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1.
J Asian Nat Prod Res ; 21(10): 947-953, 2019 Oct.
Article in English | MEDLINE | ID: mdl-30693790

ABSTRACT

Two rarely phenolic acid-substituted alloses (1, 2) and one new glucoside (3), as well as nine known compounds (4-12) were isolated from rhizomes of Cibotium barometz (L.) J. Sm. Structures of 1-3 were established by extensively spectroscopic analyses (NMR, MS, etc.) and acid hydrolysis. All compounds were evaluated for the hepatoprotective activities against APAP-induced HepG2 cell damage. Compounds 1, 4-7, 10 exhibited significant hepatoprotective activities, even more strongly than positive control, bicycol. In addition, compounds 1 and 9 could reduce PC12 cell death induced by serum deprivation.


Subject(s)
Ferns/chemistry , Glucose/analogs & derivatives , Glycosides/chemistry , Hydroxybenzoates/chemistry , Rhizome/chemistry , Acetaminophen/antagonists & inhibitors , Acetaminophen/toxicity , Animals , Chemical and Drug Induced Liver Injury/prevention & control , Drugs, Chinese Herbal/chemistry , Glucose/chemistry , Glucose/pharmacology , Glycosides/isolation & purification , Glycosides/pharmacology , Hep G2 Cells/drug effects , Humans , Hydroxybenzoates/pharmacology , Molecular Structure , PC12 Cells , Protective Agents/pharmacology , Rats
2.
Phytochemistry ; 138: 128-133, 2017 Jun.
Article in English | MEDLINE | ID: mdl-28262248

ABSTRACT

Five previously undescribed hemiterpene glycosides, cibotiumbarosides E-I, and two known hemiterpene glucosides, were isolated from the rhizome of Cibotium barometz (L.) J. Sm. The structures of cibotiumbarosides E-I were established by 1D and 2D NMR spectroscopic analyses and HRMS. The absolute configuration of the aglycone of cibotiumbaroside E was assigned by calculated ECD with the TDDFT method. Cibotiumbarosides F and I both exhibited remarkable hepatoprotective activity against APAP-induced acute liver damage in vitro, which were more effective than the positive control, bicyclol. On the other hand, seven hemiterpene glycosides were all inactive in assays of cytotoxicity, neuroprotection, antidiabetes and anti-inflammation.


Subject(s)
Glycosides/chemistry , Hemiterpenes/chemistry , Rhizome/chemistry , Tracheophyta/chemistry , Glycosides/isolation & purification , Hemiterpenes/isolation & purification , Hep G2 Cells , Humans , Molecular Structure , Plant Extracts/chemistry
3.
Molecules ; 22(2)2017 Feb 08.
Article in English | MEDLINE | ID: mdl-28208727

ABSTRACT

Four new benzofuran-type stilbene glycosides and 14 known compounds including 8 benzofuran-type stilbenes and 6 flavonoids were isolated from the traditional Chinese medicine, Cortex Mori Radicis. The new compounds were identified as (9R)-moracin P 3'-O-α-l-arabinopyranoside (1), (9R)-moracin P 9-O-ß-d-glucopyranoside (2), (9R)-moracin P 3'-O-ß-d-glucopyranoside (3), and (9R)-moracin O 10-O-ß-d-glucopyranoside (4) based on the spectroscopic interpretation and chemical analysis. Three benzofuran-type stilbenes, moracin O (5), R (7), and P (8) showed significant neuroprotective activity against glutamate-induced cell death in SK-N-SH cells. In addition, moracin O (5) and P (8) also demonstrated a remarkable inhibition of the acetic acid-induced pain. The molecular docking with metabotropic glutamate receptor 1 (mGluR1) results indicated that these neuroprotective benzofuran-type stilbenes might be the active analgesic components of the genus Morus, and acted by mediating the mGluR1 pathway.


Subject(s)
Analgesics/chemistry , Analgesics/pharmacology , Benzofurans/chemistry , Benzofurans/pharmacology , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/pharmacology , Neuroprotective Agents/chemistry , Neuroprotective Agents/pharmacology , Receptors, Metabotropic Glutamate/metabolism , Cell Survival/drug effects , Circular Dichroism , Humans , Magnetic Resonance Spectroscopy , Molecular Docking Simulation , Molecular Dynamics Simulation , Molecular Structure , Morus/chemistry , Phytochemicals/chemistry , Receptors, Metabotropic Glutamate/chemistry
4.
Zhongguo Zhong Yao Za Zhi ; 40(10): 1850-4, 2015 May.
Article in Chinese | MEDLINE | ID: mdl-26390636

ABSTRACT

A reasonable and practicable quality standard was developed for mori liquid extract from different sources by TLC, HPLC and fingerprint technology. In TLC method, the compounds were separated on polyamide film using glacial acetic acid-water (1: 3) as mobile phase at a UV wavelength of 365 nm. All qualified samples had the spots of the same color as the control herb and substance. The RP-HPLC method was used to determine the content of mulberroside A with mobile phase of methanol-water (25: 75) at a wave-length of 326 nm. The mulberroside A was in good linear with a regression equation of Y = 46.965X (r = 0.999 6) in the range of 4.6 - 228 mg x L(-1). In 14 batches of samples, the mulberroside A in 4 batches of them was less than 0.5 g x L(-1), and was more than 2.0 g x L(-1) in the other batches. It was suggested that the content limit of mulberroside A should be no less than 1.5 g x L(-1). The HPLC fingerprints were evaluated by the similarities. It has found that the similarities of different mori liquid extracts were very low and the chemical diversity of mori cortex was the major factor of similarity. Moreover, the process impact was minimal. Thus the fingerprint was not included in this quality standard.


Subject(s)
Drugs, Chinese Herbal/chemistry , Morus/chemistry , China , Chromatography, High Pressure Liquid , Disaccharides/chemistry , Disaccharides/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/standards , Quality Control , Stilbenes/chemistry , Stilbenes/isolation & purification
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