Flavonoids from Iris songarica and their antioxidant and estrogenic activity.
A new dihydroflavonol, songaricol ( 1) and seven known flavonoids, ayamenin A ( 2), irisflavone A ( 3), 5,7-dihydroxy-2',6-dimethoxyisoflavone ( 4), irilin B ( 5), 5,3'-dihydroxy-7,8,2'-trimethoxyisoflavone ( 6) and irisoid A ( 7) were isolated from rhizome and roots of IRIS SONGARICA. Structure elucidation of 1 was achieved through extensive NMR and circular dichroism techniques. Compounds 1, 5 and 7 showed antioxidant activity in HL-60 cells (IC50 values of 21, 11 and 3.8 microg/mL), whereas 2, 5 and the previously isolated irisone B were able to show estrogenic response (EC50 values of 305.5, 159.7 and 322.0 microg/mL) in yeast cells expressing human estrogen receptor (ER-alpha).
Moein
Mahmood R
MR
National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS, USA.
Khan
Shabana I
SI
Ali
Zulfiqar
Z
Ayatollahi
Syed A
SA
Kobarfard
Farzad
F
Nasim
Shama
S
Choudhary
Muhammad I
MI
Khan
Ikhlas A
IA
D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002942:Circular Dichroism; D004967:Estrogens / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018922:HL-60 Cells; D006801:Humans; D031323:Iris Plant / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D027343:Rhizome / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D018675:Toxicity Tests
D000975:Antioxidants; D004967:Estrogens; D005419:Flavonoids