Estrogenic activity of phenylpropanoids from Sarcomelicope megistophylla and structure determination of a new norneolignan.
Bioassay-guided fractionation of the neutral extract of the bark of Sarcomelicope megistophylla resulted in the isolation of the new nor-neolignan sarcomeginal ( 1), together with the known ailanthoidol ( 2) and (+/-)-seco-isolariciresinol ( 3). The structure of 1 was determined by spectroscopic means. Estrogenic activity of the isolated compounds was tested using estrogen receptor-positive MCF7 and estrogen receptor-negative MDA-MB-231 human mammary adenocarcinoma cell lines. Compound 3 displayed significant estrogenic activity.
Fokialakis
Nikolas
N
Department of Pharmacy, Laboratory of Pharmacognosy, University of Athens, Athens, Greece.
Magiatis
Prokopios
P
Mitaku
Sofia
S
Pratsinis
Harris
H
Tillequin
François
F
D000230:Adenocarcinoma / Q000188:drug therapy; D018931:Antineoplastic Agents, Hormonal / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D001572:Benzofurans / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D001943:Breast Neoplasms / Q000188:drug therapy; D004305:Dose-Response Relationship, Drug; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D008031:Lignin / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D009284:Naphthols / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D008517:Phytotherapy; D024301:Plant Bark; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D011960:Receptors, Estrogen / Q000187:drug effects*; D027821:Rutaceae; D014407:Tumor Cells, Cultured / Q000187:drug effects
D018931:Antineoplastic Agents, Hormonal; D001572:Benzofurans; D017705:Lignans; D009284:Naphthols; D010936:Plant Extracts; D011960:Receptors, Estrogen; C476933:ailanthoidol; C478030:sarcomeginal; C060284:isolariciresinol; D008031:Lignin