Cytotoxic oxepinochromenone and flavonoids from the flower buds of Rosa rugosa.

A new oxepinochromenone, rugosachromenone A (1), seven new flavonoids, rugosaflavonoids A-G (2-8), and 11 known compounds (9-19) were isolated from the flower buds of Rosa rugosa. Compound 1 is found from Nature for the first time. Compound 2 displayed cytotoxicity against NB4, SHSY5Y, and MCF7 cells with IC50 values of 2.2, 2.5, and 2.3 μM, respectively, and 3 was toxic to A549 and MCF7 cells with IC50 values of 1.2 and 2.8 μM, respectively.

[1]  Xue-mei Gao,et al.  AURONE CONSTITUENTS FROM THE FLOWERS OF ROSA RUGOSA AND THEIR BIOLOGICAL ACTIVITIES , 2012 .

[2]  E. Maser,et al.  Cytoprotective activity against peroxide-induced oxidative damage and cytotoxicity of flavonoids in C6 rat glioma cells. , 2011, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[3]  Jung-Hye Choi,et al.  Tormentic acid, a triterpenoid saponin, isolated from Rosa rugosa, inhibited LPS-induced iNOS, COX-2, and TNF-α expression through inactivation of the nuclear factor-κb pathway in RAW 264.7 macrophages. , 2011, International immunopharmacology.

[4]  Feng Li,et al.  Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis. , 2011, Journal of natural products.

[5]  Liangdong Guo,et al.  Oxepinochromenones, furochromenone, and their putative precursors from the endolichenic fungus Coniochaeta sp. , 2010, Journal of natural products.

[6]  M. Funaki,et al.  Simultaneous determination of hydrolysable tannins in the petals of Rosa rugosa and allied plants , 2010, Journal of Natural Medicines.

[7]  Sarot Cheenpracha,et al.  Candenatenins A-F, phenolic compounds from the heartwood of Dalbergia candenatensis. , 2009, Journal of natural products.

[8]  M. Choudhary,et al.  Conferols A and B, new anti-inflammatory 4-hydroxyisoflavones from Caragana conferta. , 2009, Chemical & pharmaceutical bulletin.

[9]  M. Górecki,et al.  Practical method for the absolute configuration assignment of tert/tert 1,2-diols using their complexes with Mo2(OAc)4. , 2007, The Journal of organic chemistry.

[10]  S. Giammanco,et al.  Citrus Flavonoids: molecular structure, biological activity and nutritional properties: a review , 2007 .

[11]  H. Aisa,et al.  Kaempferol and quercetin flavonoids from Rosa rugosa , 2006, Chemistry of Natural Compounds.

[12]  R. Majinda,et al.  Flavonoids from the stem bark of Bolusanthus speciosus. , 2001, Phytochemistry.

[13]  D. Kingston,et al.  Bioactive compounds from Combretum erythrophyllum. , 2000, Journal of natural products.

[14]  H. Navarro,et al.  New compounds with DNA strand-scission activity from the combined leaf and stem of Uvaria hamiltonii. , 1998, Journal of natural products.

[15]  Massayoshi Yoshida,et al.  Neolignans, styrylpyrones and flavonoids from an Aniba species , 1997 .

[16]  Y. Hashidoko.  The phytochemistry of Rosa rugosa , 1996 .

[17]  Y. Hashidoko,et al.  Sesquiterpenoids from Rosa rugosa leaves , 1993 .

[18]  T. Fukai,et al.  Four New Isoprenoid-substituted Dibenzoylmethane Derivatives, Glyineflanins A, B, C, and D from the Roots of Glycyrrhiza inflata , 1992 .

[19]  D. Ferreira,et al.  α-Hydroxydihydrochalcones and related 1,3-diarylpropan-2-ones from Xanthocercis zambesiaca , 1988 .

[20]  T. Mosmann.  Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. , 1983, Journal of immunological methods.

[21]  P. M. Synge,et al.  The dictionary of roses in colour , 1971 .