Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN

Salar Hafez Ghoran; Soodabeh Saeidnia; Esmaeil Babaei; Fumiyuki Kiuchi; Michal Dusek; Vaclav Eigner; Aliakbar Dehno Khalaji; Alireza Soltani

doi:10.1016/j.bioorg.2014.08.001

Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN

Salar Hafez Ghoran, Soodabeh Saeidnia, Esmaeil Babaei, Fumiyuki Kiuchi, Michal Dusek, Vaclav Eigner, Aliakbar Dehno Khalaji, Alireza Soltani

School of Pharmacy

Research output: Contribution to journal › Article

4 Citations (Scopus)

Abstract

In this study isolation and structural elucidation of a homoisoflavonoid, 3-(3′,4′-dihydroxybenzyl)-8-hydroxy-5,7-dimethoxychroman-4-one (Scillapersicone 1), is reported from Scilla persica HAUSSKN. The structure was solved by a single crystal X-ray analysis. The unit cell parameters are a = 11.7676 (2) Å, b = 20.1174 (4) Å, c = 7.8645 (9) Å, β = 93.544 (2)°, V = 1858.23 (7) Å³, monoclinic space group P2₁/c and four symmetry equivalent molecules in an unit cell. The structure was consistent with the UV, IR, 1D and 2D NMR, HRFAB-MS data. The optimized molecular geometry agrees closely that obtained from the single crystal X-ray crystallography. Furthermore, cytotoxicity of this compound was evaluated by MTT assay on AGS and WEHI-164 cancerous cell lines.

Original language	English
Pages (from-to)	51-56
Number of pages	6
Journal	Bioorganic Chemistry
Volume	57
DOIs	https://doi.org/10.1016/j.bioorg.2014.08.001
Publication status	Published - 2014 Dec

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Keywords

Cytotoxic activity
Liliaceae
Scilla persica
Scillapersicone
Single-crystal X-ray
Theoretical analysis

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Drug Discovery
Organic Chemistry

Cite this

Hafez Ghoran, S., Saeidnia, S., Babaei, E., Kiuchi, F., Dusek, M., Eigner, V., Dehno Khalaji, A., & Soltani, A. (2014). Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN. Bioorganic Chemistry, 57, 51-56. https://doi.org/10.1016/j.bioorg.2014.08.001

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title = "Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN",

abstract = "In this study isolation and structural elucidation of a homoisoflavonoid, 3-(3′,4′-dihydroxybenzyl)-8-hydroxy-5,7-dimethoxychroman-4-one (Scillapersicone 1), is reported from Scilla persica HAUSSKN. The structure was solved by a single crystal X-ray analysis. The unit cell parameters are a = 11.7676 (2) {\AA}, b = 20.1174 (4) {\AA}, c = 7.8645 (9) {\AA}, β = 93.544 (2)°, V = 1858.23 (7) {\AA}3, monoclinic space group P21/c and four symmetry equivalent molecules in an unit cell. The structure was consistent with the UV, IR, 1D and 2D NMR, HRFAB-MS data. The optimized molecular geometry agrees closely that obtained from the single crystal X-ray crystallography. Furthermore, cytotoxicity of this compound was evaluated by MTT assay on AGS and WEHI-164 cancerous cell lines.",

keywords = "Cytotoxic activity, Liliaceae, Scilla persica, Scillapersicone, Single-crystal X-ray, Theoretical analysis",

author = "{Hafez Ghoran}, Salar and Soodabeh Saeidnia and Esmaeil Babaei and Fumiyuki Kiuchi and Michal Dusek and Vaclav Eigner and {Dehno Khalaji}, Aliakbar and Alireza Soltani",

year = "2014",

month = dec

doi = "10.1016/j.bioorg.2014.08.001",

language = "English",

volume = "57",

pages = "51--56",

journal = "Bioorganic Chemistry",

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TY - JOUR

T1 - Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN

AU - Hafez Ghoran, Salar

AU - Saeidnia, Soodabeh

AU - Babaei, Esmaeil

AU - Kiuchi, Fumiyuki

AU - Dusek, Michal

AU - Eigner, Vaclav

AU - Dehno Khalaji, Aliakbar

AU - Soltani, Alireza

PY - 2014/12

Y1 - 2014/12

N2 - In this study isolation and structural elucidation of a homoisoflavonoid, 3-(3′,4′-dihydroxybenzyl)-8-hydroxy-5,7-dimethoxychroman-4-one (Scillapersicone 1), is reported from Scilla persica HAUSSKN. The structure was solved by a single crystal X-ray analysis. The unit cell parameters are a = 11.7676 (2) Å, b = 20.1174 (4) Å, c = 7.8645 (9) Å, β = 93.544 (2)°, V = 1858.23 (7) Å3, monoclinic space group P21/c and four symmetry equivalent molecules in an unit cell. The structure was consistent with the UV, IR, 1D and 2D NMR, HRFAB-MS data. The optimized molecular geometry agrees closely that obtained from the single crystal X-ray crystallography. Furthermore, cytotoxicity of this compound was evaluated by MTT assay on AGS and WEHI-164 cancerous cell lines.

AB - In this study isolation and structural elucidation of a homoisoflavonoid, 3-(3′,4′-dihydroxybenzyl)-8-hydroxy-5,7-dimethoxychroman-4-one (Scillapersicone 1), is reported from Scilla persica HAUSSKN. The structure was solved by a single crystal X-ray analysis. The unit cell parameters are a = 11.7676 (2) Å, b = 20.1174 (4) Å, c = 7.8645 (9) Å, β = 93.544 (2)°, V = 1858.23 (7) Å3, monoclinic space group P21/c and four symmetry equivalent molecules in an unit cell. The structure was consistent with the UV, IR, 1D and 2D NMR, HRFAB-MS data. The optimized molecular geometry agrees closely that obtained from the single crystal X-ray crystallography. Furthermore, cytotoxicity of this compound was evaluated by MTT assay on AGS and WEHI-164 cancerous cell lines.

KW - Cytotoxic activity

KW - Liliaceae

KW - Scilla persica

KW - Scillapersicone

KW - Single-crystal X-ray

KW - Theoretical analysis

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10.1016/j.bioorg.2014.08.001