Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents

Ahmed O.H. El-Nezhawy, Frady G. Adly, Ahmed F. Eweas, Atef G. Hanna, Yehya M. El-Kholy, Shahenaz H. El-Sayed, Tarek B.A. El-Naggar

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A structurally diverse series of Δ 4,5-uronamide derivatives have been chemically synthesized starting from D-glucuronic acid itself by means of acetylation, activation, amide bond formation and base-catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in-vitro anti-tumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 5, 11, 13, 15 and 16 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 11 and 15. However, compounds 5, 7, 11, 13, 15 and 16 were the most active against the UACC-62 cell line.

Original languageEnglish
Pages (from-to)648-657
Number of pages10
JournalArchiv der Pharmazie
Volume344
Issue number10
DOIs
Publication statusPublished - Oct 2011
Externally publishedYes

Fingerprint

Glucuronic Acid
Cell Line
Neoplasms
MCF-7 Cells
Acetylation
Amides

Cite this

El-Nezhawy, A. O. H., Adly, F. G., Eweas, A. F., Hanna, A. G., El-Kholy, Y. M., El-Sayed, S. H., & El-Naggar, T. B. A. (2011). Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents. Archiv der Pharmazie, 344(10), 648-657. https://doi.org/10.1002/ardp.201000367
El-Nezhawy, Ahmed O.H. ; Adly, Frady G. ; Eweas, Ahmed F. ; Hanna, Atef G. ; El-Kholy, Yehya M. ; El-Sayed, Shahenaz H. ; El-Naggar, Tarek B.A. / Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents. In: Archiv der Pharmazie. 2011 ; Vol. 344, No. 10. pp. 648-657.
@article{8435dbfde5604028b9c3eb0174878150,
title = "Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents",
abstract = "A structurally diverse series of Δ 4,5-uronamide derivatives have been chemically synthesized starting from D-glucuronic acid itself by means of acetylation, activation, amide bond formation and base-catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in-vitro anti-tumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 5, 11, 13, 15 and 16 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 11 and 15. However, compounds 5, 7, 11, 13, 15 and 16 were the most active against the UACC-62 cell line.",
keywords = "Amide linkage, Anti-tumor, D-Glucuronamide, D-Glucuronic acid, MCF-7, TK-10, UACC-62",
author = "El-Nezhawy, {Ahmed O.H.} and Adly, {Frady G.} and Eweas, {Ahmed F.} and Hanna, {Atef G.} and El-Kholy, {Yehya M.} and El-Sayed, {Shahenaz H.} and El-Naggar, {Tarek B.A.}",
year = "2011",
month = "10",
doi = "10.1002/ardp.201000367",
language = "English",
volume = "344",
pages = "648--657",
journal = "Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft",
issn = "0365-6233",
publisher = "Wiley-VCH Verlag",
number = "10",

}

El-Nezhawy, AOH, Adly, FG, Eweas, AF, Hanna, AG, El-Kholy, YM, El-Sayed, SH & El-Naggar, TBA 2011, 'Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents', Archiv der Pharmazie, vol. 344, no. 10, pp. 648-657. https://doi.org/10.1002/ardp.201000367

Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents. / El-Nezhawy, Ahmed O.H.; Adly, Frady G.; Eweas, Ahmed F.; Hanna, Atef G.; El-Kholy, Yehya M.; El-Sayed, Shahenaz H.; El-Naggar, Tarek B.A.

In: Archiv der Pharmazie, Vol. 344, No. 10, 10.2011, p. 648-657.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents

AU - El-Nezhawy, Ahmed O.H.

AU - Adly, Frady G.

AU - Eweas, Ahmed F.

AU - Hanna, Atef G.

AU - El-Kholy, Yehya M.

AU - El-Sayed, Shahenaz H.

AU - El-Naggar, Tarek B.A.

PY - 2011/10

Y1 - 2011/10

N2 - A structurally diverse series of Δ 4,5-uronamide derivatives have been chemically synthesized starting from D-glucuronic acid itself by means of acetylation, activation, amide bond formation and base-catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in-vitro anti-tumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 5, 11, 13, 15 and 16 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 11 and 15. However, compounds 5, 7, 11, 13, 15 and 16 were the most active against the UACC-62 cell line.

AB - A structurally diverse series of Δ 4,5-uronamide derivatives have been chemically synthesized starting from D-glucuronic acid itself by means of acetylation, activation, amide bond formation and base-catalyzed elimination protocols. Structure elucidation for all products along with optimization of the synthetic steps is described. The synthesized compounds were evaluated for their in-vitro anti-tumor activity against MCF-7, TK-10 and UACC-62 cell lines. The compounds 5, 11, 13, 15 and 16 were the most active against TK-10 cell line. On the other hand, the most active compounds against the MCF-7 cell line were 11 and 15. However, compounds 5, 7, 11, 13, 15 and 16 were the most active against the UACC-62 cell line.

KW - Amide linkage

KW - Anti-tumor

KW - D-Glucuronamide

KW - D-Glucuronic acid

KW - MCF-7

KW - TK-10

KW - UACC-62

UR - http://www.scopus.com/inward/record.url?scp=80054007351&partnerID=8YFLogxK

U2 - 10.1002/ardp.201000367

DO - 10.1002/ardp.201000367

M3 - Article

VL - 344

SP - 648

EP - 657

JO - Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft

JF - Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft

SN - 0365-6233

IS - 10

ER -

El-Nezhawy AOH, Adly FG, Eweas AF, Hanna AG, El-Kholy YM, El-Sayed SH et al. Synthesis of some novel D-glucuronic acid acetylated derivatives as potential anti-tumor agents. Archiv der Pharmazie. 2011 Oct;344(10):648-657. https://doi.org/10.1002/ardp.201000367