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Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.
J Nat Prod. 2009 Jan; 72(1):164-7.JN

Abstract

Three new prenylated isoflavones, 5,7-dihydroxy-6-(2''-hydroxy-3''-methylbut-3''-enyl)-4'-methoxylisoflavone (1), 5,4'-dihydroxy-6-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)-3'''-methoxydihydrofurano-[4''',5''';7,8]isoflavone (2), and 5,4'-dihydroxy-8-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)furano-[4''',5''';6,7]isoflavone (3), a benzylated dihydroflavonol, 5,7,4'-trihydroxy-8-p-hydroxybenzyldihydroflavonol (4), and eight known flavonoids (5-12) were isolated from the fruits of Cudrania tricuspidata. The structures of these compounds were determined on the basis of MS and (1)H and (13)C NMR spectroscopic data, including 2D NMR experiments. Compounds 2, 3, 6, 7, 8, 10, 11, and 12 inhibited LPS-induced nitric oxide production, with IC(50) values of 11.8-41.8 microM.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Han XH
College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea.
Hong SS
No affiliation info available
Jin Q
No affiliation info available
Li D
No affiliation info available
Kim HK
No affiliation info available
Lee J
No affiliation info available
Kwon SH
No affiliation info available
Lee D
No affiliation info available
Lee CK
No affiliation info available
Lee MK
No affiliation info available
Hwang BY
No affiliation info available

MeSH

Benzene DerivativesFruitInhibitory Concentration 50IsoflavonesLipopolysaccharidesMolecular StructureMoraceaeNitric OxideNuclear Magnetic Resonance, BiomolecularPlants, Medicinal

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19113968

Citation

Han, Xiang Hua, et al. "Prenylated and Benzylated Flavonoids From the Fruits of Cudrania Tricuspidata." Journal of Natural Products, vol. 72, no. 1, 2009, pp. 164-7.
Han XH, Hong SS, Jin Q, et al. Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata. J Nat Prod. 2009;72(1):164-7.
Han, X. H., Hong, S. S., Jin, Q., Li, D., Kim, H. K., Lee, J., Kwon, S. H., Lee, D., Lee, C. K., Lee, M. K., & Hwang, B. Y. (2009). Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata. Journal of Natural Products, 72(1), 164-7. https://doi.org/10.1021/np800418j
Han XH, et al. Prenylated and Benzylated Flavonoids From the Fruits of Cudrania Tricuspidata. J Nat Prod. 2009;72(1):164-7. PubMed PMID: 19113968.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata. AU - Han,Xiang Hua, AU - Hong,Seong Su, AU - Jin,Qinghao, AU - Li,Dayu, AU - Kim,Hyun-Kyu, AU - Lee,Jeongrai, AU - Kwon,Suk Hyung, AU - Lee,Dongho, AU - Lee,Chong-Kil, AU - Lee,Myung Koo, AU - Hwang,Bang Yeon, PY - 2008/12/31/entrez PY - 2008/12/31/pubmed PY - 2009/2/20/medline SP - 164 EP - 7 JF - Journal of natural products JO - J Nat Prod VL - 72 IS - 1 N2 - Three new prenylated isoflavones, 5,7-dihydroxy-6-(2''-hydroxy-3''-methylbut-3''-enyl)-4'-methoxylisoflavone (1), 5,4'-dihydroxy-6-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)-3'''-methoxydihydrofurano-[4''',5''';7,8]isoflavone (2), and 5,4'-dihydroxy-8-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)furano-[4''',5''';6,7]isoflavone (3), a benzylated dihydroflavonol, 5,7,4'-trihydroxy-8-p-hydroxybenzyldihydroflavonol (4), and eight known flavonoids (5-12) were isolated from the fruits of Cudrania tricuspidata. The structures of these compounds were determined on the basis of MS and (1)H and (13)C NMR spectroscopic data, including 2D NMR experiments. Compounds 2, 3, 6, 7, 8, 10, 11, and 12 inhibited LPS-induced nitric oxide production, with IC(50) values of 11.8-41.8 microM. SN - 1520-6025 UR - https://www.unboundmedicine.com/medline/citation/19113968/Prenylated_and_benzylated_flavonoids_from_the_fruits_of_Cudrania_tricuspidata_ L2 - https://doi.org/10.1021/np800418j DB - PRIME DP - Unbound Medicine ER -