Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima.
One new homoisoflavonoid, (3E)-2,3-dihydro-6,7-dimethoxy-3[(3-hydroxy-4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one and four naturally new analogues, (3E)-3-(1,3-benzodioxol-5-ylmethylene)-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one, (3E)-3-(1,3-benzodioxol-5-ylmethylene)-2,3-dihydro-7-methoxy-4H-1-benzopyran-4-one, (3E)-2,3-dihydro-7-hydroxy-3-[(3-hydroxy-4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one and (3E)-2,3-dihydro-3-[(3,4-dimethoxyphenyl)methylene]-7-methoxy-4H-1-benzopyran-4-one, along with four known homoisoflavonoids, bonducellin, sappanone A, 2'-methoxybonducellin and 7-O-methylbonducellin were isolated from aerial parts of Caesalpinia pulcherrima. The structures of the new compounds were elucidated by interpretation of their 1D and 2D NMR spectra. Syntheses of the naturally new compounds and the known compounds have also been accomplished. The antibacterial and antifungal activities of the isolated homoisoflavonoids were studied.
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India. biswanathdas@yahoo.com
Biswanath
B
Das
Ponnaboina
P
Thirupathi
Bommena
B
Ravikanth
Rathod
R
Aravind Kumar
Akella Venkata Subramanya
AV
Sarma
Shaik Jilani
SJ
Basha
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D029911:Caesalpinia / Q000737:chemistry*; D007529:Isoflavones / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D007529:Isoflavones