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1.
Nat Prod Res ; : 1-7, 2024 Jul 31.
Article in English | MEDLINE | ID: mdl-39084249

ABSTRACT

Two new sulphur-containing amides, glylucidamides C-D (1-2), along with twelve known analogues (3-14) were isolated and characterised from the leaves of Glycosmis lucida. The chemical structures of 1 and 2 were elucidated by extensive spectroscopic methods and the known compounds were identified by comparisons their data with those reported in the literatures. All new compounds were evaluated for their anti-inflammatory activities via examining the inhibitory activity on nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells in vitro.

2.
Fitoterapia ; 165: 105418, 2023 Mar.
Article in English | MEDLINE | ID: mdl-36587747

ABSTRACT

Fourteen new sulphur-containing amides, glycocramides A-N (1-14), as well as nine known analogues (15-23) were isolated and characterized from Glycosmis craibii Tanaka. The chemical structures of new sulphur-containing amides 1-14 were ambiguously elucidated by extensive spectroscopic methods, while the known compounds 15-23 were identified by the comparison of their experimental spectral data with those described data in the literatures. The antiproliferative effects of all isolated sulphur-containing amides were evaluated in vitro. As a result, part of sulphur-containing amides showed remarkable inhibitory effects against MGC-803 cell line with IC50 values ranging from 13.12 ± 0.10 to 20.03 ± 0.13 µM. These research results suggest that the sulphur-containing amides are potentially to be developed as a new natural anti-tumor drugs.


Subject(s)
Amides , Rutaceae , Amides/pharmacology , Amides/chemistry , Molecular Structure , Sulfur , Plant Extracts/chemistry , Rutaceae/chemistry , Cell Line, Tumor
3.
Chem Pharm Bull (Tokyo) ; 66(1): 96-100, 2018 Jan 01.
Article in English | MEDLINE | ID: mdl-29118309

ABSTRACT

Cyprotuoside C (1) and cyprotuoside D (2), two new cycloartane glycosides were isolated from the ethanol extract of the rhizomes of Cyperus rotundus. Their structures were identified as 24R-9,10-seco-cycloartan-1(10),9(11)-dien-3ß,7ß,24,25-tetraol 3-O-ß-D-xylopyranosyl-(1→4)-[α-L-arabinopyranosyl-(1→6)]-ß-D-glucopyranosyl-25-O-ß-D-glucuronide (1) and 9,10-seco-cycloartan-1(10),9(11),23(24)-trien-3ß,7ß,25-triol 3-O-ß-D-xylopyranosyl-(1→4)-{α-L-arabinopyranosyl-(1→6)-[α-L-rhamnopyranosyl-(1→2)]}-ß-D-glucopyranosyl-25-O-ß-D-glucuronide (2) by spectroscopic methods.


Subject(s)
Cyperus/chemistry , Rhizome/chemistry , Triterpenes/isolation & purification , Glycosides , Molecular Conformation , Triterpenes/chemistry
4.
Chem Pharm Bull (Tokyo) ; 64(11): 1641-1646, 2016 Nov 01.
Article in English | MEDLINE | ID: mdl-27523640

ABSTRACT

Six polyphenolic acids (1-6), including the three new compounds citriodolic acids A, B, and C (1-3), were isolated from the leaves of Eucalyptus citriodora. Their structures were elucidated by spectroscopic methods including one dimensional (1D)- and 2D-NMR, high-resolution electrospray ionization (HR-ESI)-MS, and circular dichroism (CD). The potential antivirus activity against respiratory syncytial virus (RSV) of all the isolated compounds was evaluated.


Subject(s)
Antiviral Agents/pharmacology , Caffeic Acids/pharmacology , Dioxanes/pharmacology , Eucalyptus/chemistry , Plant Leaves/chemistry , Polyphenols/pharmacology , Respiratory Syncytial Viruses/drug effects , Antiviral Agents/chemistry , Antiviral Agents/isolation & purification , Caffeic Acids/chemistry , Caffeic Acids/isolation & purification , Dioxanes/chemistry , Dioxanes/isolation & purification , Dose-Response Relationship, Drug , Microbial Sensitivity Tests , Molecular Conformation , Polyphenols/chemistry , Polyphenols/isolation & purification , Structure-Activity Relationship
5.
J Asian Nat Prod Res ; 18(7): 662-8, 2016 Jul.
Article in English | MEDLINE | ID: mdl-26978535

ABSTRACT

Two new cycloartane glycosides, cyprotusides A (1) and B (2), were isolated from the rhizomes of Cyperus rotundus. Their chemical structures were elucidated on the basis of IR, MS, NMR spectroscopic analyses coupled with chemical degradation. The potential antidepressant activity of the two compounds was evaluated. In the despair mice models, compounds 1 and 2 showed significant antidepressant activity.


Subject(s)
Antidepressive Agents/isolation & purification , Antidepressive Agents/pharmacology , Cyperus/chemistry , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Glycosides/isolation & purification , Glycosides/pharmacology , Rhizome/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Animals , Antidepressive Agents/chemistry , Drugs, Chinese Herbal/chemistry , Glycosides/chemistry , Mice , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Triterpenes/chemistry
6.
Chem Pharm Bull (Tokyo) ; 64(1): 73-7, 2016.
Article in English | MEDLINE | ID: mdl-26726748

ABSTRACT

Based on bioactive screening results, two new iridoid glycosides, named rotunduside G (1) and rotunduside H (2), were isolated from the rhizomes of Cyperus rotundus, together with four known ones, negundoside (3), nishindaside (4), isooleuropein (5) and neonuezhenide (6). Their structures were elucidated on the basis of spectroscopic methods and from literature values. In mice models of despair, 1 and 2 showed significant antidepressant activity.


Subject(s)
Antidepressive Agents/pharmacology , Behavior, Animal/drug effects , Cyperus/chemistry , Iridoid Glycosides/pharmacology , Motor Activity/drug effects , Animals , Antidepressive Agents/chemistry , Antidepressive Agents/isolation & purification , Hindlimb Suspension , Iridoid Glycosides/chemistry , Iridoid Glycosides/isolation & purification , Male , Mice , Molecular Structure , Swimming
7.
Nat Prod Res ; 27(15): 1343-7, 2013 Aug.
Article in English | MEDLINE | ID: mdl-23092447

ABSTRACT

A new triterpene saponin, ilexoside P (1), along with three known triterpene saponins, ilexoside O (2), ilexsaponin B3 (3) and ilexpublesnin A (4) was isolated from the roots of Ilex pubescens. Their chemical structures were elucidated on the basis of UV, IR, MS, and NMR spectroscopic analyses coupled with chemical degradation. In addition, the xanthine oxidase (XOD) inhibitory activity of the isolated saponins was reported. Compound 1 exhibited weak XOD inhibitory activity in the test.


Subject(s)
Ilex/chemistry , Plant Roots/chemistry , Saponins/chemistry , Triterpenes/chemistry , Enzyme Activation/drug effects , Saponins/pharmacology , Triterpenes/pharmacology , Xanthine Oxidase/metabolism
8.
Molecules ; 17(9): 10494-502, 2012 Sep 03.
Article in English | MEDLINE | ID: mdl-22945028

ABSTRACT

A new steroidal saponin, named pumilum A (1), and a new phenolic glycoside, threo-1-(4'-hydroxy-2'-methoxyphenyl)-2-(2",4"-dihydroxyphenyl)-1,3-propanediol-4'-O-ß-D-glucopyranoside (7) were isolated from the methanolic extract of the bulbs of Lilium pumilum DC, along with five known steroidal saponins. Their chemical structures were elucidated on the basis of detailed spectroscopic analysis, including 1D and 2D NMR techniques and chemical methods. In addition, the inhibitory activity of all the isolates on Na(+)/K(+) ATPase was evaluated.


Subject(s)
Drugs, Chinese Herbal , Glycosides , Lilium/chemistry , Plant Roots/chemistry , Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/isolation & purification , Enzyme Inhibitors/pharmacology , Glycosides/chemistry , Glycosides/isolation & purification , Glycosides/pharmacology , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/pharmacology
9.
Zhong Yao Cai ; 34(3): 446-9, 2011 Mar.
Article in Chinese | MEDLINE | ID: mdl-21823464

ABSTRACT

OBJECTIVE: To optimize the extraction and purification techniques of total flavonoids in Fissistigma oldhamii. The scavenging activity to DPPH of the total flavonoids and the extraction were studied in vitro. METHODS: By orthogonal design, we investigated the effects of concentration of ethanol, temperature, ratio of solid to liquid and time of extraction on the total flavonoids extraction rate. The total flavonoids was separated and purified by AB-8 macroporous resin absorption. RESULTS: The optimum extraction condition was that at extraction time of 3 h, concentration of alcohol 90%, solid/liquid ratio of 1:10 and temperature of 70 degrees C. The content of total flavonoids in the refined product was above 55%. The GFM-2 fraction showed antioxidant capacity in vitro. CONCLUSION: The optimum extraction condition and purification experiment are very useful for further development of industrial process. Meantime, the result may be helpful for further development of Fissistigma oldhamii as health protection foods.


Subject(s)
Annonaceae/chemistry , Antioxidants/pharmacology , Flavonoids/isolation & purification , Flavonoids/pharmacology , Resins, Synthetic , Technology, Pharmaceutical/methods , Adsorption , Antioxidants/isolation & purification , Biphenyl Compounds/metabolism , Ethanol , Flavonoids/chemistry , Free Radical Scavengers/isolation & purification , Free Radical Scavengers/pharmacology , Picrates/metabolism , Solvents , Temperature , Time Factors
10.
Acta Crystallogr Sect E Struct Rep Online ; 67(Pt 5): o1048, 2011 May 01.
Article in English | MEDLINE | ID: mdl-21754375

ABSTRACT

In the title compound, C(20)H(22)O(8)S, the dihedral angle between the two benzene rings is 81.6 (3)°. The benzene-connected portions of the alk-oxy substituents are almost coplanar with their respective rings [C-C-O-C torsion angles of 174.77 (17) and -178.5 (4)°]. One of the butanoic acid groups is disordered over two conformations with a site-occupancy ratio 0.719 (6):0.281 (6). In the crystal, pairs of O-H⋯O hydrogen bonds link the mol-ecules into infinite zigzag chains along [130].

11.
Zhong Yao Cai ; 30(4): 409-12, 2007 Apr.
Article in Chinese | MEDLINE | ID: mdl-17674790

ABSTRACT

OBJECTIVE: To study aporphine alkaloids from Fissistigma oldhamii (Hemsl.) Merr. which is a characteristic plant of Guangxi. METHODS: Various chromatographic techniques were used to separate and purify the aporphine alkaloids. Their physical and chemical properties and spectral data were measured for structural elucidation. RESULTS: Four aporphine alkaloids were isolated from the fraction of total alkaloids of Fissistigma oldhamii (Hemsl.) Merr. They were identified as romucosine(I), xylopine(II), O-methylmoschatolineIII), oxoxylopine(IV). CONCLUSION: Compounds I is obtained from this plant for the first time.


Subject(s)
Alkaloids/isolation & purification , Annonaceae/chemistry , Aporphines/isolation & purification , Plants, Medicinal/chemistry , Alkaloids/chemistry , Aporphines/chemistry , China , Magnetic Resonance Spectroscopy , Molecular Structure
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