title: Synthesis of a tetra- and a trisaccharide related to an anti-tumor saponin "Julibroside J28" from Albizia julibrissin.
abstract: Simple and convergent synthesis of a tetra- and a trisaccharide portions of an antitumor compound Julibroside J(28), isolated from Albizia julibrissin, that showed significant in vitro antitumor activity against HeLa, Bel-7402 and PC-3M-1E8 cancer cell lines is reported. The tetrasaccharide has been synthesized as its p-methoxyphenyl glycoside starting from commercially available D-glucose, L-rhamnose and L-arabinose. The trisaccharide part has been synthesized from commercially available N-acetyl D-glucosamine, D-fucose and D-xylose using simple protecting group manipulations. Sulfuric acid immobilized on silica has been used successfully as a Brönsted acid catalyst for the crucial glycosylation steps.
authors: Medicinal and Process Chemistry Division, Central Drug Research Institute, Chattar Manzil Palace, Lucknow, 226 001 Uttar Pradesh, India.
authors: Bimalendu
authors: B
authors: Roy
authors: Kausikisankar
authors: K
authors: Pramanik
authors: Balaram
authors: B
authors: Mukhopadhyay
mesh_terms: D031289:Albizzia / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D006367:HeLa Cells; D006801:Humans; D008969:Molecular Sequence Data; D012503:Saponins / Q000737:chemistry* / Q000494:pharmacology; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; D014312:Trisaccharides; D014315:Triterpenes; C505995:julibroside J28
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