Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae

Mohamed Elamir F. Hegazy; Ahmed R. Hamed; Mahmoud A.A. Ibrahim; Zienab Talat; Eman H. Reda; Nahla S. Abdel-Azim; Faiza M. Hammouda; Seikou Nakamura; Hisashi Matsuda; Eman G. Haggag; Paul W. Paré; Thomas Efferth

doi:10.3390/molecules23092221

Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae

Mohamed Elamir F. Hegazy, Ahmed R. Hamed, Mahmoud A.A. Ibrahim, Zienab Talat, Eman H. Reda, Nahla S. Abdel-Azim, Faiza M. Hammouda, Seikou Nakamura, Hisashi Matsuda, Eman G. Haggag, Paul W. Paré, Thomas Efferth

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

Euphorbia species are rich in diterpenes. A solvent extraction of Euphorbia sanctae-catharinae, a species indigenous to the Southern Sinai of Egypt, afforded several premyrsinane diterpenoids (1–4) as well as previously reported metabolites (5–13) that included three flavonoids. Isolated compounds were chemically characterized by spectroscopic analysis. Identified compounds were bioassayed for anti-proliferative activity in vitro against colon (Caco-2) and lung (A549) tumor cell lines. Compound 9 exhibited robust anti-proliferative activity against A549 cells (IC₅₀ = 3.3 µM). Absolute configurations for 8 versus 9 were determined by experimental and TDDFT-calculated electronic circular dichorism (ECD) spectra.

Original language	English
Article number	2221
Journal	Molecules
Volume	23
Issue number	9
DOIs	https://doi.org/10.3390/molecules23092221
State	Published - Sep 1 2018

Keywords

Diterpenes
Euphorbia sanctae-catharinae
Euphorbiaceae
Flavonoids
TDDTF-ECD
Tumor anti-proliferative activity

Access to Document

10.3390/molecules23092221

Cite this

Hegazy, M. E. F., Hamed, A. R., Ibrahim, M. A. A., Talat, Z., Reda, E. H., Abdel-Azim, N. S., Hammouda, F. M., Nakamura, S., Matsuda, H., Haggag, E. G., Paré, P. W., & Efferth, T. (2018). Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae. Molecules, 23(9), Article 2221. https://doi.org/10.3390/molecules23092221

@article{fced8708f9c24531b89f0a1adc8f8485,

title = "Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae",

abstract = "Euphorbia species are rich in diterpenes. A solvent extraction of Euphorbia sanctae-catharinae, a species indigenous to the Southern Sinai of Egypt, afforded several premyrsinane diterpenoids (1–4) as well as previously reported metabolites (5–13) that included three flavonoids. Isolated compounds were chemically characterized by spectroscopic analysis. Identified compounds were bioassayed for anti-proliferative activity in vitro against colon (Caco-2) and lung (A549) tumor cell lines. Compound 9 exhibited robust anti-proliferative activity against A549 cells (IC50 = 3.3 µM). Absolute configurations for 8 versus 9 were determined by experimental and TDDFT-calculated electronic circular dichorism (ECD) spectra.",

keywords = "Diterpenes, Euphorbia sanctae-catharinae, Euphorbiaceae, Flavonoids, TDDTF-ECD, Tumor anti-proliferative activity",

author = "Hegazy, {Mohamed Elamir F.} and Hamed, {Ahmed R.} and Ibrahim, {Mahmoud A.A.} and Zienab Talat and Reda, {Eman H.} and Abdel-Azim, {Nahla S.} and Hammouda, {Faiza M.} and Seikou Nakamura and Hisashi Matsuda and Haggag, {Eman G.} and Par{\'e}, {Paul W.} and Thomas Efferth",

note = "Publisher Copyright: {\textcopyright} 2018 by the authors.",

year = "2018",

month = sep,

day = "1",

doi = "10.3390/molecules23092221",

language = "English",

volume = "23",

journal = "Molecules",

issn = "1420-3049",

publisher = "MDPI AG",

number = "9",

}

TY - JOUR

T1 - Euphosantianane A–D

T2 - Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae

AU - Hegazy, Mohamed Elamir F.

AU - Hamed, Ahmed R.

AU - Ibrahim, Mahmoud A.A.

AU - Talat, Zienab

AU - Reda, Eman H.

AU - Abdel-Azim, Nahla S.

AU - Hammouda, Faiza M.

AU - Nakamura, Seikou

AU - Matsuda, Hisashi

AU - Haggag, Eman G.

AU - Paré, Paul W.

AU - Efferth, Thomas

PY - 2018/9/1

Y1 - 2018/9/1

N2 - Euphorbia species are rich in diterpenes. A solvent extraction of Euphorbia sanctae-catharinae, a species indigenous to the Southern Sinai of Egypt, afforded several premyrsinane diterpenoids (1–4) as well as previously reported metabolites (5–13) that included three flavonoids. Isolated compounds were chemically characterized by spectroscopic analysis. Identified compounds were bioassayed for anti-proliferative activity in vitro against colon (Caco-2) and lung (A549) tumor cell lines. Compound 9 exhibited robust anti-proliferative activity against A549 cells (IC50 = 3.3 µM). Absolute configurations for 8 versus 9 were determined by experimental and TDDFT-calculated electronic circular dichorism (ECD) spectra.

AB - Euphorbia species are rich in diterpenes. A solvent extraction of Euphorbia sanctae-catharinae, a species indigenous to the Southern Sinai of Egypt, afforded several premyrsinane diterpenoids (1–4) as well as previously reported metabolites (5–13) that included three flavonoids. Isolated compounds were chemically characterized by spectroscopic analysis. Identified compounds were bioassayed for anti-proliferative activity in vitro against colon (Caco-2) and lung (A549) tumor cell lines. Compound 9 exhibited robust anti-proliferative activity against A549 cells (IC50 = 3.3 µM). Absolute configurations for 8 versus 9 were determined by experimental and TDDFT-calculated electronic circular dichorism (ECD) spectra.

KW - Diterpenes

KW - Euphorbia sanctae-catharinae

KW - Euphorbiaceae

KW - Flavonoids

KW - TDDTF-ECD

KW - Tumor anti-proliferative activity

UR - http://www.scopus.com/inward/record.url?scp=85052635730&partnerID=8YFLogxK

U2 - 10.3390/molecules23092221

DO - 10.3390/molecules23092221

M3 - Article

C2 - 30200407

AN - SCOPUS:85052635730

SN - 1420-3049

VL - 23

JO - Molecules

JF - Molecules

IS - 9

M1 - 2221

ER -

Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant euphorbia sanctae-catharinae

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this