59121-64-1Relevant academic research and scientific papers
Synthesis of oxygenated 4-arylisoflavans and 4-arylflavans
Deodhar, Mandar,Wood, Kasey,Black, David Stc,Kumar, Naresh
, p. 6697 - 6700,4 (2012)
Oxygenated 4-arylisoflavans and 4-heteroarylisoflavans were synthesized in good yields via BF3·OEt2 catalyzed arylation reactions of 4′,7-diacetoxyisoflavan-4-ol 8 with activated aryl and heteroaryl compounds. These reactions were found to produce stereoselectively the trans isomers. Similar reactions of 4′,7-diacetoxyflavan-4-ol 16 afforded the corresponding 4-arylflavans and 4-heteroarylflavans as mixtures of cis/trans isomers.
In vivo anti-diabetic activity of derivatives of isoliquiritigenin and liquiritigenin
Gaur, Rashmi,Yadav, Kuldeep Singh,Verma, Ram Kishor,Yadav, Narayan Prasad,Bhakuni, Rajendra Singh
, p. 415 - 422 (2014/04/17)
Isoliquiritigenin (ISL), a chalcone and liquiritigenin (LTG), a flavonoid found in licorice roots and several other plants. ISL displays antioxidant, anti-inflammatory, antitumor and hepatoprotective activities whereas LTG is an estrogenic compound, acts as an agonist selective for the β-subtype of the oestrogen receptor. Both the phenolics were isolated from the rhizomes of Glycyrrhiza glabra. Five derivatives from ISL and four derivatives from LTG were synthesized. All the compounds were established by extensive spectroscopic analyses and screened through oral glucose tolerance test to gain preliminary information regarding the antihyperglycemic effect in normal Swiss albino male mice. ISL (1), ISL derivatives 3, 4, 5, 7 and LTG derivatives 9 and 10 showed significant blood glucose lowering effect. The structure-activity relationship indicated that the presence of ether and ester groups in ISL and LTG analogues are important for exhibiting the activity. Compounds 1, 4 and 10 were selected for in vivo antidiabetic activity and found to be potential candidates for treatment of diabetes. It is the first report on antidiabetic activity of ISL derivative 4 and LTG derivative 10.
Synthesis of oxygenated 4-arylisoflavans and 4-arylflavans
Deodhar, Mandar,Wood, Kasey,Black, David Stc,Kumar, Naresh
, p. 6697 - 6700 (2013/01/15)
Oxygenated 4-arylisoflavans and 4-heteroarylisoflavans were synthesized in good yields via BF3·OEt2 catalyzed arylation reactions of 4′,7-diacetoxyisoflavan-4-ol 8 with activated aryl and heteroaryl compounds. These reactions were found to produce stereoselectively the trans isomers. Similar reactions of 4′,7-diacetoxyflavan-4-ol 16 afforded the corresponding 4-arylflavans and 4-heteroarylflavans as mixtures of cis/trans isomers.
Acid catalyzed stereoselective rearrangement and dimerization of flavenes: synthesis of dependensin
Deodhar, Mandar,Black, David StC,Kumar, Naresh
, p. 5227 - 5235 (2008/02/01)
Appropriately substituted flavenes undergo stereoselective rearrangement and dimerization when treated with methanolic hydrochloric acid to give benzopyranobenzopyrans. A rationale for the rearrangement is proposed. This synthetic methodology has been used for a high yield synthesis of the natural product dependensin.
