- Method for preparing long aliphatic chain diacid derivative and application of long aliphatic chain diacid derivative
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The invention provides a method for preparing a long aliphatic chain diacid derivative. The method comprises the following steps of: (1) carrying out a cyclization reaction on long aliphatic chain diacid, the long aliphatic chain diacid having a structure as shown in a formula (A); (2) reacting the long aliphatic chain diacid cyclization product with benzyl alcohol to obtain long aliphatic chain diacid monobenzyl ester; (3) carrying out an esterification reaction on the long aliphatic chain diacid monobenzyl ester and N-hydroxysuccinimide so as to obtain long aliphatic chain diacid succinimide benzyl ester; (4) carrying out a nucleophilic addition amidation reaction on the long aliphatic chain diacid succinimide benzyl ester and a compound as shown in a formula (B) to obtain a compound as shown in a formula (C); (5) carrying out an esterification reaction on the compound as shown in the formula (C) and N-hydroxysuccinimide again so as to obtain a compound as shown in a formula (D); and (6) carrying out a debenzylation reaction on the compound shown in the formula (D) so as to obtain a compound shown in a formula (E).
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Paragraph 0226; 0228
(2021/07/01)
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- Synthesis and Th1-immunostimulatory activity of α-galactosylceramide analogues bearing a halogen-containing or selenium-containing acyl chain
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A novel series of CD1d ligand α-galactosylceramides (α-GalCers) were synthesized by incorporation of the heavy atoms Br and Se in the acyl chain backbone of α-galactosyl-N-cerotoylphytosphingosine. The synthetic analogues are potent CD1d ligands and stimulate mouse invariant natural killer T (iNKT) cells to selectively enhance Th1 cytokine production. These synthetic analogues would be efficient X-ray crystallographic probes to disclose precise atomic positions of alkyl carbons and lipid–protein interactions in KRN7000/CD1d complexes.
- Hossain, Md. Imran,Hanashima, Shinya,Nomura, Takuto,Lethu, Sébastien,Tsuchikawa, Hiroshi,Murata, Michio,Kusaka, Hiroki,Kita, Shunsuke,Maenaka, Katsumi
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p. 3687 - 3695
(2016/07/20)
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- Novel acyl α-pyronoids, dictyopyrone A, B, and C, from Dictyostelium cellular slime molds
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For the elucidation of the diversity of secondary metabolites of Dictyostelium cellular slime molds, we investigate the constituent of three species of slime molds. From the methanol extract of their fruit bodies, we obtained three novel compounds, dictyopyrone A (1) and B (2) from D. discoideum and D. rhizoposium and dictyopyrone C (3) from D. longosporum. They possess a unique α-pyrone moiety with a side chain at the C-3 position. Their relative structures were elucidated by spectral means, and the absolute configuration was confirmed by asymmetric synthesis of 1. Since these compounds were obtained from different species of Dictyostelium slime molds, they may be a type of compound common to this genus.
- Takaya, Yoshiaki,Kikuchi, Haruhisa,Terui, Yuichi,Komiya, Jun,Furukawa, Ken-Ichi,Seya, Kazuhiko,Motomura, Shigeru,Ito, Akira,Oshima, Yoshiteru
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p. 985 - 989
(2007/10/03)
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