scholarly journals Structure and Cytotoxicity of Novel Lignans and Lignan Glycosides from the Aerial Parts of Larrea tridentata

Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6186
Author(s):  
Akihito Yokosuka ◽  
Tomoki Iguchi ◽  
Maki Jitsuno ◽  
Yoshihiro Mimaki
Keyword(s):  
Cell Death ◽  
Spectroscopic Analysis ◽  
Apoptotic Cell ◽  
Larrea Tridentata ◽  
Promyelocytic Leukemia ◽  
Leukemia Cells ◽  
Aerial Parts ◽  
Ic50 Values ◽  
Lignan Glycosides ◽  
New Compounds

Previously, the authors conducted phytochemical investigations of the aerial parts of Larrea tridentata and reported triterpene glycosides and lignan derivatives. In continuation of the preceding studies, 17 lignans and lignan glycosides (1–17) were isolated, including seven new compounds (1–7). Herein, the structure of the new compounds was determined based on spectroscopic analysis and enzymatic hydrolysis. The cytotoxicity of 1–17 against HL-60 human promyelocytic leukemia cells was examined. Compounds 4–11 and 14–16 were cytotoxic to HL-60 cells, with IC50 values in the range of 2.7–17 μM. Compound 6, which was the most cytotoxic among the unprecedented compounds, was shown to induce apoptotic cell death in HL-60 cells.

scholarly journals Chemical Constituents of the Underground Parts of Iris florentina and their Cytotoxic Activity

2015 ◽  
Vol 10 (6) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Akihito Yokosuka ◽  
Yoshikazu Koyama ◽  
Yoshihiro Mimaki
Keyword(s):  
Cell Death ◽  
Cytotoxic Activity ◽  
Spectroscopic Data ◽  
Apoptotic Cell ◽  
Chemical Constituents ◽  
Promyelocytic Leukemia ◽  
Apoptotic Cell Death ◽  
Leukemia Cells ◽  
Hydrolytic Cleavage ◽  
New Compounds

Three new isoflavonoid glycosides (1, 5, and 9) and 10 known compounds (2–4, 6–8, and 10–13) were isolated from the underground parts of Iris florentina (Iridaceae). The structures of the new compounds were determined based on extensive spectroscopic data and the results of hydrolytic cleavage. The isolated compounds and the aglycones were evaluated for cytotoxic activity against HL-60 human promyelocytic leukemia cells. Compound 12 induced apoptotic cell death in the HL-60 cells.

scholarly journals Chemical Constituents of the Leaves of Dracaena thalioides

2013 ◽  
Vol 8 (3) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Akihito Yokosuka ◽  
Atsushi Sekiguchi ◽  
Yoshihiro Mimaki
Keyword(s):  
Cell Death ◽  
Cytotoxic Activity ◽  
Related Compound ◽  
Spectroscopic Data ◽  
Apoptotic Cell ◽  
Chemical Constituents ◽  
Promyelocytic Leukemia ◽  
Leukemia Cells ◽  
Hydrolytic Cleavage ◽  
New Compounds

Two new furostanol bisdesmosides (1 and 2) and seven known compounds (3-9) were isolated from the leaves of Dracaena thalioides (Agavaceae). The structures of the new compounds were determined on the basis of spectroscopic data and the results of hydrolytic cleavage. The isolated compounds were evaluated for cytotoxic activity against HL-60 human promyelocytic leukemia cells. Compound 5, a glyceroglycolipid-related compound assigned as (2 S)-1- O-linoleoyl-3- O-β-D-galactopyranosylglycerol, was found to induce apoptotic cell death in HL-60 cells with an IC50 value of 25.8 μM.

scholarly journals Cycloartane and Oleanane Glycosides from the Tubers of Eranthis cilicica

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 69 ◽  
Author(s):  
Kazuki Watanabe ◽  
Yoshihiro Mimaki ◽  
Haruhiko Fukaya ◽  
Yukiko Matsuo
Keyword(s):  
Spectroscopic Analysis ◽  
Apoptotic Cell ◽  
2D Nmr ◽  
Phytochemical Analysis ◽  
X Ray ◽  
C 23 ◽  
The Family ◽  
Ic50 Values ◽  
Cycloartane Glycosides ◽  
New Compounds

Phytochemical analysis of the tubers of Eranthis cilicica was performed as part of our continuous study on the plants of the family Ranunculaceae, which resulted in the isolation of eleven new cycloartane glycosides (1–11) and one new oleanane glycoside (13), together with one known oleanane glycoside (12). The structures of the new compounds were determined by extensive spectroscopic analysis, including two-dimensional (2D) NMR, and enzymatic hydrolysis followed by either X-ray crystallographic or chromatographic analysis. The aglycone (1a) of 2 and its C-23 epimer (8a), and the oleanane glycosides (12 and 13) showed cytotoxic activity against HL-60 leukemia cells with IC50 values ranging from 10.6 μM to 101.6 μM. HL-60 cells were much more sensitive to 8a (IC50 14.8 μM) than 1a (IC50 101.1 μM), indicating that the C-23 configuration is associated with the cytotoxicity of these cycloartane derivatives. Compound 12 was revealed so as to partially induce apoptotic cell death in HL-60 cells, as was evident from morphology of HL-60 cells treated with 12.

scholarly journals Steroidal Saponins from the Rhizomes of Ruscus Hypophyllum

2008 ◽  
Vol 3 (10) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Yoshihiro Mimaki ◽  
Tsukasa Aoki ◽  
Maki Jitsuno ◽  
Akihito Yokosuka ◽  
Ceyda Sibel Kiliç ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Promyelocytic Leukemia ◽  
Leukemia Cells ◽  
Steroidal Saponins ◽  
Furostanol Saponins ◽  
Nmr Data ◽  
Spirostanol Saponins ◽  
New Compounds ◽  
Chemical Evidence

Phytochemical screening of the rhizomes of Ruscus hypophyllum (Liliaceae) has resulted in the isolation of five spirostanol saponins (1-5) including a new saponin (4) and nine furostanol saponins (6–14) including three new saponins (9–11), together with a known cholestane glycoside (15) and a new cholestane glycoside (16). The structures of the new compounds were determined on the basis of extensive spectroscopic analysis, including 2D NMR data, and chemical evidence. The spirostanol saponins 1, 2, and 5 showed moderate cytotoxic activity against HL-60 human promyelocytic leukemia cells.

scholarly journals Cytotoxicity, Antiproliferative Effects, and Apoptosis Induction of Methanolic Extract ofCynometra caulifloraLinn. Whole Fruit on Human Promyelocytic Leukemia HL-60 Cells

2012 ◽  
Vol 2012 ◽  
pp. 1-6 ◽  
Author(s):  
T-Johari S. A. Tajudin ◽  
Nashriyah Mat ◽  
Abu Bakar Siti-Aishah ◽  
A. Aziz M. Yusran ◽  
Afnani Alwi ◽  
...  
Keyword(s):  
Cell Death ◽  
Methanolic Extract ◽  
Apoptotic Cell ◽  
Mouse Fibroblast ◽  
Promyelocytic Leukemia ◽  
Apoptotic Cell Death ◽  
Apoptotic Cells ◽  
3T3 Cells ◽  
Nih 3T3 ◽  
Nih 3T3 Cells

Methanolic extract ofCynometra cauliflorawhole fruit was assayed for cytotoxicity against the human promyelocytic leukemia HL-60 and the normal mouse fibroblast NIH/3T3 cell lines by using the MTT assay. The CD50of the extract for 72 hours was 0.9 μg/mL whereas the value for the cytotoxic drug vincristine was 0.2 μg/mL. The viability of the NIH/3T3 cells was at 80.0% when treated at 15.0 μg/mL. The extract inhibited HL-60 cell proliferation with dose dependence. AO/PI staining of HL-60 cells treated with the extract revealed that majority of cells were in the apoptotic cell death mode. Flow cytometry analysis of HL-60 cells treated at CD50of the extract showed that the early apoptotic cells were 31.0, 26.3 and 19.9% at 24, 48, and 72 hours treatment, respectively. The percentage of late apoptotic cells was increased from 62.0 at 24 hours to 64.1 and 70.2 at 48 and 72 hours, respectively. Meanwhile, percent of necrotic cells were 4.9, 6.6, and 8.5 at 24, 48, and 72 hours, respectively. This study has shown that the methanolic extract ofC. cauliflorawhole fruit was cytotoxic towards HL-60 cells and induced the cells into apoptotic cell death mode, but less cytotoxic towards NIH/3T3 cells.

Melatonin enhances hyperthermia-induced apoptotic cell death in human leukemia cells

2016 ◽  
Vol 61 (3) ◽  
pp. 381-395 ◽  
Author(s):  
Carlos Quintana ◽  
Javier Cabrera ◽  
Juan Perdomo ◽  
Francisco Estévez ◽  
Juan F. Loro ◽  
...  
Keyword(s):  
Cell Death ◽  
Apoptotic Cell ◽  
Apoptotic Cell Death ◽  
Leukemia Cells ◽  
Human Leukemia ◽  
Human Leukemia Cells
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