Abstract
One new dihydrochalcone, dihydromonospermoside (7), was isolated from the flowers of Butea monosperma together with three known chalcones, butein (2), monospermoside (4) and isoliquiritigenin (8), one flavone, 7,3',4'-trihydroxyflavone (6), four flavanones, (-)-butin (1a), (-)-butrin (3a), (+)-isomonospermoside (5b) and (-)-liquiritigenin (9a), and three isoflavones, formononetin (10), afrormosin (11) and formononetin-7-O-beta-D-glucopyranoside (12). The structure of the new compound was elucidated by spectroscopic techniques whereas those of the known compounds were identified by comparisons of spectroscopic and some physical data with those of reported compounds. The absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9a were established to be 2S, 2S, 2R and 2S, respectively, by circular dichroism spectral measurements and were confirmed by comparison of the optical rotations with those of reported values and by enzymic hydrolysis of the glucosides to the corresponding aglycones. The isolated flavonoids exhibited varying antimycobacterial activity with the chalcone 2 being the most active compound (MIC 12.5 microg/ml).
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Claims 12
Claim · model-written summary
A new dihydrochalcone, dihydromonospermoside (7), was isolated from the flowers of Butea monosperma.
- Taxon
- Butea monosperma
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Butea monospermae0 - Organ / stage
- flowerse0
- Outcome
- new dihydrochalcone, dihydromonospermoside (7)e0
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
.jpg?width=500)
Verbatim
e0“One new dihydrochalcone, dihydromonospermoside (7), was isolated from the flowers of Butea monosperma”
Claim · model-written summary
Three known chalcones, butein (2), monospermoside (4) and isoliquiritigenin (8), were isolated from the flowers of Butea monosperma.
- Taxon
- Butea monospermaButea monospermae0
- Organ / stage
- flowerse0
- Outcome
- three known chalcones, butein (2), monospermoside (4) and isoliquiritigenin (8)e1
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e1“three known chalcones, butein (2), monospermoside (4) and isoliquiritigenin (8)”
Claim · model-written summary
Flavanones (-)-butin (1a), (-)-butrin (3a) and (+)-isomonospermoside (5b) were isolated from the flowers of Butea monosperma.
- Taxon
- Butea monospermaButea monospermae0
- Organ / stage
- flowerse0
- Outcome
- (-)-butin (1a), (-)-butrin (3a), (+)-isomonospermoside (5b)e1
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e1“(-)-butin (1a), (-)-butrin (3a), (+)-isomonospermoside (5b)”
Claim · model-written summary
The flavone 7,3',4'-trihydroxyflavone (6) was isolated from the flowers of Butea monosperma.
- Taxon
- Butea monospermaButea monospermae0
- Organ / stage
- flowerse0
- Outcome
- one flavone, 7,3',4'-trihydroxyflavone (6)e1
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e1“one flavone, 7,3',4'-trihydroxyflavone (6)”
Claim · model-written summary
The flavanone (-)-liquiritigenin (9a) was isolated from the flowers of Butea monosperma.
- Taxon
- Butea monospermaButea monospermae0
- Organ / stage
- flowerse0
- Outcome
- (-)-liquiritigenin (9a)e1
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e1“(-)-liquiritigenin (9a)”
Claim · model-written summary
Three isoflavones, formononetin (10), afrormosin (11) and formononetin-7-O-beta-D-glucopyranoside (12), were isolated from the flowers of Butea monosperma.
- Taxon
- Butea monospermaButea monospermae0
- Organ / stage
- flowerse0
- Outcome
- formononetin (10), afrormosin (11) and formononetin-7-O-beta-D-glucopyranoside (12)e2
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e2“three isoflavones, formononetin (10), afrormosin (11) and formononetin-7-O-beta-D-glucopyranoside (12)”
Claim · model-written summary
The absolute configuration at the 2-position of flavanone 1a is 2S.
- Taxon
- Butea monospermaButea monospermae0
- Outcome
- absolute configurations at the 2-position of the flavanones 1ae3
- Value
- 2Se3
- Qualifier
- by circular dichroism spectral measurementse3
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e3“The absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9a were established to be 2S, 2S, 2R and 2S, respectively, by circular dichroism spectral measurements”
Claim · model-written summary
The absolute configuration at the 2-position of flavanone 3a is 2S.
- Taxon
- Butea monospermaButea monospermae0
- Outcome
- absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9ae3
- Value
- 2Se3
- Qualifier
- by circular dichroism spectral measurementse3
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e3“The absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9a were established to be 2S, 2S, 2R and 2S, respectively, by circular dichroism spectral measurements”
Claim · model-written summary
The absolute configuration at the 2-position of flavanone 5b is 2R.
- Taxon
- Butea monospermaButea monospermae0
- Outcome
- absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9ae3
- Value
- 2Re3
- Qualifier
- by circular dichroism spectral measurementse3
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e3“The absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9a were established to be 2S, 2S, 2R and 2S, respectively, by circular dichroism spectral measurements”
Claim · model-written summary
The absolute configuration at the 2-position of flavanone 9a is 2S.
- Taxon
- Butea monospermaButea monospermae0
- Outcome
- absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9ae3
- Value
- 2Se3
- Qualifier
- by circular dichroism spectral measurementse3
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e3“The absolute configurations at the 2-position of the flavanones 1a, 3a, 5b and 9a were established to be 2S, 2S, 2R and 2S, respectively, by circular dichroism spectral measurements”
Claim · model-written summary
The isolated flavonoids showed varying antimycobacterial activity.
- Taxon
- Butea monospermaButea monospermae0
- Outcome
- antimycobacterial activitye4
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e4“The isolated flavonoids exhibited varying antimycobacterial activity with the chalcone 2 being the most active compound (MIC 12.5 microg/ml)”
Claim · model-written summary
Chalcone 2 (butein) was the most active isolated flavonoid, with a MIC of 12.5 microg/ml.
- Taxon
- Butea monospermaButea monospermae0
- Compound
- chalcone 2e4
- Outcome
- antimycobacterial activitye4
- Direction
- most activee4
- Value
- MIC 12.5 microg/mle4
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“isolated from the flowers of Butea monosperma”
e4“The isolated flavonoids exhibited varying antimycobacterial activity with the chalcone 2 being the most active compound (MIC 12.5 microg/ml)”