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Isolation of naturally occuring isoflavanone and some clinical uses thereof

机译:天然异黄酮的分离及其临床应用

摘要

A compound of general formula I ;in which the 2-3 bond in ring C could be double or single bond. Ring B and its substituents may be attached at position 2 (at J) in ring C. The key feature in the modifications is that the prenylation must not cyclize through the free OH groups(s) at ortho position to the prenylation. Atoms attached at X in ring C may be S or N or P or C or O or pharmaceutically acceptable metal or CH2. Atoms attached to Y could be S or N or P or O or alkyl (C1-C8) or alkoxy (C1-C8) or alkylthio (C1-C8) or aryloxy (C6-C10) or alkoxycarbonyl (C2-C8) or heterocycloalkoxy (C2-C10) pharmaceutically acceptable metal or CH2 or the like; the prenylation could be attached at any position L or V or G or F or M or W or U or Z or Q; the prenylation could be singly or multiple or in combination; the prenylation could be penteny group (—CH2—CH═C(CH3)2) or geranyl (—CH2CH═C(Me)CH2CH2CH═C(Me(2) or lavandulyl (—CH2—CH(C(CH3)═CH2)CH2CH═C(CH3)2} or -o- pentenyl (o-CH2—CH═C(CH3)2) or -o- geranyl (o-CH2CH═C(Me)CH2CH2═CH(Me)2) or o-lavandulyl {-o-CH2—CH(C(CH3)═CH2)CH2CH═C(CH3)2} or substituted pentenyl, geranyl and lavandulyl with hydroxy, alkoxy (C1-C8), alkylthio (C1-C8), aryloxy (C6-C10), alkoxycarbonyl (C2-C8) or heterocycloalkoxy (C2-C10) or halogen; on the ortho positions of the above groups could be substituted with veratryl or anisyl or epoxyangelyl or isobutanolyl or angelyl or 6-dimethylpyrane or formylloxy or isoamyl or 3-methylbutyl or -o-heterocycle (C2-C10) or alkoxy (C1-C8) or alkylthio (C1-C8) or aryloxy (C6-C10) or alkoxycarbonyl(C2-C8) or heterocycloalkoxy (C2-C10) or amino (NH2) or glycosides (1-10 sugar units) or o-glycosides (1-10 units) or oxyacetic acids or Schiff base or dialkylaminoalkyl (C1-C10) or amino acid esters or flavan or substituted aryl groups with alkyl (C1-C10) or phenoxy or alkenyl (C3-C8) or phenyl substituted with one to three groups, these being hydroxy, halogen, alkynyl (C2-C8) or nitro or cyano or acetates, any position L or V or G or F or M or W or U or Z or Q which are not substituted with the prenylation as above may be substituted such as to prevent internal cyclization of the of the prenylation, groups which can be attached to L or V or G or F or M or W or U or Z or Q could be alkoxy (C1-C8) alkylthio (C1-C8), aryloxy (C6-C10), alkoxycarbonyl (C2-C8) or heterocycloalkoxy (C2-C10) or halogen or veratryl or anisyl or epoxyangelyl or isobutanolyl or angelyl or 6-dimethylpyrane or formylloxy or isoamyl or 3-methylbutyl or o-heterocycle (C2-C10) or alkoxy (C1-C8) or alkylthio (C1-C8) or aryloxy (C6-C10) or alkoxycarbonyl(C2-C8) or heterocycloalkoxy (C2-C10) or amino (NH2) or glycosides (1-10 sugar units) or o-glycosides (1-10 units) or oxyacetic acids or Schiff base or dialkylaminoalkyl (C1-C10) or amino acid esters (C1-C10) or extended amines (C1-C10, N1-N6) or sulphate esters or flavan or substituted flavan or substituted aryl groups with alkyl(C1-C10) or phenoxy or alkenyl (C3-C8) or phenyl substituted with one to three groups; these being hydroxy (except ortho to prenylation), halogen, or alkynl (C2-C8) or nitro or cyano or acetates or saturated or unsaturated aliphatic (C2-C8), cycloaliphatic (C1-C15) or aromatic hydrocarbonyl (C1-C15) or bridged cycloalkyl (C1-C10) or cycloakenyl (C1-C10) or furanylalkyl (C1-C15) alkylthioalkyl (C5-C15) or alkylene (C4-C10) or indolyl or pyridinyl or pyrrolinyl or quinolinyl or thienyl or tert-butoxycarbonyl amino or hydrogen or hydroxy protecting groups or functional groups which increase water solubility of the analog or amino protecting group or sulfhydryl protecting group or carbamat (C2-C6) or heteroaryl or crotyl.
机译:通式I的化合物<化学ID =“ CHEM-US-00001”> <图像文件=“ US06258839-20010710-C00001.GIF” id =“ EMI-C00001” imgContent =“ undefined” imgFormat =“ GIF” /> C环中的2-3键可以是双键或单键。环B及其取代基可以连接在环C的2位(在J处)。修饰的关键特征是,烯丙基化必须不环化通过邻位的游离OH基团。在环C的X处连接的原子可以是S或N或P或C或O或可药用的金属或CH 2 。与Y相连的原子可以是S或N或P或O或烷基(C 1 -C 8 )或烷氧基(C 1 -C 8 )或烷硫基(C 1 -C 8 )或芳氧基(C 6 -C 10 )或烷氧羰基(C 2 -C 8 )或杂环烷氧基(C 2 -C 10 )药学上可接受的金属或CH 2 等;异戊烯基可以连接在L或V或G或F或M或W或U或Z或Q的任何位置;异戊烯化可以是单个或多个或组合;异戊二烯基可以是戊烯基(& CH 2 &mdash; CH&boxH; C(CH 3 2 )或香叶基(&mdash; CH < Sub> 2 CH&boxH; C(Me)CH 2 CH 2 CH&boxH; C(Me( 2 )或lavandulyl(&mdash ; CH 2 &mdash; CH(C(CH 3 )&boxH; CH 2 )CH 2 CH&boxH; C (CH 3 2 &rcub;或-o-戊烯基(o-CH 2 &mdash; CH&boxH; C(CH 3 < / Sub>) 2 )或-o-香叶基(o-CH 2 CH&boxH; C(Me)CH 2 CH 2 &boxH; CH(Me) 2 )或邻lavandulyl&lcub; -o-CH 2 &mdash; CH(C(CH 3 )&boxH; CH 2 )CH 2 CH&boxH; C(CH 3 2 &rcub;或替换戊烯基,香叶基和lavandulyl与羟基,烷氧基(C 1 -C 8 ),烷硫基(C 1 -C 8 ),芳氧基(C 6 -C 10 ),烷氧基羰基(C 2 -C 8 )或杂环烷氧基(C 2 -C 10 )或卤素;在上述g的邻位可以用藜芦基或茴香基或环氧天使基或异丁醇基或天使基或6-二甲基吡喃或甲酰氧基或异戊基或3-甲基丁基或-o-杂环(C 2 -C 10 )或烷氧基(C 1 -C 8 )或烷硫基(C 1 -C 8 )或芳氧基(C 6 -C 10 )或烷氧羰基(C 2 -C 8 )或杂环烷氧基(C 2 -C 10 )或氨基(NH 2 )或糖苷(1-10个糖单位)或邻苷(1-10个单位)或氧乙酸或席夫碱或二烷基氨基烷基(C 1 -C 10 )或氨基酸酯或黄烷或被烷基取代的芳基(C 1 -C 10 )或苯氧基或烯基(C 3 -C 8 )或被一至三个基团取代的苯基,这些基团是羟基,卤素,炔基(C 2 -C 8 )或硝基或氰基或乙酸酯,L或V或G或F或M或W或U或Z或Q的任何位置不被prenylat取代可以取代上述离子以防止异戊烯化基的内部环化,可以连接到L或V或G或F或M或W或U或Z或Q的基团可以是烷氧基(C 1 -C 8 )烷硫基(C 1 -C 8 ),芳氧基(C 6 - C 10 ),烷氧羰基(C 2 -C 8 )或杂环烷氧基(C 2 -C 10 )或卤素或藜芦基或茴香基或环氧天使基或异丁醇基或天使基或6-二甲基吡喃或甲酰氧基或异戊基或3-甲基丁基或邻杂环(C 2 -C 10 )或烷氧基(C 1 -C 8 )或烷硫基(C 1 -C 8 )或芳氧基(C 6 -C 10 )或烷氧基羰基(C 2 -C 8 )或杂环烷氧基( C 2 -C 10 )或氨基(NH 2 )或糖苷(1-10糖单位)或邻糖苷(1-10单元)或氧乙酸或席夫碱或二烷基氨基烷基(C 1 -C 10 )或氨基酸酯s(C 1 -C 10 )或扩展胺类(C 1 -C 10 ,N 1 -N 6 )或带有烷基(C 1 -C 10 的硫酸酯或黄烷或取代的黄烷或取代的芳基)或苯氧基或烯基(C 3 -C 8 )或被1-3个基团取代的苯基;它们是羟基(除异氰酸酯基外的羟基),卤素或炔基(C 2 -C 8 )或硝基或氰基或乙酸盐或饱和或不饱和脂肪族化合物(C 2 -C 8 ),脂环族(C 1 -C 15 )或芳族烃基(C 1 -C 15 )或桥接的环烷基(C 1 -C 10 )或环烯基(C 1 -C 10 )或呋喃基烷基(C > 1 -C 15 )烷硫基烷基(C 5 -C 15 )或亚烷基(C 4 > -C 10 )或吲哚基或吡啶基或​​吡咯烷基或喹啉基或噻吩基或叔丁氧羰基氨基或氢或羟基保护基或官能团,它们会增加类似物或氨基保护基或巯基保护基的水溶性基团或氨基甲酸酯(C 2 -C 6 )或杂芳基或巴豆基。

著录项

  • 公开/公告号US6258839B1

    专利类型

  • 公开/公告日2001-07-10

    原文格式PDF

  • 申请/专利权人 MASHAVA PETER;

    申请/专利号US19970998422

  • 发明设计人 PETER MASHAVA;

    申请日1997-12-24

  • 分类号A61K313/65;C07D3110/40;

  • 国家 US

  • 入库时间 2022-08-22 01:03:52

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