title: Synthesis of auronol derivatives and their immunostimulating activity.
abstract: The first synthesis of alphitonin-4-O-β-D-glucopyranoside (1) was described. Since, the nitrile group, a strong hydrogen bond acceptor with a significant solvation shell, is considered to have capacity comparable to sugar for facilitating the cell membrane permeation of the molecules, several alphitonin-4-O-β-D-glucopyranoside and maesopsin-4-O-β-D-glucopyranoside analogues were prepared by replacing glucopyranose moieties with acetonitrile groups. Immunostimulating activity evaluation on lymphocyte proliferation indicated that the compound 7 with an acetonitrile group at OH-4 of alphitonin had a strong stimulation effect on lymphocyte proliferation. Interestingly, when tested against the normal cell NIH/3T3, 7 had no inhibition even at the concentration of 100 µg/mL.
authors.forename: Phu'o'ng
authors.initials: P
authors.lastname: Diep Thi Lan
authors.forename: Quoc Vuong
authors.initials: QV
authors.lastname: Nguydna
authors.forename: Van Chien
authors.initials: VC
authors.lastname: Vu
authors.forename: Tuan Nguyen
authors.initials: TN
authors.lastname: Le
authors.forename: Thi Hue
authors.initials: TH
authors.lastname: Nguyena
authors.forename: Thi Hang
authors.initials: TH
authors.lastname: Phama
authors.forename: Van Minh
authors.initials: VM
authors.lastname: Chau
authors.forename: Van Cuong
authors.initials: VC
authors.lastname: Pham
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D005936:Glucans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008214:Lymphocytes / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D011817:Rabbits
chemical_list: D000970:Antineoplastic Agents; D005936:Glucans