cas 18928-00-2, RHODOTORULIC ACID | Articles data

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Synthesis and structure-activity relationship study of NBRI16716B, an antitumor natural product
The total synthesis of NBRI16716B (2), a naturally occurring modulator of tumor-stroma interactions, was successfully achieved. Using this synthetic route, a dehydroxy analogue (21) and a derivative lacking the 5-hydroxy-3-methylpentenoyl side chain (22) became accessible. A preliminary structure-activity relationship study to unveil the structural requirements for selective inhibition of tumor cells cocultured with stromal cells revealed that both of the hydroxamate structures of 2 are indispensable, whereas the 5-hydroxy- 3-methylpentenoyl side chain is not essential.
Abe, Hikaru,Sakashita, Chiharu,Kawada, Manabu,Nomoto, Akio,Watanabe, Takumi,Shibasaki, Masakatsu
p. 463 - 468
(2015)
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Synthesis of rhodotorulic acid and its 1,4-dimethylated derivative
Facile syntheses of rhodotorulic acid, isolated from Rhodotorula pilimanae as a siderophore, and its 1,4-dimethylated derivative have been achieved by microwave-assisted cyclization of the corresponding dipeptide precursors.
Nakao, Michiyasu,Fukayama, Shintaro,Kitaike, Syuji,Sano, Shigeki
p. 1309 - 1316
(2015/03/04)

Constituents of Microbial Iron Chelators. Alternate Syntheses of δ-N-Hydroxy-L-ornithine Derivatives and Applications to the Synthesis of Rhodotorulic Acid
δ-N-Hydroxy-L-ornithine derivatives, the key constituents of several microbial iron chelators, have been prepared from protected forms of L-glutamic acid.Reduction of α-tert-butyl N-Boc-glutamate (3) provided α-tert-butyl L-N-Boc-δ-hydroxynorvaline (4).Direct treatment of 4 with Cbz-O-benzylhydroxylamine (5) or trOC-O-benzylhydroxylamine (6) gave the protected δ-N-hydroxyornithine derivatives 7 and 8, respectively. δ-N-Deprotection followed by acetylation provided α-tert-butyl-L-N-Boc-δ-N-acetyl-δ-N-benzyloxyornithine (9).Appropriate α-amino and α-carboxyl deprotections of 8 and 9 provided derivatives of δ-N-hydroxy-L-ornithine suitable for the synthesis of rhodotorulic acid (24) by two routes.The first route employed conventional peptide synthesis methods.The second synthesis or rhodotorulic acid involved the direct dimerization of Leuch's anhydrides 25 and 26 derived from the δ-N-acetyl- and δ-N-trOC-δ-N-benzyloxyornithines 11 and 16.
Lee, Byung Hyun,Gerfen, Gary J.,Miller, Marvin J.
p. 2418 - 2423
(2007/10/02)

Chemical Properties

Boiling Point: °Cat760mmHg
Flash Point:°C
Density: 1.277g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 3.78mmHg at 25°C
PKA: 9.09±0.50(Predicted)
PSA: 139.28000
LogP: -0.33700

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Chemical Properties

Boiling Point: °Cat760mmHg

Flash Point:°C

Density: 1.277g/cm³

Storage Temp.:2-8°C

Vapor Pressure: 3.78mmHg at 25°C

PKA: 9.09±0.50(Predicted)

PSA: 139.28000

LogP: -0.33700

Global suppliers and manufacturers of 18928-00-2total 33 suppliers on LookChem

Article Database

18928-00-2

Articles about 18928-00-2Total 3 be found

More Articles about upstream products of 18928-00-2

Chemical Properties

Boiling Point: °Cat760mmHg

Flash Point:°C

Density: 1.277g/cm3

Storage Temp.:2-8°C

Vapor Pressure: 3.78mmHg at 25°C

PKA: 9.09±0.50(Predicted)

PSA: 139.28000

LogP: -0.33700

Global suppliers and manufacturers of 18928-00-2total 33 suppliers on LookChem

Density: 1.277g/cm³