional Chinese Medicine Database and Analysis Platform(TCMSP) and related papers. The potential targets of these two medicinal herbs were searched from HERB database, and those associated with microvascular angina were screened out from GeneCards, Online Mendelian Inheritance in Man(OMIM), Therapeutic Target Database(TTD), and HERB. Cytoscape was used to construct a protein-protein interaction(PPI) network of the common targets shared by the two herbs and microvascular angina based on the data of String platform. Metascape was employed to identify the involved biological processes and pathways enriched with the common targets. Cytoscape was used to draw the "active ingredient-target-pathway" network. AutoDock Vina was used to dock the core ingredients with the key targets. A total of 19 potential active ingredients and 71 potential targets were identified to be associated with microvascular angina. Bioinformatics analysis showed that phosphatidylinositol-3-kinase/protein kinase B(PI3 K-AKT), interleukin-17(IL17), hypoxia-inducible factor 1(HIF-1) and other signaling pathways were related to the treatment of microvascular angina by F. hirta and H. perforatum. Molecular docking results showed that β-sitosterol, luteolin and other ingredients had strong affinity with multiple targets including mitogen-associated protein kinase 1(MAPK1), epidermal growth factor receptor(EGFR) and so on. These findings indicated that F. hirta and H. perforatum may regulate PI3 K-AKT, IL17, HIF-1 and other signaling pathways by acting on multiple targets to alleviate oxidative stress, inhibit inflammatory response, regulate angiogenesis, and improve vascular endothelium and other functions. This study provides reference for in vitro and in vivo studies of the treatment of microvascular angina.

Type B polycyclic polyprenylated acylphloroglucinols from the roots of Hypericum beanii / 中国天然药物

Two new type B polycyclic polyprenylated acylphloroglucinols (PPAPs) (1 and 2) and a known biogenetic precursor hyperbeanol Q (3) were isolated from the root extract of Hypericum beanii, a medicinal plant widespread in southwest China. Their chemical structures were elucidated by 1D/2D NMR and HRESIMS data analysis, and absolute configurations were determined through detailed electric circular dichroism (ECD) analysis including ECD exciton chirality, Mo

Chemical constituents from Hypericum curvisepalum / 中国中药杂志

This study explored the chemical constituents of the aerial part of Hypericum curvisepalum. Sixteen compounds were isolated from the 95% ethanol extract of H. curvisepalum with various chromatographic techniques, including a new prenylated phenyl polyketide, mysorenone D(1). Other compounds were mysorenone-A(2), mysorenone-C(3), mysorenone-B(4), peplidiforone A(5), 4-methoxy-3-(2-methylbut-3-en-2-yl)-6-phenyl-2H-pyran-2-one(6), hyperenone-A(7), 4-(3,3-dimethylallyl)oxy-6-phenyl-α-pyrone(8), peplidiforone B(9), elegaphenone(10), hypercohin A(11), hyperisampsin G(12), spathulenol(13), quercetin(14), β-sitosterol(15), and β-amyrin(16).

Antipromastigote and cytotoxic activities of some chemical constituents of Hypericum lanceolatum Lam. (Guttifereae)

Phytochemical investigation of the ethanol extract of the stem bark of Hypericum lanceolatum Lam. (Guttifereae)afforded eight known compounds including 2,2ʹ,5,6ʹ-tetrahydroxybenzophenone (1), 5-hydroxy-3-methoxyxanthone(2), 3-hydroxy-5-methoxyxanthone (3), betulinic acid (4), hydroquinone (5) 6,7-dihydroxy-1,3-dimethoxyxanthone(6), calophyllumin A (7), and 1,3,5,6-tetrahydroxy-4-prenylxanthone (8). Compound 1 was submitted to acetylationreaction to give 5-acetoxy-2,2ʹ,6ʹ-trihydroxybenzophenone (9), a new hemisynthetic derivative. Compounds 5 and8 were isolated for the first time from this plant. The structures were established by extensive analysis of their massspectrometry and nuclear magnetic resonance (NMR) spectroscopic data and comparison with those from the literature.The isolated compounds (1, 2, 4, 5, and 8) and the derivative of benzophenone (9) were tested for their antipromastigoteand cytotoxic activities against visceral leishmaniasis parasite Leishmania donovani and macrophage RAW 264.7 cellline, respectively. Compound 9 was the most active with an IC50 value of 6.1 µg/ml, while compounds 1, 2, 4, and 8were moderately active with IC50 values ranging from 11.4 to 34.8 µg/ml against L. donovani and were not cytotoxicexcept compound 5 that was very toxic and not active. The findings of the present study suggested that compounds 1,2, 4, and 8 could be considered as a potential source of therapeutic medicine for the treatment of leishmaniasis.

Research progress on chemical constituents and pharmachological activities of Hypericum japonicum / 中草药

The Chinese folk medicinal herb Hypericum japonicum, also known as Tianjihuang or Diercao in Chinese, has been widely used for clearing heat and removing toxin, hemostasis and detumescence, and for the treatment of acute and chronic hepatitis, and gastrointestinal disorders. In recent decades, several main types of chemical constituents such as phloroglucinols, flavonoids, xanthonoids, pyranones, and dipeptides have been reported. Modern pharmacology studies have shown that the extracts or secondary metabolites of the herb possess a variety of bio-activities such as hepatoprotective, antioxidant, anti-tumorous, antiviral, anti-bacterial, and anti-malarial activities as well as effects on cardiovascular diseases. In this paper, we presented the main metabolites and pharmacological activities of the plant in recent 30 years, which should be helpful for the further development and utilization of the herb resources of H. japonicum.

Secondary metabolites of endophyte Chaetomium globosum isolated from Hypericum sampsonii / 中草药

Objective: To study the chemical constituents of fungus Chaetomium globosum isolated from Hypericum sampsomii. Methods: By means of silica gel, Sephadex LH-20 column chromatography, and HPLC, the chemical constituents of solid culture broth of C. globosum were separated systematically. The structures of the isolated compounds were elucidated by means of physico-chemical properties and spectral data. Results: By means of spectroscopic evidences, eight compounds were isolated from the 95% ethanol extract part of the fungus C. globosum, which were identified as glolactone A (1), 4’-epialtenuene (2), altenuene (3), chaetomugilin Q (4), chaetomugilin D (5), chaetomugilide B (6), chaetoglobosin Vb (7), and chaetoglobosin C (8), respectively. Conclusion: Compound 1 is a new compound named glolactone A, and compounds 2 and 3 are isolated from this fungus for the first time.

Chemical Constituents of Hypericum uralum and the Analgesic and Antimalarial Activities / 中国药学杂志

OBJECTIVE: To study the chemical constituents of Hypericum uralum were isolated and identified and test the analgesic activity and β-hematin formation inhibitory activity of some selected compounds. METHODS: The compounds were isolated and purified by column chromatography padded with the separating material including silica gel and Sephadex LH-20, and their structures were elucidated based on the analyses of modern spectrum technology. Analgesic and antimalarial activities of selected compounds from H. uralum were evaluated by acetic acid-induced writhing, hot water tail-flick test in mice, and β-hematin formation inhibition method, respectively. RESULTS: Thirteen compounds were isolated from ethyl acetate portion of 95% ethanol extract of H. uralum and identified as (-)-eriodictyol (1), 3,4,5-trihydroxyxanthone (2), 1,7-dihydroxyxanthone (3), 4-hydroxy-2,3-dimethoxyxanthone (4), toxyloxanthone B (5), 1,3,6,7-tetrahydroxyxanthone (6), 2,3-dimethoxyxanthone (7), 1,5,6-trihydroxy-3-methoxyxanthone (8), hyperielliptone HD (9), 3,3′,4,4′-tetrahydroxybiphenyl (10), shikimic acid (11), quercetin-3-O-(4″-methoxy)-α-L-rahmnopyranosyl (12), and proanthocyanidin A-2 (13). The analgesic activity test indicated that compounds 3 and 12 had certain peripheral analgesic activity, while compound 1 exhibited strong β-hematin formation inhibitory activity. CONCLUSION: All the compounds are obtained from this plant for the first time.The analgesic and antimalarial activities of H. uralum have corresponding material basis.

Effect of Hypericum Perforatum L Extracts on depression induced by chronic unpredictable mild stress in mice / 中华行为医学与脑科学杂志

Objective To observe the improving effect of Hypericum Perforatum L Extracts (HPLES)on depression induced by chronic unpredictable mild stress in mice. Methods The depression model was established by the method of chronic unpredictable mild stress. Fifty depression model mice were divided into model control group,fluoxetine hydrochloride group (2. 6 mg / kg),Hypericum perforatum ex-tract low,medium and high (0. 2 g / kg,0. 4 g / kg,0. 8 g / kg) dose groups according to the random num-ber table method. Another 10 normal mice matched with body weight were taken as the normal control group. The mice in normal control group and the model control group were given pure water by gavage every day,and the mice in other groups were given corresponding solution by gavage for 4 weeks. In addition to the normal control group,the mice in other groups continued to undergo chronic unpredictable mild stress during gavage. The sugar water preference test and forced swimming test were performed after the last administration. Blood samples were collected from the posterior orbital venous plexus,and the levels of dopamine (DA) and brain-derived neurotrophic factor (BDNF) were measured by Elisa. The hippocampal tissues of mice were exam-ined by HE staining. Results Compared with the normal control group,the body mass of mice in the model control group decreased significantly at the first,second,third and fourth weeks ( t=2. 739,4. 162,4. 082, 3. 957;all P<0. 05). At the first,second,third and fourth weeks,the body mass of mice in the low,middle and high dose group of Hypericum perforatum extract were not significantly different from those in the model control group (all P>0. 05). Compared with the normal control group,the sugar water preference index of mice in the model control group was significantly reduced((61. 3± 4. 5)%,(52. 6± 5. 2)%; t=2. 721,P<0. 05),the swimming immobility time was prolonged(( 44. 3± 20. 00) s,(101. 8± 50. 8) s;t=2. 939,P<0. 05),the difference were statistically significant. Compared with the model control group,the sugar water preference index of mice in the low,middle and high dose group of Hypericum perforatum extract increased ((61. 8±4. 7)%,(65. 2±4. 1)%,(62. 6±5. 6)%,t=-3. 005,5. 073,-2. 928,all P<0. 05),the swimming immobility time decreased ((47. 2±17. 9) s,(54. 8±50. 3) s,(61. 3±44. 2) s; t=2. 803,1. 921,1. 903,all P<0. 05). The results of Elisa showed that compared with the normal control group,the levels of serum DA and BDNF of mice in the model control group were significantly lower (t=3. 031,8. 507,all P<0. 05); com-pared with the model control group,the levels of serum DA of mice in the low dose and high dose group of Hypericum perforatum were significantly higher (t=5. 025,3. 414,P<0. 05),and the serum BDNF of mice in the high dose group of Hypericum perforatum was also significantly higher (t=6. 098,P<0. 05),the differ-ence was statistically significant. HE staining showed that compared with the normal control group,the neu-rons in CA3 area of hippocampus in the model control group mice were seriously damaged,suggesting the es-tablishment of the mouse model. Compared with the model control group,the atrophy and degeneration of hippocampal CA3 cells in the three dose groups were significantly reduced. The atrophy and deformation of hippocampal CA3 neurons in the low,middle and high dose groups of Hypericum perforatum extract were re-lieved. Conclusion HPLES have obvious improving and antidepressant effects on the depression model mice induced by chronic unpredictable stress. The above effects may be related to the improvement of serum DA,DBNF level and reduce neuronal damage in CA3 area.

A new 2,3-dioxoflavonoid from the aerial part of Hypericum perforatum / 药学学报

Phytochemical study of the aerial parts of Hypericum perforatum L. resulted in the isolation of an undescribed compound, which was identified as Rel-(2S,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2-methoxy-3-(2-oxopropyl)chroman-4-one (1) by spectroscopic methods including UV, IR, HR-ESI-MS, 1D and 2D NMR spectra. Compound 1 is a new 2,3-dioxo-flavone with an acetonyl moiety, rarely found in nature. In addition, a plausible biogenetic pathway of 1 was proposed in this article.

Chemical constituents from Hypericum monogynum / 中草药

Objective: To study the chemical constituents of Hypericum monogynum. Methods: The chemical constituents were isolated and purified by solvent extraction method, the normal and reverse phase silica gel column chromatography and semi-preparative high performance liquid chromatography. Results: Six compounds were isolated from the chloroform extract of H. monogynum. Their structures were identified as hypermongone A (1), β-sitosterol (2), 5α,8α-epidioxyergosta-6,22-dien-3β-ol (3), isocudraniaxanthone B (4), betulinic acid (5), and 2-hydroxydiplopterol (6) by the physicochemical properties and modern spectroscopic methods. Conclusion: Compound 1 is a new compound, and compounds 3, 4, and 6 are isolated from H. monogynum for the first time.