Beta
ManageSearchChatDiscover
262080

Elaborating 5-(4-Chlorophenyl)-1,3,4-Thiadiazole Scaffold with A P-Tolyl Sulfonamide Moiety Enhances Cytotoxic Activity: Design, Synthesis, in Vitro Cytotoxicity Evaluation, Radi

Article

Last updated: 01 Jan 2025

OverviewSimilar Items

Subjects

-

Tags

Organic chemistry

Abstract

Novel 1,3,4-thiadiazole derivatives (3-5) were designed, synthesized, and screened for cytotoxic activity. Compound 3 bearing substituted benzenesulfonamide scaffold exhibited remarkable potency against breast cancer (MCF-7), hepatoma (HepG2), colon cancer (HCT116), and lung cancer (A549) cells and lower potency on the normal cells (WI-38), as well as, it possesses higher anticancer activity than starting 5-(4-chlorophenyl)-1,3,4-thiadiazole-2-amine (2) and the positive control Staurosporine. The anticancer activity of compound 3 is at least partly attributed to the inhibition of the tumor-associated human carbonic anhydrase isoforms IX and XII. The high selectivity of compound 3 for cancer cells over normal cells and for tumor-associated CA isoforms IX and XII over the off-target cytosolic isoform II reflects its safety. Pharmacokinetic study of compound 3 was evaluated in a normal mice model based on a radiopharmaceutical chemistry approach.

DOI

10.21608/ejchem.2022.162655.6977

Keywords

1, 3, 4-thiadiazoles, Sulfonamides, Carbonic anhydrase inhibitors, Anticancer activity, radioactive tracing study

Authors

First Name

Rana

Last Name

El-Masry

MiddleName

Magdy

Affiliation

Elwahat Street, 6 october city, Egypt

Email

relmasry@msa.edu.eg

City

Giza

Orcid

0000-0001-7280-1788

First Name

Mohamed

Last Name

Amin

MiddleName

A

Affiliation

Labeled Compounds Department, Hot Labs Center, Egyptian Atomic Energy Authority, PO13759, Cairo, Egypt.

Email

abo_amin22@yahoo.com

City

Cairo

Orcid

-

First Name

Mohamed

Last Name

Korani

MiddleName

-

Affiliation

Radioisotopes Production Facility (RPF), Egyptian Second Research Reactor (ETRR‑2), Atomic Energy Authority, P.O. Box 13759, Cairo, Egypt

Email

dr.mkorani@gmail.com

City

Cairo

Orcid

0000-0002-8341-2937

First Name

Simone

Last Name

Giovannuzzi

MiddleName

-

Affiliation

Department of NEUROFARBA, Section of Pharmaceutical and Nutraceutical Sciences, University of Florence, Polo Scientifico, Via U. Schiff 6, 50019, Sesto Fiorentino, Firenze, Italy

Email

simone.giovannuzzi@unifi.it

City

Florence, Italy

Orcid

-

First Name

tamer

Last Name

sakr

MiddleName

mostafa

Affiliation

Radioactive Isotopes and Generator Department, Hot Labs Center, Egyptian Atomic Energy Authority, Cairo 13759, Egypt.

Email

tamer_sakr78@yahoo.com

City

Cairo

Orcid

-

First Name

Hanan

Last Name

Kadry

MiddleName

Hassan

Affiliation

Department of pharmaceutical organic chemistry, Faculty of pharmacy, Cairo University, Cairo, Egypt

Email

hanan.kadry@pharma.cu.edu.eg

City

Giza

Orcid

-

First Name

Claudiu

Last Name

Supuran

MiddleName

T

Affiliation

Università degli Studi di Firenze, NEUROFARBA Dept., Sezione di Scienze Farmaceutiche, Via Ugo Schiff 6, 50019 Sesto Fiorentino (Florence), Italy

Email

claudiu.supuran@unifi.it

City

Florence, Italy

Orcid

-

First Name

Sahar

Last Name

Shaarawy

MiddleName

-

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Cairo University, Cairo, Egypt

Email

sahar.shaarawy@pharma.cu.edu.eg

City

-

Orcid

-

First Name

Azza

Last Name

Shalaby

MiddleName

Taher

Affiliation

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Cairo University, Cairo, Egypt

Email

azza.shalaby@pharma.cu.edu.eg

City

Giza

Orcid

-

Volume

66

Article Issue

7

Related Issue

42039

Issue Date

2023-07-01

Receive Date

2022-09-13

Publish Date

2023-07-01

Page Start

19

Page End

30

Print ISSN

0449-2285

Online ISSN

2357-0245

Article File

EJCHEM_Volume 66_Issue 7_Pages 19-30.pdf

PDF . 436.1kB

Link

https://ejchem.journals.ekb.eg/article_262080.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=262080

Order

262,080

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Elaborating 5-(4-Chlorophenyl)-1,3,4-Thiadiazole Scaffold with A P-Tolyl Sulfonamide Moiety Enhances Cytotoxic Activity: Design, Synthesis, in Vitro Cytotoxicity Evaluation, Radi

Details

Type

Article

Created At

30 Dec 2024