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Antidiabetic ellagitannins from pomegranate flowers: inhibition of α-glucosidase and lipogenic gene expression.
Org Lett. 2012 Oct 19; 14(20):5358-61.OL

Abstract

Two new ellagitannins containing a rare 3-oxo-1,3,3a,8b-tetrahydrofuro[3,4-b]benzofuran moiety, namely punicatannins A (1) and B (2), were isolated from pomegranate (Punica granatum) flowers. Their structures with absolute configuration were determined by detailed analysis of spectroscopic data, electronic circular dichroism (ECD) calculation, and chemical hydrolysis. A plausible biogenetic route involving a key enzymatic 1,4-Michael addition is proposed. Punicatannin A showed potent inhibition of α-glucosidase and lipogenic gene expression.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Yuan T
Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, Rhode Island 02881, USA.
Ding Y
No affiliation info available
Wan C
No affiliation info available
Li L
No affiliation info available
Xu J
No affiliation info available
Liu K
No affiliation info available
Slitt A
No affiliation info available
Ferreira D
No affiliation info available
Khan IA
No affiliation info available
Seeram NP
No affiliation info available

MeSH

Enzyme InhibitorsFlowersGene ExpressionGlycoside Hydrolase InhibitorsHydrolyzable TanninsHypoglycemic AgentsLipogenesisLythraceaeMolecular Structure

Pub Type(s)

Journal Article

Language

eng

PubMed ID

23050724

Citation

Yuan, Tao, et al. "Antidiabetic Ellagitannins From Pomegranate Flowers: Inhibition of Α-glucosidase and Lipogenic Gene Expression." Organic Letters, vol. 14, no. 20, 2012, pp. 5358-61.
Yuan T, Ding Y, Wan C, et al. Antidiabetic ellagitannins from pomegranate flowers: inhibition of α-glucosidase and lipogenic gene expression. Org Lett. 2012;14(20):5358-61.
Yuan, T., Ding, Y., Wan, C., Li, L., Xu, J., Liu, K., Slitt, A., Ferreira, D., Khan, I. A., & Seeram, N. P. (2012). Antidiabetic ellagitannins from pomegranate flowers: inhibition of α-glucosidase and lipogenic gene expression. Organic Letters, 14(20), 5358-61. https://doi.org/10.1021/ol302548c
Yuan T, et al. Antidiabetic Ellagitannins From Pomegranate Flowers: Inhibition of Α-glucosidase and Lipogenic Gene Expression. Org Lett. 2012 Oct 19;14(20):5358-61. PubMed PMID: 23050724.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Antidiabetic ellagitannins from pomegranate flowers: inhibition of α-glucosidase and lipogenic gene expression. AU - Yuan,Tao, AU - Ding,Yuanqing, AU - Wan,Chunpeng, AU - Li,Liya, AU - Xu,Jialin, AU - Liu,Ke, AU - Slitt,Angela, AU - Ferreira,Daneel, AU - Khan,Ikhlas A, AU - Seeram,Navindra P, Y1 - 2012/10/10/ PY - 2012/10/12/entrez PY - 2012/10/12/pubmed PY - 2013/8/22/medline SP - 5358 EP - 61 JF - Organic letters JO - Org Lett VL - 14 IS - 20 N2 - Two new ellagitannins containing a rare 3-oxo-1,3,3a,8b-tetrahydrofuro[3,4-b]benzofuran moiety, namely punicatannins A (1) and B (2), were isolated from pomegranate (Punica granatum) flowers. Their structures with absolute configuration were determined by detailed analysis of spectroscopic data, electronic circular dichroism (ECD) calculation, and chemical hydrolysis. A plausible biogenetic route involving a key enzymatic 1,4-Michael addition is proposed. Punicatannin A showed potent inhibition of α-glucosidase and lipogenic gene expression. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23050724/Antidiabetic_ellagitannins_from_pomegranate_flowers:_inhibition_of_��_glucosidase_and_lipogenic_gene_expression_ L2 - https://doi.org/10.1021/ol302548c DB - PRIME DP - Unbound Medicine ER -