Three new 2'-oxygenated flavonoids, (2S)-5,7,2',3',4'-pentamethoxyflavanone (1), 5-hydroxy-7,8,2',5'-tetramethoxyflavone (2), and echioidinin 2'-O-beta-d-(6' '-O-acetyl) glucopyranoside (3), together with four known flavonoids, 7-O-methyldihydrowogonin, 7-O-methylwogonin, skullcapflavone I 2'-methyl ether, and skullcapflavone I, and two diterpenoids, andrograpanin and 14-deoxy-11,12-didehydroandrographolide, were isolated from the whole plant of Andrographis affinis. The structures were elucidated by spectral and chemical studies.
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http://dx.doi.org/10.1021/np020331k | DOI Listing |
Int J Mol Sci
December 2012
Department of Chemistry, National Cheng Kung University, Tainan 70101, Taiwan.
Biosci Biotechnol Biochem
July 2010
Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, PR China.
A new 2'-oxygenated flavone glycoside, named glutin, was isolated from Litsea glutinosa (Lour.) C. B.
View Article and Find Full Text PDFCurr Med Chem
June 2005
Department of Pharmacy, National University of Singapore, 18 Science Drive 4, Republic of Singapore.
Bioorg Med Chem
May 2004
Department of Applied Chemistry, Chaoyang University of Technology, Wufeng 413, Taiwan, ROC.
Ten structurally related 2'-oxygenated chalcone derivatives, bearing either hydroxy and/or methoxy substituents on the A and B rings, were synthesized through Claisen-Schmidt condensation. The synthesis procedure was relatively easy and had an acceptable yield. The in vitro cytotoxicities of these compounds against the human tumor cells such as Jurkat, U937 cells, and normal cells PHA stimulated PBMCs were investigated.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
December 2003
Natural Products Division, Department of Chemistry, Sri Venkateswara University, Tirupati, India.
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.
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