TY - JOUR
T1 - Flavonoids from Andrographis viscosula
AU - Rao, Yerra Koteswara
AU - Damu, Amooru Gangaiah
AU - Rao, Alahari Janardhan
AU - Venkatesan, Shanmuganathan
AU - Kuo, Ping Chung
AU - Rao, Chunduri Venkata
AU - Wu, Tian Shung
PY - 2003/12
Y1 - 2003/12
N2 - Phytochemical investigation of the whole plant of Andrographis viscosula has led to the isolation of three new 2′-oxygenated flavonoids, (2R)-5-hydroxy-7,2′,3′-trimethoxyflavanone (1), 7,2′,5′- trimethoxyflavone (2), 5,7,2′,3′-tetramethoxyflavone (3), and eight known flavones, 5,7,2′-trimethoxyflavone (4), 5,7,2′,4′, 5′-pentamethoxyflavone (5), echioidinin (6), 5,2′,6′- trihydroxy-7-methoxyflavone (7), 5-hydroxy-7,2′-dimethoxyflavone (8), echioidin (9), echioidinin 5-O-glucoside (10), and 5,2′,6′- trihydroxy-7-methoxyflavone 2′-O-glucoside (11). The structures of 1-11 were elucidated by physical and spectral methods, including extensive 2D NMR studies. The presence of 2′-oxygenated flavonoids is apparently restricted to Andrographis species in Acanthaceae. Therefore, 2′-oxygenated flavonoids are regarded as chemotaxonomic markers of Andrographis genus in the Acanthaceae family.
AB - Phytochemical investigation of the whole plant of Andrographis viscosula has led to the isolation of three new 2′-oxygenated flavonoids, (2R)-5-hydroxy-7,2′,3′-trimethoxyflavanone (1), 7,2′,5′- trimethoxyflavone (2), 5,7,2′,3′-tetramethoxyflavone (3), and eight known flavones, 5,7,2′-trimethoxyflavone (4), 5,7,2′,4′, 5′-pentamethoxyflavone (5), echioidinin (6), 5,2′,6′- trihydroxy-7-methoxyflavone (7), 5-hydroxy-7,2′-dimethoxyflavone (8), echioidin (9), echioidinin 5-O-glucoside (10), and 5,2′,6′- trihydroxy-7-methoxyflavone 2′-O-glucoside (11). The structures of 1-11 were elucidated by physical and spectral methods, including extensive 2D NMR studies. The presence of 2′-oxygenated flavonoids is apparently restricted to Andrographis species in Acanthaceae. Therefore, 2′-oxygenated flavonoids are regarded as chemotaxonomic markers of Andrographis genus in the Acanthaceae family.
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U2 - 10.1248/cpb.51.1374
DO - 10.1248/cpb.51.1374
M3 - Article
C2 - 14646312
AN - SCOPUS:3142669328
SN - 0009-2363
VL - 51
SP - 1374
EP - 1376
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 12
ER -