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

5 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

Keywords

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

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.bioorg.2014.08.001

Fingerprint Dive into the research topics of 'Biochemical and biophysical properties of a novel homoisoflavonoid extracted from Scilla persica HAUSSKN'. Together they form a unique fingerprint.

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

@article{702109115987413b80c173fd409b6b37,

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",

issn = "0045-2068",

publisher = "Academic Press Inc.",

}

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

UR - http://www.scopus.com/inward/record.url?scp=84906861020&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84906861020&partnerID=8YFLogxK

U2 - 10.1016/j.bioorg.2014.08.001

DO - 10.1016/j.bioorg.2014.08.001

M3 - Article

C2 - 25181677

AN - SCOPUS:84906861020

VL - 57

SP - 51

EP - 56

JO - Bioorganic Chemistry

JF - Bioorganic Chemistry

SN - 0045-2068

ER -