RRC ID 44897
Author Okamoto S, Ishihara S, Okamoto T, Doi S, Harui K, Higashino Y, Kawasaki T, Nakajima N, Saito A.
Title Inhibitory activity of synthesized acetylated Procyanidin B1 analogs against HeLa S3 cells proliferation.
Journal Molecules
Abstract Proanthocyanidins, also known as condensed tannins and/or oligomeric flavonoids, occur in many edible plants and have various interesting biological activities. Previously, we reported a synthetic method for the preparation of various procyanidins in pure form and described their biological activities. Here, we describe the synthesis of procyanidin B1 acetylated analogs and discuss their inhibition activities against HeLa S3 cell proliferation. Surprisingly, the lower-unit acetylated procyanidin B1 strongly inhibited the proliferation of HeLa S3 cells. This molecule showed much stronger inhibitory activity than did epigallocatechin-3-O-gallate (EGCG), green tea polyphenol, and dimeric compounds that included EGCG as a unit. This result suggests that the phenolic hydroxyl groups of the upper-units in flavan-3-ols are important for their inhibitory activity against cancer cell proliferation and that a hydrophobic lower unit dimer enhances this activity.
Volume 19(2)
Pages 1775-85
Published 2014-2-4
DOI 10.3390/molecules19021775
PII molecules19021775
PMID 24500007
PMC PMC6271516
MeSH Acetylation Biflavonoids / chemical synthesis* Biflavonoids / chemistry Biflavonoids / pharmacology Catechin / analogs & derivatives Catechin / chemical synthesis* Catechin / chemistry Catechin / pharmacology Cell Proliferation / drug effects* HeLa Cells Humans Neoplasms / drug therapy* Neoplasms / pathology Polymers / chemistry Proanthocyanidins / chemical synthesis* Proanthocyanidins / chemistry Proanthocyanidins / pharmacology Tea / chemistry
IF 3.267
Times Cited 10
WOS Category CHEMISTRY, ORGANIC
Resource
Human and Animal Cells HeLa.S3(RCB0191)