Two New Flavonoids from Andrographis rothii.

Abstract

Two new flavonoids, 5, 7, 2', 5'-tetramethoxyflavanone (1) and 5-hydroxy-7, 2'-dimethoxyflavone (2), together with two known flavones, skullcapflavone I (3) and echioidin (4) were isolated from the whole plant of Andrographis rothii. The structures of the new compounds were established by extensive one- and two-dimensional (1D- and 2D-) NMR spectral studies.

Chemical Constituents from Andrographis echioides and Their Anti-Inflammatory Activity

“…Each layer was subjected into purification by a combination of conventional chromatographic techniques to result in four new compounds ( 1 – 4 ). In addition, 37 known compounds were identified to be 2′,6′-dihydroxyacetophenone 2′- O -β- d -glucopyranoside ( 5 ) [17], echioidinin 5- O -β- d -glucopyranoside ( 6 ) [15], echioidinin ( 7 ) [13], pinostrobin ( 8 ) [18], andrographidine C ( 9 ) [19], dihydroechioidinin ( 10 ) [13], tectochrysin 5-glucoside ( 11 ) [20], methyl salicylate glucoside ( 12 ) [21], 7,8-dimethoxy-5-hydroxyflavone ( 13 ) [22], 5,7,8-trimethoxyflavone ( 14 ) [23], skullcapflavone I 2′-methyl ether ( 15 ) [13], acetophenone-2- O -β- d -glucopyranoside ( 16 ) [24], androechin ( 17 ) [14], skullcapflavone I 2′- O -β- d -glucopyranoside ( 18 ) [13], tectochrysin ( 19 ) [25], 5,7,2′-trimethoxyflavone [26], echioidin [13], skullcapflavone I [27], 5,7-dimethoxyflavone [28], negletein 6- O -β- d -glucopyranoside [29], andrographidine E [19], 4-hydroxy-3-methoxy- trans -cinnamic acid methyl ester [30], 4-hydroxybenzaldehyde [31], 4-hydroxy- trans -cinnamic acid methyl ester [32], O -coumaric acid [33], 2,6-dihydroxybenzoic acid [34], 13 2 -hydroxy-(13 2 - R )-phaeophytin [35], ( E )-phytyl-epoxide [36], phytol [37], phytene 1,2-diol [38], (+)-dehydrovomifoliol [39], 3β-hydroxy-5α,6α,-epoxy-7-megastigmen-9-one [40], β-sitosterol [41], β-sitosteryl-3- O -β-glucopyranoside [42], squalene [43], 1 H -indole-3-carbaldehyde [44], and loliolide [45] by comparison of their physical and spectral data with those reported in the literature.…”