title: One-pot synthesis of cinnamylideneacetophenones and their in vitro cytotoxicity in breast cancer cells.
abstract: A series of cinnamylideneacetophenones were synthesized via a modified Claisen-Schmidt condensation reaction and evaluated for cytotoxicity against breast cancer cells using the Alamar Blue™ assay. Derivatives 17 and 18 bearing a 2-nitro group on the B ring, exhibited sub-micromolar cytotoxicity in MCF-7 cells (IC50=71 and 1.9 nM), respectively. Derivative 17 also displayed sub-micromolar (IC50=780 nM) cytotoxicity in MDA-MB-468 cells. Additionally, 17 and 18 displayed significantly less cytotoxicity than the chemotherapeutic doxorubicin in non-tumorigenic MCF-10A cells. This study provides evidence supporting the continued development of nitro-substituted cinnamylideneacetophenones as small molecules to treat breast cancer.
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States.
authors: David J
authors: DJ
authors: Weldon
authors: Department of Pharmaceutical Sciences, Hampton University, Hampton, VA, United States.
authors: Marilyn D
authors: MD
authors: Saulsbury
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States.
authors: Joshua
authors: J
authors: Goh
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Leah
authors: L
authors: Rowland
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Petreena
authors: P
authors: Campbell
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States; Department of Chemistry, Geology and Physics, School of Mathematics, Science & Technology, Elizabeth City State University, Elizabeth City, NC, United States.
authors: Laijia
authors: L
authors: Robinson
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States.
authors: Calvin
authors: C
authors: Miller
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States.
authors: Joshua
authors: J
authors: Christian
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Louisa
authors: L
authors: Amis
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Nia
authors: N
authors: Taylor
authors: Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Cassandra
authors: C
authors: Dill
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States; Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States.
authors: Willie
authors: W
authors: Davis
authors: Department of Neuroscience and Pharmacology, Meharry Medical College, Nashville, TN, United States.
authors: Stanley L
authors: SL
authors: Evans
authors: Department of Pharmaceutical and Administrative Sciences, School of Pharmacy, Loma Linda University, Loma Linda, CA, United States; Department of Basic Sciences, School of Medicine, Loma Linda University, Loma Linda, CA, United States; Department of Chemistry, University of California, Riverside, CA 92521, United States. Electronic address: ebrantley@llu.edu.
authors: Eileen
authors: E
authors: Brantley
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D061986:MCF-7 Cells; D015394:Molecular Structure; D009578:Nitrobenzenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D007659:Ketones; D009578:Nitrobenzenes
keywords: Breast cancer; Chalcone derivatives; Cytotoxicity; Estrogen receptor; Leinamycin