ANTICANCER EVALUATION AND SYNTHESIS OF STYRYLDIHYDROPYRIMIDINE VIA BRONSTED ACID-CATALYZED VINYLOGOUS ALDOL REACTION

K. U. Haq; R. Ramadhan; A. N. Kristanti; H. Suwito

doi:10.31788/RJC.2023.1618045

ANTICANCER EVALUATION AND SYNTHESIS OF STYRYLDIHYDROPYRIMIDINE VIA BRONSTED ACID-CATALYZED VINYLOGOUS ALDOL REACTION

K. U. Haq, R. Ramadhan, A. N. Kristanti, H. Suwito

Faculty of Science and Technology

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

Abstract

Vinylogous aldol condensation on some dihydropirimidine (DHPM) derivatives has been successfully performed using p-toluenesulfonic acid as a Brønsted acid catalyst. The pure products could be obtained without further purification. Employing this method, 20 styryldihydropyrimidine derivatives have been successfully synthesized wherein 19 of them are new compounds. The structures of the reaction products were elucidated by spectroscopic methods (IR, NMR, MS), while their cytotoxic activities were determined toward two cancer cell lines HeLa and MCF-7. Some compounds showed high activity better than doxorubicin as a positive control.

Original language	English
Pages (from-to)	188-200
Number of pages	13
Journal	Rasayan Journal of Chemistry
Volume	16
Issue number	1
DOIs	https://doi.org/10.31788/RJC.2023.1618045
Publication status	Published - 1 Jan 2023

Keywords

Brønsted Acid Catalyst
Cancer Cells
Cytotoxic
Dihydropyrimidinone
Vinylogous Aldol Condensation

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.31788/RJC.2023.1618045

Cite this

@article{5450dfe0a4534c6e996b96eb88d2c5ce,

title = "ANTICANCER EVALUATION AND SYNTHESIS OF STYRYLDIHYDROPYRIMIDINE VIA BRONSTED ACID-CATALYZED VINYLOGOUS ALDOL REACTION",

abstract = "Vinylogous aldol condensation on some dihydropirimidine (DHPM) derivatives has been successfully performed using p-toluenesulfonic acid as a Br{\o}nsted acid catalyst. The pure products could be obtained without further purification. Employing this method, 20 styryldihydropyrimidine derivatives have been successfully synthesized wherein 19 of them are new compounds. The structures of the reaction products were elucidated by spectroscopic methods (IR, NMR, MS), while their cytotoxic activities were determined toward two cancer cell lines HeLa and MCF-7. Some compounds showed high activity better than doxorubicin as a positive control.",

keywords = "Br{\o}nsted Acid Catalyst, Cancer Cells, Cytotoxic, Dihydropyrimidinone, Vinylogous Aldol Condensation",

author = "Haq, {K. U.} and R. Ramadhan and Kristanti, {A. N.} and H. Suwito",

note = "Funding Information: The authors acknowledge Lembaga Penelitian dan Inovasi and Faculty of Science and Technology, Airlangga University for the Research Funding through scheme Penelitian Unggulan Fakultas year 2019, Grant No. 2431/UN.3.1.8/LT/2019. Moreover, we address our high appreciation and gratitude to ENAGO for reviewing and editing the manuscript. Publisher Copyright: {\textcopyright} 2023, Rasayan Journal of Chemistry, c/o Dr. Pratima Sharma. All rights reserved.",

year = "2023",

month = jan,

day = "1",

doi = "10.31788/RJC.2023.1618045",

language = "English",

volume = "16",

pages = "188--200",

journal = "Rasayan Journal of Chemistry",

issn = "0974-1496",

publisher = "Rasayan Journal",

number = "1",

}

TY - JOUR

T1 - ANTICANCER EVALUATION AND SYNTHESIS OF STYRYLDIHYDROPYRIMIDINE VIA BRONSTED ACID-CATALYZED VINYLOGOUS ALDOL REACTION

AU - Haq, K. U.

AU - Ramadhan, R.

AU - Kristanti, A. N.

AU - Suwito, H.

N1 - Funding Information: The authors acknowledge Lembaga Penelitian dan Inovasi and Faculty of Science and Technology, Airlangga University for the Research Funding through scheme Penelitian Unggulan Fakultas year 2019, Grant No. 2431/UN.3.1.8/LT/2019. Moreover, we address our high appreciation and gratitude to ENAGO for reviewing and editing the manuscript. Publisher Copyright: © 2023, Rasayan Journal of Chemistry, c/o Dr. Pratima Sharma. All rights reserved.

PY - 2023/1/1

Y1 - 2023/1/1

N2 - Vinylogous aldol condensation on some dihydropirimidine (DHPM) derivatives has been successfully performed using p-toluenesulfonic acid as a Brønsted acid catalyst. The pure products could be obtained without further purification. Employing this method, 20 styryldihydropyrimidine derivatives have been successfully synthesized wherein 19 of them are new compounds. The structures of the reaction products were elucidated by spectroscopic methods (IR, NMR, MS), while their cytotoxic activities were determined toward two cancer cell lines HeLa and MCF-7. Some compounds showed high activity better than doxorubicin as a positive control.

AB - Vinylogous aldol condensation on some dihydropirimidine (DHPM) derivatives has been successfully performed using p-toluenesulfonic acid as a Brønsted acid catalyst. The pure products could be obtained without further purification. Employing this method, 20 styryldihydropyrimidine derivatives have been successfully synthesized wherein 19 of them are new compounds. The structures of the reaction products were elucidated by spectroscopic methods (IR, NMR, MS), while their cytotoxic activities were determined toward two cancer cell lines HeLa and MCF-7. Some compounds showed high activity better than doxorubicin as a positive control.

KW - Brønsted Acid Catalyst

KW - Cancer Cells

KW - Cytotoxic

KW - Dihydropyrimidinone

KW - Vinylogous Aldol Condensation

UR - http://www.scopus.com/inward/record.url?scp=85150775304&partnerID=8YFLogxK

U2 - 10.31788/RJC.2023.1618045

DO - 10.31788/RJC.2023.1618045

M3 - Article

AN - SCOPUS:85150775304

SN - 0974-1496

VL - 16

SP - 188

EP - 200

JO - Rasayan Journal of Chemistry

JF - Rasayan Journal of Chemistry

IS - 1

ER -

ANTICANCER EVALUATION AND SYNTHESIS OF STYRYLDIHYDROPYRIMIDINE VIA BRONSTED ACID-CATALYZED VINYLOGOUS ALDOL REACTION

Abstract

Keywords

UN SDGs

Access to Document

Fingerprint

Cite this