PMID- 30200295 OWN - NLM STAT- MEDLINE DCOM- 20181211 LR - 20231004 IS - 1420-3049 (Electronic) IS - 1420-3049 (Linking) VI - 23 IP - 9 DP - 2018 Aug 31 TI - Chemical Constituents and Antidepressant-Like Effects in Ovariectomized Mice of the Ethanol Extract of Alternanthera philoxeroides. LID - 10.3390/molecules23092202 [doi] LID - 2202 AB - The previously unreported flavone glycoside, demethyltorosaflavone B (2) and the E-propenoic acid substituted flavone, torosaflavone E (3a), were isolated together with nine previously reported metabolites, including indole-3-carbaldehyde, oleanonic acid, vanillic acid, p-hydroxybenzoic acid, altheranthin (1a), alternanthin B (1b), demethyltorosaflavone D (3b), luteolin 8-C-E-propenoic acid (4) and chrysoeriol 7-O-rhamnoside (5), from the ethanol extract of the aerial part of Althernanthera philoxeroides. The crude ethanol extract was evaluated for its in vitro estrogenic activity in MCF-7 breast cancer cell line. The crude ethanol extract was also investigated in vivo for its antidepressant-like effects on ovariectomized mice using tail suspension and forced swimming tests, while its effect on the locomotor activity was evaluated by a Y-maze test. The effect of the crude extract on the serum corticosterone level, size and volume of uterus of the ovariectomized mice were also investigated. The expression of the mouse cyclic adenosine monophosphate (cAMP) response element-binding protein (CREB), brain-derived neurotrophic factor (BDNF) and beta-actin mRNAs in hippocampus and frontal cortex was also evaluated, using semiquantitative reverse transcription-polymerase chain reaction. The crude extract and the isolated compounds 1a, 1b, 3a, 3b and 5, were evaluated for their inhibitory effects on monoamine oxidases (MAOs)-A and -B. FAU - Khamphukdee, Charinya AU - Khamphukdee C AD - Graduate School of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand. jarin_jd@yahoo.com. FAU - Monthakantirat, Orawan AU - Monthakantirat O AD - Division of Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand. oramon@kku.ac.th. FAU - Chulikhit, Yaowared AU - Chulikhit Y AD - Division of Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand. yaosum@kku.ac.th. FAU - Buttachon, Suradet AU - Buttachon S AUID- ORCID: 0000-0002-5134-0115 AD - ICBAS-Instituto de Ciencias Biomedicas Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. nokrari_209@hotmail.com. AD - Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Terminal de Cruzeiros do Porto de Lexoes, Av. General Norton de Matos s/n, 4450-208 Matosinhos, Portugal. nokrari_209@hotmail.com. FAU - Lee, Michael AU - Lee M AD - Department of Chemistry, University of Leicester, University Road, Leicester LE 7 RH, UK. ml34@leicester.ac.uk. FAU - Silva, Artur M S AU - Silva AMS AUID- ORCID: 0000-0003-2861-8286 AD - Departamento de Quimica & QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal. artur.silva@ua.pt. FAU - Sekeroglu, Nazim AU - Sekeroglu N AD - Department of Food Engineering, Faculty of Architecture and Engineering, Kilis 7 Aralik University, Kilis 79000, Turkey. nsekeroglu@gmail.com. FAU - Kijjoa, Anake AU - Kijjoa A AUID- ORCID: 0000-0002-3321-1061 AD - ICBAS-Instituto de Ciencias Biomedicas Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. ankijjoa@icbas.up.pt. AD - Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Terminal de Cruzeiros do Porto de Lexoes, Av. General Norton de Matos s/n, 4450-208 Matosinhos, Portugal. ankijjoa@icbas.up.pt. LA - eng PT - Journal Article DEP - 20180831 PL - Switzerland TA - Molecules JT - Molecules (Basel, Switzerland) JID - 100964009 RN - 0 (Antidepressive Agents) RN - 0 (Brain-Derived Neurotrophic Factor) RN - 0 (Complex Mixtures) RN - 0 (Cyclic AMP Response Element-Binding Protein) RN - 0 (Estrogens) RN - 0 (Flavonoids) RN - 0 (Plant Extracts) RN - 3K9958V90M (Ethanol) RN - EC 1.4.3.4 (Monoamine Oxidase) RN - W980KJ009P (Corticosterone) SB - IM MH - Amaranthaceae/*chemistry MH - Animals MH - Antidepressive Agents/chemistry/pharmacology/*therapeutic use MH - Behavior, Animal MH - Brain-Derived Neurotrophic Factor/metabolism MH - Complex Mixtures MH - Corticosterone/blood MH - Cyclic AMP Response Element-Binding Protein/metabolism MH - Depression/blood/*drug therapy MH - Estrogens/administration & dosage/pharmacology MH - Ethanol/*chemistry MH - Female MH - Flavonoids/chemistry/pharmacology/therapeutic use MH - Humans MH - Hypothalamo-Hypophyseal System/drug effects MH - MCF-7 Cells MH - Mice, Inbred ICR MH - Monoamine Oxidase/metabolism MH - Organ Size/drug effects MH - *Ovariectomy MH - Pituitary-Adrenal System/drug effects MH - Plant Extracts/*chemistry/pharmacology/*therapeutic use MH - Uterus/drug effects/pathology PMC - PMC6225253 OTO - NOTNLM OT - Althernanthera philoxeroides OT - C-E-propenoic substituted flavones OT - C-glycosylated flavones OT - MAO inhibitor OT - antidepressant-like effects OT - estrogenic activity OT - ovariectomized mice COIS- The authors declare no conflict of interest. EDAT- 2018/09/12 06:00 MHDA- 2018/12/12 06:00 PMCR- 2018/08/31 CRDT- 2018/09/12 06:00 PHST- 2018/08/22 00:00 [received] PHST- 2018/08/28 00:00 [revised] PHST- 2018/08/29 00:00 [accepted] PHST- 2018/09/12 06:00 [entrez] PHST- 2018/09/12 06:00 [pubmed] PHST- 2018/12/12 06:00 [medline] PHST- 2018/08/31 00:00 [pmc-release] AID - molecules23092202 [pii] AID - molecules-23-02202 [pii] AID - 10.3390/molecules23092202 [doi] PST - epublish SO - Molecules. 2018 Aug 31;23(9):2202. doi: 10.3390/molecules23092202.