Cytotoxic isoflavans from Eysenhardtia polystachya.
Two new cytotoxic isoflavans, (3S)-7-hydroxy-2',3',4',5', 8-pentamethoxyisoflavan (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.
Alvarez
L
L
Departamento de Química Orgánica, Facultad de Ciencias Químicas e Ingeniería, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Chamilpa 62210, Cuernavaca, Morelos, Mexico.
Rios
M Y
MY
Esquivel
C
C
Chávez
M I
MI
Delgado
G
G
Aguilar
M I
MI
Villarreal
M L
ML
Navarro
V
V
D000818:Animals; D000890:Anti-Infective Agents / Q000302:isolation & purification / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D001578:Benzopyrans / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007306:Insecticides / Q000302:isolation & purification; D007529:Isoflavones; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008800:Mexico; D051379:Mice; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D010946:Plants, Medicinal / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D018411:Spodoptera; D013781:Texas; D014407:Tumor Cells, Cultured
C113216:3',7-dihydroxy-2',4',5',8-tetramethoxyisoflavan; C113215:7-hydroxy-2',3',4',5',8-pentamethoxyisoflavan; D000890:Anti-Infective Agents; D000972:Antineoplastic Agents, Phytogenic; D001578:Benzopyrans; D007306:Insecticides; D007529:Isoflavones