Art

J-GLOBAL ID：201002230894771400   Reference number：10A0952655

The first total synthesis of lactonamycin, a hexacyclic antitumor antibiotic

ラクトナマイシン(六環系抗腫瘍抗生物質)の最初の全合成

Author (5)： TATSUTA Kuniaki (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  TANAKA Hiroaki (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  TSUKAGOSHI Hitomi (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  KASHIMA Takafumi (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN) ,  HOSOKAWA Seijiro (Dep. of Applied Chemistry, Fac. of Sci. and Engineering, Waseda Univ., 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, JPN)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 51  Issue： 42  Page： 5546-5549  Publication year： Oct. 20, 2010 
JST Material Number： E0366A  ISSN： 0040-4039  Document type： Article
Article type： 短報  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： total synthesis ,  molecular structure ,  antineoplastic antibiotics ,  Glycosylation ,  annulation ,  thioester ,  X-ray structural analysis ,  cyclization reaction ,  stereospecific reaction ,  antimicrobial action ,  *secondary metabolite ,  *nitrogen heterocyclic compound ,  *quinone ,  *lactone ,  antibiotics ,  aromatic carboxylic acid ,  polyphenol ,  hydroxy acid ,  *isoindoline derivatives ,  Streptomyces ,  *Naphthoquinones ,  Benzoates ,  antibacterial drug ,  antimicrobial drug ,  drug ,  microorganism ,  Actinomycetales
Semi thesaurus term： Streptomyces ,  Streptomyces rishiriensis ,  *Naphthoquinones ,  Phenols ,  Benzoic Acids

JST classification (4)： Other natural substances of biological origin  (CF10090R) ,  Microorganism biochemistry  (EG03020N) ,  Aromatic monocyclic phenols and polyphenols  (CF05090V) ,  Pyrroles  (CF07076L)

Substance index (17)： (+)-Lactonamycin ,  3,5-Dimethyl-4-bromophenol ,  2,6-Dimethyl-3-formyl-4-methoxybenzoic acid methyl ester ,  2,6-Bis(bromomethyl)-4-methoxyisophthalic acid 1-methyl 3-(phthalimidylmethyl) ester ,  1-Oxo-2-methyl-5-(bromomethyl)-7-methoxyisoindoline-4-carboxylic acid methyl ester ,  1-Oxo-2-methyl-5-(ethylthiomethyl)-7-(benzyloxy)isoindoline-4-carboxylic acid ethyl ester ,  2,5-Dihydroxybenzoic acid ,  7-(Hydroxymethyl)-1,4-dioxaspiro[4.5]deca-6,9-diene-8-one ,  (7R)-7α-(Triethylsiloxy)-7-(tert-butyldimethylsiloxymethyl)-8α-(tert-butyldimethylsiloxy)-1,4-dioxaspiro[4.5]deca-9-ene-6-one ,  Methyl propiolate ,  3-[(6R)-6-Hydroxy-7α-(triethylsiloxy)-7-(tert-butyldimethylsiloxymethyl)-8α-(tert-butyldimethylsiloxy)-1,4-dioxaspiro[4.5]deca-9-ene-6β-yl]propiolic acid methyl ester ,  [(3aS)-3aβ,7β,7aβ-Trihydroxy-1,3,3a,7a-tetrahydrospiro[isobenzofuran-4(7H),2′-[1,3]dioxolane]-3-ylidene]acetic acid methyl ester ,  3,4-Dihydro-3α,4β-diacetoxy-2β-methyl-2H-pyran ,  rac-(9aR^*)-3aβ^*-Methoxy-5aα^*-hydroxyoctahydro-2H-furo[3,2-c]isobenzofuran-2,6,9-trione ,  (2S)-2β-Methyl-3β-(benzyloxy)-6-(phenylthio)tetrahydro-2H-pyran ,  (3aS,9aR)-3aβ-Methoxy-5aα-(4-O-benzyl-2,3,6-trideoxy-α-L-threo-hexopyranosyloxy)octahydro-2H-furo[3,2-c]isobenzofuran-2,6,9-trione ,  (3S)-3-Methoxy-3aβ,5-dihydroxy-4,11,12-trioxo-8-(benzyloxy)-11aβ-(4-O-benzyl-2,3,6-trideoxy-α-L-threo-hexopyranosyloxy)-13-methyl-6,7-(methaniminomethano)-1,3,3a,4,11,11a-hexahydroanthra[2,3-c]furan-3β-acetic acid γ-lactone

Terms in the title (4)： ラクトナマイシン ,  環 ,  抗腫瘍抗生物質 ,  全合成