1.
Bioorg Med Chem Lett
; 28(4): 778-782, 2018 02 15.
Article
in English
| MEDLINE
| ID: mdl-29352645
ABSTRACT
A diverse library of chromene-xanthene hybrids were synthesized through intramolecular Friedel-Crafts reaction of the arenoxy carbinols. Examples include first incorporation of amino acid tyrosine into xanthene skeletons with polar functionalities. A careful structural evaluation revealed that tyrosine crafted chromene-xanthene hybrids exhibited good activities against breast cancer cell lines MCF-7, MDA-MB-231. The lead compound 16 displays significant cell cycle arrest at G1 phase and induces apoptosis in MDA-MB-231 cells.
Subject(s)
Antineoplastic Agents/pharmacology , Benzopyrans/pharmacology , Breast Neoplasms/drug therapy , Xanthenes/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/toxicity , Apoptosis/drug effects , Benzopyrans/chemical synthesis , Benzopyrans/toxicity , Cell Line, Tumor , G1 Phase Cell Cycle Checkpoints/drug effects , HEK293 Cells , Humans , Molecular Structure , Tamoxifen/pharmacology , Xanthenes/chemical synthesis , Xanthenes/toxicity
2.
Org Biomol Chem
; 15(8): 1762-1766, 2017 Feb 22.
Article
in English
| MEDLINE
| ID: mdl-28139802
ABSTRACT
The first examples of amino acid derived α,ß-unsaturated esters to Z-alkylidene oxindoles via 3-aza-Cope rearrangement using In(OTf)3 are reported.
