83162-84-9Relevant academic research and scientific papers
Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds
Caleffi, Guilherme S.,Brum, Juliana De O. C.,Costa, Angela T.,Domingos, Jorge L. O.,Costa, Paulo R. R.
, p. 4849 - 4858 (2021/04/06)
3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydroge
Synthesis and biological evaluation of 3-benzylidene-4-chromanone derivatives as free radical scavengers and α-glucosidase inhibitors
Takao, Koichi,Yamashita, Marimo,Yashiro, Aruki,Sugita, Yoshiaki
, p. 1203 - 1207 (2016/08/11)
A series of 3-benzylidene-4-chromanone derivatives (3-20) were synthesized and the structure-activity relationships for antioxidant and α-glucosidase inhibitory activities were evaluated. Among synthesized compounds, compounds 5, 13, 18, which contain catechol moiety, showed the potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (5: EC50 13 μM; 13: EC50 14 μM; 18: EC50 13 μM). The compounds 12, 14, 18 showed higher α-glucosidase inhibitory activity (12: IC50 15 μM; 14: IC50 25 μM; 18: IC50 28 μM). The compound 18 showed both of potent DPPH radical scavenging and α-glucosidase inhibitory activities. These data suggest that 3-benzylidene-4-chromanone derivatives, such as compound 18, may serve as the lead compound for the development of novel α-glucosidase inhibitors with antioxidant activity.
Dual functional cholinesterase and MAO inhibitors for the treatment of Alzheimers disease: Synthesis, pharmacological analysis and molecular modeling of homoisoflavonoid derivatives
Wang, Yali,Sun, Yang,Guo, Yueyan,Wang, Zechen,Huang, Ling,Li, Xingshu
, p. 389 - 397 (2016/03/30)
Because of the complexity of Alzheimer's disease (AD), the multi-target-directed ligand (MTDL) strategy is expected to provide superior effects for the treatment of AD, instead of the classic one-drug-one-target strategy. In this context, we focused on th
Inhibition of cholinesterase and monoamine oxidase-B activity by Tacrine-Homoisoflavonoid hybrids
Sun, Yang,Chen, Jianwen,Chen, Xuemin,Huang, Ling,Li, Xingshu
, p. 7406 - 7417 (2013/11/19)
A series of Tacrine-Homoisoflavonoid hybrids were designed, synthesised and evaluated as inhibitors of cholinesterases (ChEs) and human monoamine oxidases (MAOs). Most of the compounds were found to be potent against both ChEs and MAO-B. Among these hybrids, compound 8b, with a 6 carbon linker between tacrine and (E)-7-hydroxy-3-(4-methoxybenzylidene)chroman-4-one, proved to be the most potent against AChE and MAO-B with IC50 values of 67.9 nM and 0.401 μM, respectively. This compound was observed to cross the blood-brain barrier (BBB) in a parallel artificial membrane permeation assay for the BBB (PAMPA-BBB). The results indicated that compound 8b is an excellent multifunctional promising compound for development of novel drugs for Alzheimer's disease (AD).
7-Hydroxy-(E)-3-phenylmethylene-chroman-4-one analogues as efflux pump inhibitors against Mycobacterium smegmatis mc2 155
Roy, Somendu K.,Kumari, Neela,Gupta, Shiv,Pahwa, Sonika,Nandanwar, Hemraj,Jachak, Sanjay M.
, p. 499 - 507 (2013/10/01)
Efflux pump (EP) induces resistance in mycobacteria and hence could be explored as a new target for the discovery of anti-TB agents. In search for efflux pump inhibitors from natural products, bonducellin, a homoisoflavonoid was isolated from Caesalpinia
Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima
Das, Biswanath,Thirupathi, Ponnaboina,Ravikanth, Bommena,Aravind Kumar, Rathod,Sarma, Akella Venkata Subramanya,Basha, Shaik Jilani
experimental part, p. 1139 - 1141 (2010/03/31)
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-benz
Part 148 in the series "studies on novel synthetic methodologies:" Selective acetylation of alcohols, phenols and amines and selective deprotection of aromatic acetates using silica-supported phosphomolybdic acid
Das, Biswanath,Thirupathi, Ponnaboina,Kumar, Rathod Aravind,Laxminarayana, Keetha
, p. 2677 - 2683 (2008/09/19)
An environmentally friendly silica-supported phosphomolybdic acid was found to be a highly efficient catalyst for the selective acetylation of alcohols, phenols and amines in the absence of any solvent and also for the chemoselective deprotection of aromatic acetates under very mild conditions. This method has been used for the protection of the hydroxy groups as well as for the deprotection of the acetates of several naturally occurring bioactive phenolic compounds. The catalyst can be easily recovered and reused.
Synthesis, stereochemical assignments, and biological activities of homoisoflavonoids
Siddaiah, Vidavalur,Rao, Chunduri Venkata,Venkateswarlu, Somepalli,Krishnaraju, Alluri V.,Subbaraju, Gottumukkala V.
, p. 2545 - 2551 (2007/10/03)
A series of four naturally occurring homoisoflavonoids and eight analogs have been synthesized starting from an appropriately substituted phenol through chroman-4-one, in four steps. The products were assigned as E-isomers based on NMR spectroscopic data.
Structure of bonducellin, a naturally occuring 3-benzylidene-2,3-dihydro-1-benzopyran-4-one
Malhotra, S.,Sharma, V. K.,Parmar, V. S.
, p. 1570 - 1582 (2007/10/02)
2,3-Dihydro-7-hydroxy-3-(4-methoxybenzylidene)-1-benzopyran-4-one (1) and 2,3-dihydro-3-(4-hydroxybenzylidene)-7-methoxy-1-benzopyran-4-one (2) have been synthesized in order to confirm the structure of bonducellin, occuring in Caesalpinia bonducella and
