Cytotoxic isoflavans from Eysenhardtia polystachya

• Published in: Journal of natural products (Washington, D.C.) Vol. 61; no. 6; pp. 767 - 770
• Main Authors: Alvarez, L. (Universidad Autonoma del Estado de Morelos, Morelos, Mexico.), Rios, M.Y, Esquivel, C, Chavez, M.I, Delgado, G, Aguilar, M.I, Villarreal, M.L, Navarro, V
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.06.1998; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Animals; Anti-Infective Agents - isolation & purification; Anti-Infective Agents - pharmacology; ANTIMICROBIAL PROPERTIES; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; BARK; Benzopyrans - isolation & purification; Benzopyrans - pharmacology; Biological and medical sciences; BOIS; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; Chemistry, Medicinal; COMPOSICION QUIMICA; COMPOSITION CHIMIQUE; CORTEZA; CYTOTOXIC COMPOUNDS; DRUG PLANTS; Drug Screening Assays, Antitumor; ECORCE; ESPECTROMETRIA; ESTRUCTURA QUIMICA; FLAVONOIDE; FLAVONOIDES; FLAVONOIDS; General pharmacology; Humans; INSECTICIDAL PROPERTIES; INSECTICIDAS; INSECTICIDE; INSECTICIDES; Insecticides - isolation & purification; Isoflavones; KB CELL LINES; LEGUMINOSAE; Life Sciences & Biomedicine; MADERA; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; MEXICO; MEXIQUE; Mice; Microbial Sensitivity Tests; Molecular Conformation; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; PLANTAS MEDICINALES; PLANTE MEDICINALE; Plants, Medicinal - chemistry; PROPIEDADES ANTIMICROBIANAS; PROPRIETE ANTIMICROBIENNE; Science & Technology; SPECTRAL ANALYSIS; SPECTROMETRIE; SPECTROMETRY; Spectrophotometry, Infrared; Spectrophotometry, Ultraviolet; Spodoptera; STRUCTURE CHIMIQUE; SUBSTANCE TOXIQUE; SUSTANCIAS TOXICAS; Texas; TOXIC SUBSTANCES; Tumor Cells, Cultured; WOOD; Central America; Mexico; America; Texas; DALBERGIA; ISOFLAVONOID CONSTITUENTS; Antineoplastic agent; Trunk; Insecticide; Pharmacognosy; Bark; Oxygen heterocycle; In vitro; Biological activity; Antimicrobial agent; Medicinal plant; Leguminosae; Folk medicine; Dicotyledones; KB cell line; Angiospermae; Plant origin; Bicyclic compound; Phenols; Isolation; Spermatophyta; Aromatic compound; Tumor cell; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np970586b

Two new cytotoxic isoflavans, (3S)-7-hydroxy-2',3',4',5',8-pentamethox (1) and (3S)3',7-dihydroxy-2',4', 5', 8-tetramethoxyisoflavan (2), were isolated from the bark and trunks of Eysenhardtia polystachya (Leguminosae), together with the known constituents stigmasterol, isoduartin, cuneatin, 7-hydroxy-2',4',5'-trimethoxyisoflavone, and 3,4-dimethoxy-8,9-(methylenedioxy)pterocarpan. The structures of 1 and 2 were elucidated on the basis of spectroscopic methods. The antimicrobial, cytotoxic, and insecticidal potential of some of these compounds were evaluated. The isoflavans 1, 2, and isoduartin (2',7-dihydroxy-3',4',8-trimethoxyisoflavan) displayed moderate cytotoxic activity against KB cell lines.