Your browser doesn't support javascript.
loading
Show: 20 | 50 | 100
Results 1 - 20 de 20
Filter
Add more filters










Publication year range
1.
Fitoterapia ; 175: 105945, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38575091

ABSTRACT

Four previously undescribed isoprenoid flavonoids (2-5) were isolated from Sophora davidii, along with five known analogues. The structures of the compounds were established through comprehensive analysis of spectroscopic data, including HRESIMS, 1D and 2D NMR, and absolute configurations determined by theoretical calculations, including ECD and NMR calculation. The cytotoxic effects of the isolated compounds on human HT29 colon cancer cells were evaluated using the MTT assay, compound 1 exhibited cytotoxicity against human HT29 colon cancer cells with an IC50 value of 8.39 ± 0.09 µM. Studies conducted with compound 1 in HT29 cells demonstrated that it may induce apoptosis and autophagy in HT29 by promoting the phosphorylation of P38 MAPK and inhibiting the phosphorylation of Erk MAPK.


Subject(s)
Antineoplastic Agents, Phytogenic , Apoptosis , Autophagy , Flavonoids , Sophora , Humans , Sophora/chemistry , Autophagy/drug effects , Apoptosis/drug effects , HT29 Cells , Molecular Structure , Flavonoids/pharmacology , Flavonoids/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Phytochemicals/pharmacology , Phytochemicals/isolation & purification , China , p38 Mitogen-Activated Protein Kinases/metabolism , Terpenes/pharmacology , Terpenes/isolation & purification , Phosphorylation
2.
Magn Reson Chem ; 61(8): 481-486, 2023 08.
Article in English | MEDLINE | ID: mdl-37227105

ABSTRACT

Six lactone derivatives, including four α-pyrones derivatives (1-4), two α-furanone derivatives (5 and 6), were isolated from the Dendrobium pendulum. Structural elucidation of these undescribed lactone derivatives were accomplished on the basis of detailed nuclear magnetic resonance analysis, and the absolute configurations of compounds 1-4 were confirmed by electronic circular dichroism (ECD) techniques. The cytotoxic effects of isolated compounds on human breast cancer cell MDA-MB-231 were evaluated by the MTT assay.


Subject(s)
Antineoplastic Agents , Dendrobium , Humans , Molecular Structure , Lactones/pharmacology , Lactones/chemistry , Dendrobium/chemistry , Magnetic Resonance Spectroscopy
3.
Magn Reson Chem ; 61(6): 386-391, 2023 06.
Article in English | MEDLINE | ID: mdl-36929032

ABSTRACT

Two new sesquiterpenoids, dendroaduoid A (1) and dendroaduol (2), together with four known sesquiterpenoids were isolated from the stems of Dendrobium aduncum. Their structures were identified by HR-ESI-MS and NMR experiments, and the complete assignments of 1 H and 13 C NMR data for two new sesquiterpenoids were obtained by the aid of HSQC, HMBC, 1 H-1 H COSY, NOESY, and ECD techniques. The cytotoxic effects of the isolated compounds on four tumor cell lines (HCT-116, HepG2, A549, and SW1990) were evaluated using MTT assay. Otherwise, the inhibitory activity of these six sesquiterpenoids on glycosidase was also evaluated.


Subject(s)
Dendrobium , Sesquiterpenes , Cell Line, Tumor , Sesquiterpenes/pharmacology
4.
Nat Prod Res ; 37(14): 2375-2382, 2023 Jul.
Article in English | MEDLINE | ID: mdl-35245427

ABSTRACT

Two previously undescribed dihydrophenanthrene derivatives (1 and 2) were isolated along with twelve known analogues from the whole plant of Dendrobium terminale. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis. The NMR data of known phenanthrene derivatives (7 and 9) were revised by 2D NMR. The isolated compounds were evaluated for cytotoxicity against three kinds of tumor cell lines (sw1990, HCT-116, and HepG2). Especially compounds 11 and 14 showed stronger antitumor effects, and the structure-activity relationship of these compounds was discussed.


Subject(s)
Dendrobium , Phenanthrenes , Dendrobium/chemistry , Phenanthrenes/pharmacology , Phenanthrenes/chemistry , Plant Extracts/chemistry , Magnetic Resonance Spectroscopy , Cell Line, Tumor , Molecular Structure
5.
Fitoterapia ; 160: 105220, 2022 Jul.
Article in English | MEDLINE | ID: mdl-35589060

ABSTRACT

Four previously undescribed compounds, including three glucosyloxybenzyl 2-isobutylmalates (1-3), one phenolic glycoside (4), along with ten known compounds were isolated from the flowers of Bletilla striata. The structures and absolute configurations of the undescribed compounds were elucidated on the basis of HR-ESIMS, NMR spectroscopy, optical rotation value, and acid hydrolysis experiment. Cytotoxicity of the isolated compounds against A549, HCT-116, and SW1990 cells and protective effects of t-BHP-induced L02 cytotoxic were assayed. The antioxidant activities of the isolated compounds were also evaluated.


Subject(s)
Glycosides , Orchidaceae , Flowers , Molecular Structure , Orchidaceae/chemistry , Phenols/chemistry
6.
Nat Prod Res ; 36(21): 5393-5399, 2022 Nov.
Article in English | MEDLINE | ID: mdl-34930072

ABSTRACT

Six dendrobine-type alkaloids were isolated from the tubes of Dendrobium nobile by silica gel, Sephadex LH-20 gel column chromatography, and preparative HPLC. Compound 1 is a new alkaloid containing a pair of amide tautomers, whereas compound 2 is a new dendrobine-type alkaloid. By using spectroscopic techniques including 1 D and 2 D NMR, the structures of compounds 1‒6 were identified as N-methoxylcarbonyldendrobine (1), dendronboic acid (2), dendrobine (3), 6-hydroxyldendrobine (4), dendrobine N-oxide (5), and denrine (6). The cytotoxic effects of the isolated compounds on two human tumour cell lines (HCT-116 and SW1990) were evaluated using MTT assay.


Subject(s)
Alkaloids , Dendrobium , Humans , Dendrobium/chemistry , Alkaloids/chemistry , Cell Line, Tumor , Chromatography, High Pressure Liquid
7.
J Asian Nat Prod Res ; 23(12): 1204-1209, 2021 Dec.
Article in English | MEDLINE | ID: mdl-33502258

ABSTRACT

A new lanostane triterpenoid (1) and two known (2, 3) analogues were isolated from Nothotsuga longibracteata. Their chemical structures were identified by spectral data including HR-ESI-MS, 1 D, and 2 D NMR. These lanostane triterpenoids showed no cytotoxic activities against three human tumour cell lines (A172, SHSY5Y, and Hela), but exhibited the activity of promoting the gastrointestinal motility of zebrafish treated with Nile red.


Subject(s)
Ganoderma , Triterpenes , Animals , Cell Line, Tumor , Humans , Molecular Structure , Triterpenes/pharmacology , Zebrafish
8.
Fitoterapia ; 143: 104586, 2020 Jun.
Article in English | MEDLINE | ID: mdl-32247772

ABSTRACT

Two new dihydrophenanthrofurans (1 and 2) and two new bisbibenzyl derivatives (3 and 4) were isolated from the traditional Chinese medicinal plant Dendrobium nobile, along with four known compounds (5-8). The absolute configurations of compounds 1 and 4 were elucidated through extensive NMR and ECD spectroscopic analyses. New compounds showed no antimicrobial activity against four gram-positive bacterial strains and four gram-negative bacteria at the concentration of 1 mg/mL, but displayed significant cytotoxic activity against HepG2 human hepatic cell line with the IC50 values ranging from 1.25 µM to 19.47 µM.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Dendrobium/chemistry , Furans/pharmacology , Phenanthrenes/pharmacology , Plant Stems/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Furans/isolation & purification , Gram-Negative Bacteria , Gram-Positive Bacteria , Hep G2 Cells , Humans , Molecular Structure , Phenanthrenes/isolation & purification , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Plants, Medicinal/chemistry
9.
Fitoterapia ; 142: 104497, 2020 Apr.
Article in English | MEDLINE | ID: mdl-32058054

ABSTRACT

Five previously undescribed compounds, including two dendrobine-type alkaloids (1 and 2), three bibenzyl derivatives (3-5), along with six known compounds were isolated from orchids Dendrobium findlayanum. The structures and absolute configurations of the undescribed compounds were elucidated on the basis of HR-ESIMS, NMR spectroscopy, optical rotation value, as well as electronic circular dichroism (ECD) calculations. The cytotoxic effects of the isolated compounds on three human tumour cell lines (A172, SHSY5Y, and Hela) were evaluated by the MTT assay. Compound 6 showed excellent inhibitory activities against three human tumour cell lines with IC50 ranging from 1.65 µM to 3.77 µM. All these compounds were assessed for their activity of promoting the gastrointestinal motility of zebrafish treated with Nile red. Compound 6 have excellent activity to promote the gastrointestinal motility of zebrafish at the concentration of 0.3 µM.


Subject(s)
Alkaloids/chemistry , Bibenzyls/chemistry , Dendrobium/chemistry , Alkaloids/isolation & purification , Animals , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Bibenzyls/isolation & purification , Cell Line, Tumor , Cell Survival/drug effects , Gastrointestinal Agents/chemistry , Gastrointestinal Agents/pharmacology , Gastrointestinal Motility/drug effects , Humans , Larva/drug effects , Models, Molecular , Molecular Structure , Zebrafish
10.
Nat Prod Res ; 34(3): 329-334, 2020 Feb.
Article in English | MEDLINE | ID: mdl-30587031

ABSTRACT

A new dibenzocyclooctdiene (1), and a new eupodienone (2) type lignans were isolated along with five known analogues from the whole plant of Gymnotheca involucrata Pei. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis. Bioassay results showed that compounds 1 and 2 exhibited no antimicrobial activity against four Gram-positive bacterial strains and four Gram-negative bacteria at the concentration of 1 mg/mL.


Subject(s)
Lignans/isolation & purification , Saururaceae/chemistry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Lignans/chemistry , Molecular Structure , Spectrum Analysis/methods
11.
J Asian Nat Prod Res ; 21(12): 1184-1189, 2019 Dec.
Article in English | MEDLINE | ID: mdl-30612468

ABSTRACT

A new triphenanthrene compound named 2,2',2'',7,7',7''-hexahydroxy-4,4',4''-trimethoxy-[9,9',9'',10,10',10'']-hexahydro-1,8,1',6''-triphenanthrene (1), together with eleven known compounds (2-12), were isolated from tubers of Bletilla striata. Their structures were determined by analysis of spectroscopic data.


Subject(s)
Orchidaceae , Molecular Structure , Plant Tubers
12.
Molecules ; 23(7)2018 Jun 26.
Article in English | MEDLINE | ID: mdl-29949909

ABSTRACT

A novel isoquinoline alkaloid, mahimbrine A, possessing a rare benzotropolone framing scaffold, was isolated from the endemic plant of Mahonia imbricata. Its structure was established on the basis of extensive spectroscopic analysis. A plausible biosynthetic route of mahimbrine A was proposed. Mahimbrine A showed no antimicrobial activity at the concentration of 1 mg/mL.


Subject(s)
Alkaloids/chemistry , Biflavonoids/chemistry , Catechin/analogs & derivatives , Isoquinolines/chemistry , Mahonia/chemistry , Alkaloids/chemical synthesis , Alkaloids/pharmacology , Anti-Infective Agents/pharmacology , Carbon-13 Magnetic Resonance Spectroscopy , Catechin/chemistry , Isoquinolines/chemical synthesis , Isoquinolines/pharmacology , Microbial Sensitivity Tests , Proton Magnetic Resonance Spectroscopy
13.
J Asian Nat Prod Res ; 18(8): 719-23, 2016 Aug.
Article in English | MEDLINE | ID: mdl-26949983

ABSTRACT

Three novel oxazoline alkaloids, 1-oxa-3-azaspiro [4.5] dec-2-ene-8-one (1), 1-oxa-3-azaspiro [4.5] dec-2, 6-diene-8-one (2), and 1-oxa-3-azaspiro [4.5] dec-10-methoxy-2, 6-diene-8-one (3) were isolated from the methanol extract of the whole plant of Gymnotheca chinensis. The chemical structures were established by means of spectroscopic analysis including one- and two-dimensional NMR spectroscopy.


Subject(s)
Alkaloids/isolation & purification , Oxazoles/isolation & purification , Saururaceae/chemistry , Spiro Compounds/isolation & purification , Alkaloids/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Oxazoles/chemistry , Spiro Compounds/chemistry , Stereoisomerism
14.
Planta Med ; 82(8): 723-8, 2016 May.
Article in English | MEDLINE | ID: mdl-26872322

ABSTRACT

Four rare polycyclic spiro lignans (1-4) and four new biphenyl tetrahydrofuranone lignans (5-8) were isolated from the whole plant of Gymnotheca involucrata. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis and the absolute configuration of 1 was confirmed by single crystal X-ray diffraction. Bioassay results showed that compounds 2 and 6 exhibited weak antifungal activity against Uromyces viciae-fabae at 100 ppm in leaf-disc assays, while compound 3 demonstrated moderate insecticidal activity against Diabrotica balteata at 500 ppm in an artificial diet assay.


Subject(s)
Antifungal Agents/isolation & purification , Lignans/isolation & purification , Saururaceae/chemistry , Animals , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Coleoptera/drug effects , Crystallography, X-Ray , Furans/chemistry , Furans/isolation & purification , Furans/pharmacology , Insecticides/chemistry , Insecticides/isolation & purification , Lignans/chemistry , Lignans/pharmacology , Microbial Sensitivity Tests , Molecular Structure , Plant Leaves/chemistry , Polycyclic Compounds/chemistry , Polycyclic Compounds/isolation & purification , Polycyclic Compounds/pharmacology
15.
Yao Xue Xue Bao ; 51(7): 1117-20, 2016 07.
Article in Chinese | MEDLINE | ID: mdl-29897210

ABSTRACT

In this study, seven bibenzyl compounds were isolated from the stem of Dendrobium nobile by silica gel, MCI column chromatographic and preparative HPLC technology. By using spectroscopic techniques including NMR and MS, these compounds were identified as 4,α-dihydroxy-3,5,3'-trimethoxybibenzyl (1), 4,5-dihydroxy-3,3',α-trimethoxybibenzyl (2), 4,4'-dihydroxy-3,5,3'-trimethoxybibenzyl (3), 4,5-dihydroxy-3,3'-dimethoxybibenzyl(4), 4,3'-dihydroxy-3,5-dimethoxybibenzyl (5), 5,4'-dihydroxy-3,3'-dimethoxybibenzyl (6) and 5,3'-dihydroxy-3-methoxybibenzyl (7). Compound 1 is a new compound and compound 4 was isolated from this plant for the first time.


Subject(s)
Bibenzyls/chemistry , Dendrobium/chemistry , Plant Stems/chemistry , Bibenzyls/isolation & purification , Chromatography, High Pressure Liquid , Magnetic Resonance Spectroscopy
16.
Mol Clin Oncol ; 3(4): 880-888, 2015 Jul.
Article in English | MEDLINE | ID: mdl-26171200

ABSTRACT

Numerous studies have investigated the prognostic role of brain and acute leukemia, cytoplasmic (BAALC) gene expression in adult patients with acute myeloid leukemia (AML); however, the results are inconclusive. A meta-analysis was conducted to provide a comprehensive evaluation of the prognostic role of BAALC gene expression in AML. Eligible studies were searched through PubMed, Embase, the Cochrane Library, the China National Knowledge Infrastructure and the China Biology Medicine Disc. Correlations between the BAALC gene expression and clinicopathological features and prognosis were analyzed. A total of 15 studies were examined. The pooled results suggest that high BAALC expression had an unfavorable outcome in AML. The combined hazard ratio (HR) for overall survival (OS) was 1.53 and the summary HR for the disease-free survival rate was 1.64. In addition, subgroup analyses considering cytogenetic and survival analysis were also conducted. High BAALC gene expression appeared to be an adverse prognostic indicator in patients with cytogenetically normal AML (HR for OS, 1.43) and in subgroups of survival analysis with multivariate analysis (HR for OS, 2.35). These results indicate that high BAALC gene expression served as an independent poor prognostic indicator in adult patients with AML.

17.
Chin J Nat Med ; 13(1): 65-8, 2015 Jan.
Article in English | MEDLINE | ID: mdl-25660290

ABSTRACT

A new ursane-type triterpenoid saponin, 2α,3α,24-trihydroxyurs-12,20(30)-dien-28-oic acid ß-D-glucopyranosyl ester (1), together with six known triterpenoid saponins, was isolated and characterized from the aerial parts of Clematoclethra scandens subsp. actinidioides.


Subject(s)
Actinidiaceae/chemistry , Plant Components, Aerial/chemistry , Plant Extracts/chemistry , Plants, Medicinal/chemistry , Saponins/isolation & purification , Triterpenes/isolation & purification , Molecular Structure
18.
Nat Prod Commun ; 10(12): 2135-6, 2015 Dec.
Article in English | MEDLINE | ID: mdl-26882683

ABSTRACT

Two new resorcylic acid lactones, 13-hydroxyhidroresorcylide (1) and 12-hydroxyhidroresorcylide (2), along with four known congeners (3-6) were isolated from Saccharicola bicolor, an endophytic fungus from Bergenia purpurascens. Their structures were elucidated by interpretation of the spectroscopic evidence.


Subject(s)
Endophytes/chemistry , Fungi/chemistry , Lactones/chemistry , Resorcinols/chemistry , Saxifragaceae/chemistry , Molecular Structure
19.
Nat Prod Commun ; 10(12): 2151-3, 2015 Dec.
Article in English | MEDLINE | ID: mdl-26882688

ABSTRACT

Seven cyclic lipopeptide biosurfactants (1-7) were isolated for the first time from the fermentation broth of endophytic Bacillus clausii DTM1 and were identified as anteisoC13[Val7] surfactin-(L-Glu)-O-methyl-ester (1), anteisoC12[Val7] surfactin (2), anteisoC15[Val7] surfactin (3), isoC14[Leu7] surfactin (4), anteisoC12[Leu7] surfactin (5), nC13[Leu7] surfactin (6), and anteisoC14[Leu7] surfactin-(L-Glu)-O-methyl-ester (7); 1 has not been isolated before as a natural product from any source. Plate-based herbicide and insecticide bioassays showed that all compounds exhibited interesting insecticidal and herbicidal activities.


Subject(s)
Bacillus/metabolism , Herbicides/pharmacology , Lipopeptides/pharmacology , Peptides, Cyclic/pharmacology , Animals , Aphids/drug effects , Arabidopsis/drug effects , Bacillus/chemistry , Herbicides/chemistry , Herbicides/metabolism , Insecticides/chemistry , Insecticides/metabolism , Insecticides/pharmacology , Lipopeptides/chemistry , Lipopeptides/metabolism , Molecular Sequence Data , Peptides, Cyclic/chemistry , Peptides, Cyclic/metabolism
20.
Zhongguo Zhong Yao Za Zhi ; 38(3): 358-61, 2013 Feb.
Article in Chinese | MEDLINE | ID: mdl-23668009

ABSTRACT

To study the chemical constituents of Clematoclethra scandens subsp. actinidioides, chromatographic methods such as silica gel and MCI column chromatographic technology, and preparative HPLC were used and sixteen compounds were isolated from the aerial parts of this plant. By using spectroscopic techniques including 1H, 13C-NMR, HMBC and ESI-MS, these compounds were identified as betulinic acid (1), ursolic acid (2), oleanic acid (3), corosolic acid (4), 3beta-(trans-p-coumaroyloxy)-2alpha, 23-dihydroxyurs-12-en-28-oic acid (5), 3beta-(trans-p-coumaroyloxy)-2alpha, 23-dihydroxyurs-12, 20 (30)-dien-28-oic acid (6), 2alpha, 3alpha, 23-trihydroxyurs-12, 20 (30)-dien-28-oic acid (7), 2alpha, 3alpha, 23-trihydroxyurs-12-en-28-oic acid (8), asiatic acid (9), 2alpha, 3alpha, 24-tri-hydroxyurs-12-en-28-oic acid (10), 2alpha, 3beta, 23-trihydroxyurs-12, 20 (30)-dien-28-oic acid (11), 2alpha, 3beta, 19alpha, 24-tetrahydroxyurs-12-en-28-oic acid (12), 2alpha, 3alpha, 19alpha, 24-tetrahydroxyurs-12-en-28-oic acid (13), 2alpha, 3beta, 23, 24-tetrahydroxyurs-12-en-28-oic acid (14), 2alpha, 3alpha, 19alpha, 23, 24-pentahydroxyurs-12-en-28-oic acid (15) and daucosterol (16). Among them, compounds 3-6, 11-12, 14 and 15 were isolated from this endemic plant for the first time.


Subject(s)
Actinidiaceae/chemistry , Plant Components, Aerial/chemistry , Plant Extracts/chemistry , Plants, Medicinal/chemistry , Triterpenes/chemistry , Chromatography, Gel , Chromatography, High Pressure Liquid , Magnetic Resonance Spectroscopy , Triterpenes/isolation & purification
SELECTION OF CITATIONS
SEARCH DETAIL
...