Monoamine oxidase inhibitors from a fungus, Emericella navahoensis.

Yamazaki, Mikio; Satoh, Yumiko; Maebayashi, Yukio; Horie, Yoshikazu

doi:10.1248/cpb.36.670

Cited by 25 publications

(23 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Norsolorinic acid: reddish needles, IR (ZnSe)/cm 3437, 1626, 1594, 1469, 1409, 1344, 1305, 1248, 1173, 1096, 1016; ESI‐MS m / z (negative mode): 369 [M‐H] − (100); [ 1 H]‐ and [ 13 C]‐NMR data (DMSO‐δ 6 ) in good agreement with published data 11 …”

Section: Methodssupporting

confidence: 87%

See 1 more Smart Citation

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

Wang

Chiang

Kuo

et al. 2008

Clin Exp Pharma Physio

View full text Add to dashboard Cite

1. Norsolorinic acid, isolated from Aspergillus nidulans, has been shown to have antiproliferative activity in T24 human bladder cancer cells by arresting the cell cycle at the G(0)/G(1) phase and inducing apoptosis. The aim of the present study was to investigate the antiproliferative activity of norsolorinic acid in T24 human bladder cancer cells. 2. The effects of norsolorinic acid (1, 5, 10 and 20 micromol/L) on the proliferation of T24 cells and on the distribution of cells within different phases of the cell cycle were investigated indirectly using an XTT assay and a flow cytometer, respectively. Factors affecting the cell cycle and apoptosis, including p53, p21, Fas receptor, Fas ligand (FasL) and caspase 8 activity, were examined using ELISA. 3. The results showed that norsolorinic acid inhibited proliferation of T24 cells in a dose-dependent manner, with an IC(50) of 10.5 micromol/L. The effect involved the induction of cell cycle arrest at the G(0)/G(1) phase and apoptosis. 4. These results demonstrate that G(0)/G(1) phase arrest is due to increased expression of p21 in cells treated with norsolorinic acid (10 and 20 micromol/L) for 24 h. Moreover, enhanced Fas and membrane-bound Fas ligand (mFasL) may be responsible for the apoptotic effect of norsolorinic acid. Thus, the present study reports, for the first time, that induction of p21 and the Fas/mFas ligand apoptotic system may participate in the antiproliferative action of norsolorinic acid in T24 human bladder cancer cells.

show abstract

Section: Methodssupporting

confidence: 87%

“…Norsolorinic acid has been reported to inhibit monoamine oxidase (MAO) 11 . The present study is the first to investigate the inhibition of cell proliferation by norsolorinic acid and determine the effects of norsolorinic acid on cell cycle distribution and apoptosis in T24 human bladder cancer cells.…”

Section: Introductionmentioning

confidence: 86%

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

Wang

Chiang

Kuo

et al. 2008

Clin Exp Pharma Physio

View full text Add to dashboard Cite

show abstract

“…Norsolorinic acid (14.8 mg) was eluted at 11.8 min. Norsolorinic acid: reddish needles, IR (ZnSe) cm −1 3437, 1626, 1594, 1469, 1409, 1344, 1305, 1248, 1173, 1096, 1016; ESI‐MS m / z (negative mode): 369 [M‐H] − (100); 1 H and 13 C‐nuclear magnetic resonance data (DMSO‐d 6 ) in good agreement with published data [21]. The stock solution of norsolorinic acid was prepared at a concentration of 2 mg/ml of dimethyl sulfoxide (DMSO).…”

supporting

confidence: 87%

“…Norsolorinic acid has been reported to exhibit monoamine oxidase inhibitory action [21]. This study is the first to determine the cell proliferation inhibition activity of norsolorinic acid and examine its effect on cell cycle distribution and apoptosis in human breast adenocarcinoma MCF‐7 cells.…”

mentioning

confidence: 98%

Norsolorinic Acid from Aspergillus nidulans Inhibits the Proliferation of Human Breast Adenocarcinoma MCF‐7 Cells via Fas‐Mediated Pathway

Wang

Chiang

Kuo

et al. 2008

Basic Clin Pharma Tox

View full text Add to dashboard Cite

Norsolorinic acid, isolated from the Aspergillus nidulans , was investigated for its antiproliferative activity in human breast adenocarcinoma MCF-7 cells. To identity the anticancer mechanism of norsolorinic acid, we assayed its effect on apoptosis, cell cycle distribution, and levels of p53, p21/WAF1, Fas/APO-1 receptor and Fas ligand. The results showed that norsolorinic acid induced apoptosis of MCF-7 cells without mediation of p53 and p21/WAF1. We suggest that Fas/Fas ligand apoptotic system is the main pathway of norsolorinic acid-mediated apoptosis of MCF-7 cells. Our study reports here for the first time that the activity of the Fas/Fas ligand apoptotic system may participate in the antiproliferative activity of norsolorinic acid in MCF-7 cells.

show abstract

“…Extensive chromatographic purification of the cytotoxic AcOEt-soluble fraction from the solid culture of P. immersa yielded the new secondary metabolites 4, 10, and 13 ( Fig.). In addition, eleven known compounds were found and identified by analysis of their optical rotation, IR, 1D-and 2D-NMR, and Figure. Structures of compounds isolated from Papulaspora immersa MS data, as well as by comparison with data reported in the literature as (24R)stigmast-4-en-3-one or sitostenone (1) [16], 24-methylenecycloartan-3b-ol (2) [17], (22E,24R)-ergosta-4, 6,8(14),22-tetraen-3-one (3) [18], (À)-(3R,4R)-4-hydroxymellein ( ¼ (À)-(3R,4R)-mellein-4-ol; 5) [19], (À)-(3R)-5-hydroxymellein ( ¼ (À)-(3R)-mellein-5-ol; 6) [20], 6,8-dihydroxy-3-methylisocoumarin ( ¼ 3-methylisocoumarin-6,8diol; 7) [21], (À)-(4S)-4,8-dihydroxy-a-tetralone (8) [22], naphthalene-1,8-diol (9) [23], 6,7,8-trihydroxy-3-methylisocoumarin (11) [24], 7-hydroxy-2,5-dimethylchromone (12) [25], and tyrosol (14) [26]. The structure elucidation of the new compounds 4 and 13, and the new natural product 10 are described in the text below.…”

mentioning

confidence: 99%

Chemical Constituents of Papulaspora immersa, an Endophyte from Smallanthus sonchifolius (Asteraceae), and Their Cytotoxic Activity

Gallo

Cavalcanti

Barros

et al. 2010

Chemistry & Biodiversity

View full text Add to dashboard Cite

Papulaspora immersa H. H. Hotson was isolated from roots and leaves of Smallanthus sonchifolius (Poepp. and Endl.) H. Rob. (Asteraceae), traditionally known as Yacon. The fungus was cultured in rice, and, from the AcOEt fraction, 14 compounds were isolated. Among them, (22E,24R)-8,14-epoxyergosta-4,22-diene-3,6-dione (4), 2,3-epoxy-1,2,3,4-tetrahydronaphthalene-c-1,c-4,8-triol (10), and the chromone papulasporin (13) were new secondary metabolites. The spectral data of the known natural products were compared with the literature data, and their structures were established as the (24R)-stigmast-4-en-3-one (1), 24-methylenecycloartan-3β-ol (2), (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (3), (-)-(3R,4R)-4-hydroxymellein (5), (-)-(3R)-5-hydroxymellein (6), 6,8-dihydroxy-3-methylisocoumarin (7), (-)-(4S)-4,8-dihydroxy-α-tetralone (8), naphthalene-1,8-diol (9), 6,7,8-trihydroxy-3-methylisocoumarin (11), 7-hydroxy-2,5-dimethylchromone (12), and tyrosol (14). Compound 4 showed the highest cytotoxic activity against the human tumor cell lines MDA-MB435 (melanoma), HCT-8 (colon), SF295 (glioblastoma), and HL-60 (promyelocytic leukemia), with IC₅₀ values of 3.3, 14.7, 5.0 and 1.6 μM, respectively. Strong synergistic effects were also observed with compound 5 and some of the isolated steroidal compounds.

show abstract

Monoamine oxidase inhibitors from a fungus, Emericella navahoensis.

Cited by 25 publications

References 0 publications

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

Norsolorinic Acid from Aspergillus nidulans Inhibits the Proliferation of Human Breast Adenocarcinoma MCF‐7 Cells via Fas‐Mediated Pathway

Chemical Constituents of Papulaspora immersa, an Endophyte from Smallanthus sonchifolius (Asteraceae), and Their Cytotoxic Activity

Contact Info

Product

Resources

About

Monoamine oxidase inhibitors from a fungus, Emericella navahoensis.

Cited by 25 publications

References 0 publications

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G0/G1 PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G0/G1 PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

Norsolorinic Acid from Aspergillus nidulans Inhibits the Proliferation of Human Breast Adenocarcinoma MCF‐7 Cells via Fas‐Mediated Pathway

Chemical Constituents of Papulaspora immersa, an Endophyte from Smallanthus sonchifolius (Asteraceae), and Their Cytotoxic Activity

Contact Info

Product

Resources

About

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY

NORSOLORINIC ACID INHIBITS PROLIFERATION OF T24 HUMAN BLADDER CANCER CELLS BY ARRESTING THE CELL CYCLE AT THE G₀/G₁ PHASE AND INDUCING A FAS/MEMBRANE‐BOUND FAS LIGAND‐MEDIATED APOPTOTIC PATHWAY