4-Flourophenyl-substituted 5H-indeno[1,2-b]pyridinols with enhanced topoisomerase IIα inhibitory activity: Synthesis, biological evaluation, and structure?activity relationships > REFERENCE LIBRARY

본문 바로가기
커뮤니티

[EZ-Cytox] 4-Flourophenyl-substituted 5H-indeno[1,2-b]pyridinols with enhanced topoisomerase IIα inhibitory act…

김상진
2022-01-28 09:20 2,400 1

본문

년도
2021
제품명
EZ-Cytox
학술지명
Bioorganic Chemistry

Highlights

Thirty six 4-flourophenyl-substituted 5H-indeno[1,2-b]pyridinols were synthesized.

Majority of compounds displayed potent topo IIα inhibitory activity.

Ortho-fluorophenyl substituents at 4-position displayed strong topo IIα inhibition.

Interchange in functionality of indenopyridinols enhanced topo IIα inhibition.

Abstract

A series of fluorinated and hydroxylated 2,4-diphenyl indenopyridinols were designed and synthesized using l-proline-catalyzed and microwave-assisted synthetic methods for the development of new anticancer agents. Adriamycin and etoposide were used as reference compounds for the evaluation of topo IIα inhibitory and anti-proliferative activity of the synthesized compounds. Exploring the structure–activity relationships of 36 prepared compounds and biological results, most of the compounds with ortho- and para-fluorophenyl at 4-position of indenopyridinol ring displayed strong topo IIα inhibition. In addition, the majority of the ortho- and meta-fluorophenyl substituted compounds 124 displayed strong anti-proliferative activity against DU145 prostate cancer cell line compared to the positive controls. Interestingly, compound 4 possessing ortho-phenolic and ortho-fluorophenyl group at 2- and 4-position, respectively of the central pyridine ring showed high anti-proliferative activity (IC50 = 0.82 μM) against T47D human breast cancer cell line, while para-phenolic and para-fluorophenyl substituted compound 36 exhibited potent topo IIα inhibitory activity with 94.7% and 88.6% inhibition at 100 μM and 20 μM concentration, respectively. A systematic comparison between the results of this study and the previous study indicated that minor changes in the position of functional groups in the structure affect the topo IIα inhibitory activity and anti-proliferative activity of the compounds. The findings from this study will provide valuable information to the researchers working on the medicinal chemistry of topoisomerase IIα-targeted anticancer agents.

댓글목록1

김상진님의 댓글

김상진
2022-01-28 09:20
JournalImpactFactor(2019) : 4.831
카카오톡
이메일
견적/제품문의
샘플신청
게시판 전체검색