title: Antiproliferative lactams and spiroenone from adlay bran in human breast cancer cell lines.
abstract: Two new lactams, coixspirolactam D (1) and coixspirolactam E (2), and a new spiroenone, coixspiroenone (3), together with seven known compounds, coixspirolactam A (4), coixspirolactam B (5), coixspirolactam C (6), coixlactam (7), coixol (8), ethyl dioxindole-3-acetate (9), and isoindol-1-one (10), and two neolignans, zhepiresionol (11) and ficusal (12), were isolated from the bioactive subfraction of adlay bran ethanolic extract (ABE). Compounds 9 and 10 are the first isolates from natural resources. The structures of new compounds were identified by spectroscopic methods, including infrared (IR) spectrum, 1D and 2D nuclear magnetic resonance (NMR), and mass spectrum (MS). All of the isolated compounds were tested for antiproliferative effects on MCF-7, MDA-MB-231, and T-47D cells. Results showed that compounds 1, 3, 4, 6, and 7 at 50 μM significantly inhibited MCF-7 cell proliferation by 30.2, 19.2, 21.0, 13.5, and 32.4%, respectively; compounds 2, 4, and 7 significantly inhibited T-47D cells at 50 μM by 20.7, 24.8, and 28.9%; and compounds 1, 2, and 12 significantly inhibited MDA-MB-231 cells at 50 μM by 47.4, 25.3, and 69.3%, respectively. In conclusion, ABE has antiproliferative activities, and this effect is partially related to the presence of lactams and spiroenone.
authors.affiliation: Graduate Institute of Food Science and Technology, National Taiwan University , Taipei 106, Taiwan.
authors.forename: Cheng-Pei
authors.initials: CP
authors.lastname: Chung
authors.forename: Chih-Ying
authors.initials: CY
authors.lastname: Hsu
authors.forename: Jing-Hui
authors.initials: JH
authors.lastname: Lin
authors.forename: Yueh-Hsiung
authors.initials: YH
authors.lastname: Kuo
authors.forename: Wenchang
authors.initials: W
authors.lastname: Chiang
authors.forename: Yun-Lian
authors.initials: YL
authors.lastname: Lin
mesh_terms: D000972:Antineoplastic Agents, Phytogenic; D001943:Breast Neoplasms; D002455:Cell Division / Q000187:drug effects*; D045744:Cell Line, Tumor; D031742:Coix / Q000737:chemistry*; D006801:Humans; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D012639:Seeds / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D007769:Lactams; D013141:Spiro Compounds; C557868:coixspiroenone