Design, synthesis and antitumor activity of phthalazine-1,4-dione-based menaquinone analogs

[Display omitted] New chemotherapeutics are needed to treat hepatocellular carcinoma (HCC), and menaquinones, homologs of vitamin K consisting of a 1,4-naphthoquinone core and a (poly)isoprene chain, are potential candidates. In this study, we designed and synthesized a series of phthalazine-1,4-dio...

Full description

Saved in:
Bibliographic Details
Published inBioorganic & medicinal chemistry letters Vol. 43; p. 128065
Main Authors Fujii, Shinya, Miura, Takahiro, Oikawa, Tsuyoshi, Qin, Xian-Yang, Kojima, Soichi, Kagechika, Hiroyuki
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.07.2021
Elsevier
Subjects
Antitumor
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Life Sciences & Biomedicine
Menaquinone
Pharmacology & Pharmacy
Phthalazine
Phthalazine-1,4-dione
Physical Sciences
Science & Technology
Phthalazine
Phthalazine-1,4-dione
Menaquinone
Antitumor
CELLS
HEPATOCELLULAR-CARCINOMA
Phthalazine-1
DISEASE
GROWTH
4-dione
VITAMIN-K
RECURRENCE
DERIVATIVES
Online AccessGet full text

Cover

More Information
Summary:[Display omitted] New chemotherapeutics are needed to treat hepatocellular carcinoma (HCC), and menaquinones, homologs of vitamin K consisting of a 1,4-naphthoquinone core and a (poly)isoprene chain, are potential candidates. In this study, we designed and synthesized a series of phthalazine-1,4-dione-based menaquinone analogs. Among them, compounds bearing the intact isoprene chain exhibited selective antiproliferative activity towards HCC cell line JHH7, as compared with normal hepatocytes. The geranyl derivative 10 showed submicromolar potency, and might be a promising lead compound for anticancer agents.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2021.128065