✦ LIBER ✦

Synthesis of a novel series of 4-O-phosphono-d-glucosamine derivatives (lipid A subunit analogs) carrying the C-branched 2-tetradecylhexadecanoyl group

✍ Scribed by Yuji Ogawa; Yushun Fujishima; Hiderahu Ishida; Makoto Kiso; Akira Hasegawa

Book ID: 102994821
Publisher: Elsevier Science
Year: 1991
Tongue: English
Weight: 674 KB
Volume: 220
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(91)80013-d

No coin nor oath required. For personal study only.

✦ Synopsis

A novel series of 4-O-phosphono-D-glucosamine derivatives (lipid A subunit analogs) carrying the 3-O-linked or 2-N-linked C-branched 2-tetradecylhexadecanoyl group have been synthesized starting from benzyl 2-amino-2-deoxy-4,6-O-isopropylidene-8-D-glucopyranoside and benzyl 2-amino-6-O-benzyloxymethyl-2-deoxy-4-O-(diphenoxyphosphinyl)-~-~-glucopyranoside,

respectively. Some of the new compounds were potent inducers of phagocytic activity in macrophages and showed antiviral activity against vaccinia virus.

📜 SIMILAR VOLUMES

Synthesis of 3-O-(alkyl-branched acyl)-2

Synthesis of 3-O-(alkyl-branched acyl)-2-deoxy-2 [(3R)-3-hydroxytetradecanamido]-4-O-phosphono-d-glucose derivatives related to bacterial lipid A

✍ Yuji Ogawa; Motoji Wakida; Hideharu Ishida; Makoto Kiso; Akira Hasegawa 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 500 KB

Enhancement of nonspecific resistance to

Enhancement of nonspecific resistance to bacterial infections and tumor regressions by treatment with synthetic lipid A-subunit analogs. Critical role of N- and 3-O-linked acyl groups in 4-O-phosphono-D-glucosamine derivatives

✍ Mitsunobu Nakatsuka; Yoshio Kumazawa; Motohiro Matsuura; J. Yuzuru Homma; Makoto 📂 Article 📅 1989 🏛 Elsevier Science 🌐 English ⚖ 674 KB

Synthesis and Antibacterial Activity of

Synthesis and Antibacterial Activity of Novel Pyrido[1,2,3- de ][1,4]benzoxazine-6-carboxylic Acid Derivatives Carrying the 3-Cyclopropylaminomethyl-4-substituted-1-pyrrolidinyl Group as a C-10 Substituent

✍ Asahina, Yoshikazu; Takei, Masaya; Kimura, Tetsuya; Fukuda, Yasumichi 📂 Article 📅 2008 🏛 American Chemical Society 🌐 English ⚖ 214 KB

Sulfonate Protecting Groups: Synthesis o

Sulfonate Protecting Groups: Synthesis of D- and L-myo-Inositol-1,3,4,5-tetrakisphosphate Precursors by a Novel Silver(I) Oxide-Mediated O-Alkylation of 2,4(6)-Di-O-acyl-6(4)-O-sulfonyl-myo-Inositol 1,3,5-Orthoformate Derivatives Through Intramolecular Assistance of the Sulfonyl Group

✍ Kana M. Sureshan; Tanya Das; Mysore S. Shashidhar; Rajesh G. Gonnade; Mohan M. B 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 161 KB 👁 1 views

X-ray crystal structures of 1,2,4-tri-O-

X-ray crystal structures of 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-[(S)-phenylphosphinyl]-α-d-xylopyranose and its 5-[(S-phenylphosphinothioyl] derivative, and conformations of d-xylopyranose analogs having a C6H5P(R) group in the hemiacetal ring

✍ Thomas Richter; Peter Luger; Tadashi Hanaya; Hiroshi Yamamoto 📂 Article 📅 1991 🏛 Elsevier Science 🌐 English ⚖ 780 KB

X-ray crystallographic analyses are reported for the two title compounds (8 and 9), of which the former crystallized in two modifications (8n and 8b). In all three structures, the pyranose rings have the %, (D) conformation and the substituents at C-l are axial and those at C-24-4 are equatorial. Th