Art

J-GLOBAL ID：200902298499148527   Reference number：09A0358319

The first total synthesis of neohelmanticins A-D, amino derivatives of the 1,2-dihydroxypropane core and biological evaluation

ネオヘルマンチシンA-Dの初めての全合成 1,2-ジヒドロキシプロパン骨格のアミノ誘導体および生物評価

Author (7)： SREEDHAR Eppakayala (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  SATEESH CHANDRA KUMAR R. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  VENKATESWAR REDDY G. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  ROBINSON A. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  SURESH BABU K. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  MADHUSUDANA RAO J. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND) ,  SRINIVAS P.v. (Natural Products Lab., Div. of Organic Chemistry-1, Indian Inst. of Chemical Technol., Hyderabad 500 607, IND)
Material： Tetrahedron: Asymmetry  (Tetrahedron Asym)
Volume： 20  Issue： 4  Page： 440-448  Publication year： Mar. 11, 2009 
JST Material Number： T0907A  ISSN： 0957-4166  Document type： Article
Article type： 原著論文  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： *phenolic compound ,  tumor cell ,  cultured cell ,  cytotoxicity ,  Umbelliferae ,  total synthesis ,  oxidation ,  Grignard reaction ,  optical resolution ,  ring-opening reaction ,  regiospecific reaction ,  esterification ,  substitution reaction ,  aromatic carboxylic acid ,  polyphenol ,  hydroxy acid ,  dihydroxylation
Semi thesaurus term： dihydroxylation ,  EL4 cell ,  Swern oxidation ,  Sharpless reaction ,  kinetic resolution

JST classification (4)： Aromatic monocyclic phenols and polyphenols  (CF05090V) ,  Stereochemistry of organic reaction  (CF02130V) ,  Plant biochemistry  (EH01050J) ,  Synthesis of drugs  (GV01030F)

Substance index (18)： Gallic Acid ,  Neohelmanthicin A ,  Neohelmanthicin B ,  Neohelmanthicin C ,  Neohelmanthicin D ,  (1R,2S)-1-(7-Methoxy-1,3-benzodioxole-5-yl)-1,2-propanediol ,  7-Hydroxy-1,3-benzodioxole-5-carboxylic acid methyl ester ,  7-Methoxy-1,3-benzodioxole-5-methanol ,  7-Methoxy-1,3-benzodioxole-5-carbaldehyde ,  (S)-α-Vinyl-7-methoxy-1,3-benzodioxole-5-methanol ,  (S)-α-[(S)-Glycidyl]-7-methoxy-1,3-benzodioxole-5-methanol ,  4-Methoxy-6-[(αR,2S)-α-(tetrahydro-2H-pyran-2-yloxy)glycidyl]-1,3-benzodioxole ,  (1R,2S)-1-(7-Methoxy-1,3-benzodioxole-5-yl)-1-(tetrahydro-2H-pyran-2-yloxy)-2-propanol ,  2-Methyl-2-butenoic acid (1S,2R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)-2-(7-methoxy-1,3-benzodioxole-5-yl)ethyl ester ,  (2R,3S)-2-Hydroxy-2-methyl-3-(angeloyloxy)butanoic acid (1S,2R)-1-methyl-2-hydroxy-2-(7-methoxy-1,3-benzodioxole-5-yl)ethyl ester ,  (2R,3S)-2-Hydroxy-2-methyl-3-(octanoyloxy)butanoic acid (1S,2R)-1-methyl-2-hydroxy-2-(7-methoxy-1,3-benzodioxole-5-yl)ethyl ester ,  (2R,3S)-2-Hydroxy-2-methyl-3-(hexanoyloxy)butanoic acid (1S,2R)-1-methyl-2-hydroxy-2-(7-methoxy-1,3-benzodioxole-5-yl)ethyl ester ,  (2R,3S)-2-Hydroxy-2-methyl-3-(butanoyloxy)butanoic acid (1S,2R)-1-methyl-2-hydroxy-2-(7-methoxy-1,3-benzodioxole-5-yl)ethyl ester

Terms in the title (4)： 全合成 ,  骨格 ,  誘導体 ,  生物評価