A new flavonoid from the leaves of Atalantia monophylla (L.) DC

Abstract A new flavonoid, atalantraflavone (1) as well as eight known compounds including atalantoflavone (2), racemoflavone (3), 5,4′-dihydroxy-(3″,4″-dihydro-3″,4″-dihydroxy)-2″,2″-dimethylpyrano-(5″,6″:7,8)-flavone (4), lupalbigenin (5), anabellamide (6), citrusinine I (7), p-hydroxybenzaldehyde (8), and frideline (9), were isolated from the leaves of Atalantia monophylla (L.) DC. Focusing on Alzheimer’s disease, acetylcholine esterase (AChE) inhibition and antioxidant activity were evaluated using the modified Ellman’s method and the ABTS scavenging assay, respectively. It was found that isoflavonoid 5, lupalbigenin, showed 79% inhibition to AChE and was 1.4-fold stronger than the tacrine standard. In addition, acridone 7, citrusinine I, displayed 90.68% antioxidant activity.

[1]  Seda Savranoglu Kulabas,et al.  Aryl benzofuran derivatives from the stem bark of Calpocalyx dinklagei attenuate inflammation. , 2017, Phytochemistry.

[2]  K. Shaker,et al.  Acetylcholinesterase, Alpha-Glucosidase and Tyrosinase Inhibitors from Egyptian Propolis , 2017 .

[3]  C. Yenjai,et al.  Benzoyltyramine Alkaloids Atalantums A-G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines. , 2017, Journal of natural products.

[4]  B. Sritularak,et al.  5,7,4'-Trihydroxy-6,8-diprenylisoflavone and lupalbigenin, active components of Derris scandens, induce cell death on breast cancer cell lines. , 2016, Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.

[5]  C. Yenjai,et al.  Acetylcholinesterase inhibition and cytotoxicity of flavonoids and chalcones from Derris indica , 2016 .

[6]  A. Shafiee,et al.  New tetracyclic tacrine analogs containing pyrano[2,3-c]pyrazole: efficient synthesis, biological assessment and docking simulation study. , 2015, European journal of medicinal chemistry.

[7]  Sai-Sai Xie,et al.  Design, synthesis and evaluation of novel tacrine-(β-carboline) hybrids as multifunctional agents for the treatment of Alzheimer's disease. , 2014, Bioorganic & medicinal chemistry.

[8]  Jianbo Xiao,et al.  Inhibition of flavonoids on acetylcholine esterase: binding and structure-activity relationship. , 2014, Food & function.

[9]  P. Proksch,et al.  Two Trypanocidal Dipeptides from the Roots of Zapoteca portoricensis (Fabaceae) , 2014, Molecules.

[10]  Yong-qin Yin,et al.  A novel acridone akaloid from Atalantia buxifolia , 2013, Natural product research.

[11]  Baldev Singh,et al.  A review on cholinesterase inhibitors for Alzheimer’s disease , 2013, Archives of pharmacal research.

[12]  G. Krupadanam,et al.  5-Hydroxydictamnine, a new alkaloid from Atalantia monophylla. , 2010, Natural product research.

[13]  R. Reiter,et al.  Antioxidant strategies in protection against neurodegenerative disorders , 2003 .

[14]  M. Kassem,et al.  Two new flavonoids from Retama raetam. , 2000, Fitoterapia.

[15]  R. Mohs,et al.  A 24-week, double-blind, placebo-controlled trial of donepezil in patients with Alzheimer's disease , 1998, Neurology.

[16]  R. Pichai,et al.  Carpachromene from Atalantia monophylla , 1998 .

[17]  C. Rice-Evans,et al.  Factors influencing the antioxidant activity determined by the ABTS.+ radical cation assay. , 1997, Free radical research.

[18]  A. Banerji,et al.  Prenylated compounds from Atalantia racemosa: isolation and synthesis of two pyranoflavones , 1988 .

[19]  S. C. Basa Atalaphyllinine, a new acridone base from Atalantia monophylla , 1975 .

[20]  P. Subramaniam,et al.  Alkaloids of Atalantia monophylla correa , 1970 .

[21]  K. Courtney,et al.  A new and rapid colorimetric determination of acetylcholinesterase activity. , 1961, Biochemical pharmacology.