Isoputrin and Butrin, the Antihepatotoxic Principles ofButea monospermaFlowers¹

Abstract

Since an extract from the flowers of Butea monosperma, a plant drug used in India for the treatment of liver disorders, showed significant activity in different models of liver damage, the extract was fractionated by solvent partitioning and HPLC, and activity monitored by means of Cd4-and Ga1N-induced liver lesion in Vitro. The antihepatotoxic principles isolated consisted of two known flavonoids, isobutrin (3, 4, 2', 4'-tetrahydroxychalcone-3, 4'-diglucoside), and the less active butrin (7, 3', 4'-trihydroxyflavanone-7, 3-diglucoside). For qualitative and quantitative analysis of isobutrin and butrin in extracts of Butea monosperma flowers a HPLC system was developed.

Bioactive Flavonoids of the Flowers of Butea monosperma

“…12) From the flowers of this plant species the flavonoids butin (1), butein (2), butrin (3), isobutrin, palasitrin, coreopsin, isocoreopsin, sulphuresin, monospermoside (4), isomonospermoside (5) and 7,3Ј,4Ј-trihydroxyflavone (6) have been isolated. [13][14][15] Antihepatotoxic activity of the flower extract 16) and of compound 3 and isobutrin 17) has been observed. Compound 1 which was isolated from the seeds of this plant species showed estrogenic and postcoital anti-conceptive activity in rats.…”

“…Investigation of the flowers of Butea monosperma resulted in the isolation of twelve flavonoids. These included a new dihydrochalcone, dihydromonospermoside (7), together with three known chalcones, butein (2), 13 monospermoside (4) 14,22) and isoliquiritigenin (8), 23,24) one flavone, 7,3Ј,4Ј-trihydroxyflavone (6), 25) four flavanones, (Ϫ)-butin (1a), 26,27) (Ϫ)-butrin (3a), 17,27) (ϩ)-isomonospermoside (5b) 14) and (Ϫ)-liquiritigenin (9a), 23) and three isoflavones, formononetin (10), 28) afrormosin (11) 29) and formononetin-7-Ob-D-glucopyranoside (12). 29) The spectroscopic and physical data of the flavanones 1a, 3a, 5b and 9a are presented in Experimental.…”

Mechanistic Evaluation of Butea Monosperma Using in Vitro and in Vivo Murine Models of Bronchial Asthma

“…The folklore uses flowers and leaves of Butea monosperma are anticonvulsant, antioxidant, antistress, and memory and behaviour stimulant, antigout, diuretic, anti-inflammatory, antiulcer, astringent and antihepatotoxic 6,7 . The plant is known to have hepatoprotective 8 , anti-inflammatory 9 , anti-diabetic 10 , anti-stress, anti-diarrheal, aphrodisiac, diuretic, febrifuge, anti-arthritic and anti-estrogenic 11 activities. Butea monosperma flowers contain butin and butrin, isobutrin, palasitrin, coreipsin and isocoreipsin, chalcones, and aurones 12 .…”

Phytochemical Evaluation and High-Performance Thin Layer Chromatography Profiling: Sapindus Emarginatus Vahl. And Morinda Pubescens J.E.SM. Barks Extracts

“…It is also used in various diseases as treatments of hepatotoxicity, nephrotoxicity, neurotoxicity, diabetes, cancer, Alzheimer's, etc. [5,[17][18][19][20][21].…”