A Minor New Flavone from Scutellaria baicalensis Georgi

A new flavone,6,2′-dihydroxy-5,7,8,6′-tetramethoxyflavone,was isolated from the roots of Scutellaria baicalensis. Its structure was established on the basis of spectral evidences.     

Five novel flavonoids from Wasabia japonica

From the fresh leaves of Wasabia japonica Matsum., five novel flavonoids 1-5, isovitexin derivatives having a trans-sinapoyl group at C-7, were isolated together with five known flavonoids, and their structures were elucidated on the basis of their spectroscopic data (NMR, MS, UV, and IR) and chemical evidence.     

Total synthesis of apigenin 7,4′-di-O-β-glucopyranoside, a component of blue flower pigment of Salvia patens, and seven chiral analogues

We have succeeded in the first total synthesis of apigenin 7,4′-di-O-β-d-glucopyranoside (1a), a component of blue pigment, protodelphin, from naringenin (2). Glycosylation of 2 according to Koenigs-Knorr reaction provided a monoglucoside 4a in 80% yield, and this was followed by DDQ oxidation to give apigenin 7-O-glucoside (12a). Further glycosylation of 4′-OH of 12a with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl fluoride (5a) was achieved using a Lewis acid-and-base promotion system (BF₃·Et₂O, 2,6-di-tert-butyl-4-methylpyridine, and 1,1,3,3-tetramethylguanidine) in 70% yield, and subsequent deprotection produced 1a. Synthesis of three other chiral isomers of 1a, with replacement of d-glucose at 7 and/or 4′-OH by l-glucose (1b-d), and four chiral isomers of apigenin 7-O-β-glucosides (6a,b) and 4′-O-β-glucosides (7a,b) also proved possible.     

Concise total synthesis of flavone C-glycoside having potent anti-inflammatory activity

The total synthesis of anti-inflammatory active flavone C-glycoside isolated from oolong tea extract is achieved. Introducing a C-glucosyl moiety to an aryl system and constructing a fused tetracyclic ring characteristic to this natural product were conducted based on the O-to-C rearrangement of sugar moiety and the successive intramolecular Mitsunobu reaction, respectively. This concise and efficient synthetic pathway is applicable to the large-scale synthesis of target flavone and for constructing a large library of related compounds.     

Synthesis and Anti-inflammatory Activity of a Novel Series of 9,10-Dihydro-4H,8H-chromeno[8,7-e][1,3]oxazin-4-one Derivatives

Flavonoids exhibit a wide range of biological activities including anti-inflammatory activity,while some 1,3-benzoxazine derivatives show anti-inflammatory activity.In order to explore the novel anti-inflammatory agents,based on the principles of bioisosterism and hybridization,ten novel chromeno[8,7-e][1,3]oxazin-4-ones were synthesized and characterized with IR,1H NMR,MS and elemental analyses.The anti-inflammatory activities of the target compounds were evaluated via the croton oil-induced ear oedema tes...     

Synthesis of 2,2′‐Biflavanones from Flavone via Electrolytic Reductive Coupling

Flavone ( 1 ) was easily reduced by using the electrochemical method to give two hydrodimers of 2,2′‐biflavanone(racemate) ( 5a ) and 2,2′‐biflavanone(meso) ( 5b ) and one reductive product of flavanone ( 6 ). Their yields were dependent on the nature of electrodes, the kinds of supporting electrolytes and the reaction temperature. They were found to afford higher yields of 2,2′‐biflavanone(racemate) ( 5a ) and 2,2′‐biflavanone (meso) ( 5b ) (32.4% and 24.8%, 35.8% and 13.4%, respectively,) in the reaction conditions of Pb(‐)/C(+)‐H₂SO₄‐7F/mol and C(‐)/C(+)‐H₂SO₄‐5F/mol.     

二色补血草不同部位总黄酮含量的测定

采用分光光度法测定了二色补血草花、根、茎、叶总黄酮的含量,分别为35.5869、23.5367、24.7081、30.5378mg/g.RSD为0.1016%-0.1410%,稳定性R＞97.5%,平均回收率96.38%-100.2%.     

7-取代三唑硫乙氧基黄酮衍生物的合成及生物活性

7-羟基黄酮与过量1,2-二溴乙烷反应得到7-溴乙氧基黄酮,将其分别与3-取代-4-氨基-1,2,4-三唑-5-硫酮肉桂醛席夫碱、3-取代-4-苯基-5-巯基-1,2,4-三唑、3-(α-萘亚甲基)-5-巯基-1,2,4-三唑及3-巯基-5-氨基-1,2,4-三唑肉桂醛席夫碱反应,得到4类共16个7-三唑硫乙氧基黄酮类衍生物.采用红外光谱(IR)、核磁共振氢谱(1H NMR)、质谱(MS)及元素分析(EA)等方法对化合物的结构进行了确证.测定了目标化合物清除超氧自由基(O-·2)、羟自由基(·OH)和2,2-二苯基-1-苦味酰基自由基(DPPH·)的活性及总还原能力,并测定了其抗菌活性.结果表明,多数化合物在0.5 mg/m L浓度时具有抗DPPH·活性,其中7-(5-苯亚甲基-4-苯基烯丙亚胺基-1,2,4-三唑-3-硫乙氧基)黄酮(1i)活性较强;多数化合物表现了较好的抑菌活性,其中7-(5-苯亚甲基-4-苯基-1,2,4-三唑-3-硫乙氧基)黄酮(2c)对大肠杆菌、金黄色葡萄球菌和黑曲霉均具有较强的抑制作用.     

增强UV-B辐射、NaCl胁迫及其复合处理对小麦幼苗光合作用及黄酮代谢的影响

依据增强UV-B辐射、NaCl胁迫及其复合处理不同天数，分别测定各处理小麦幼苗第一片真叶的净光合速率、气孔导度、叶肉细胞间隙二氧化碳浓度、叶绿素含量、黄酮含量和苯丙氨酸裂解酶活性.发现NaCl胁迫和增强UV-B辐射均明显降低小麦幼苗的净光合速率、气孔导度和叶肉细胞间隙CO2浓度;和NaCl胁迫相较， NaCl+UV-B辐射对小麦幼苗上述指标无进一步降低效应.增强UV-B辐射、NaCl胁迫及其复合处理均促进苯丙氨酸裂解酶活性和黄酮含量提高.说明了增强UV-B辐射降低小麦幼苗净光合速率的主要原因是气孔限制，而NaCl胁迫减轻了增强UV-B辐射对小麦幼苗光合作用的降低效应.