title: Synthesis of bioactive 28-hydroxy-3-oxolup-20(29)-en-30-al with antileukemic activity.
abstract: An easy and efficient route to partial synthesis of bioactive 28-hydroxy-3-oxolup-20(29)-en-30-al (1), starting from betulinic acid (2), has been developed (eight steps, 44% overall yield). Structures of all the compounds were determined by spectral studies (IR, (1)H, (13)C NMR, MS, NOESY, COSY, etc.). Compound 1 and the precursors (2, 3, 5, and 7) showed antiproliferative activities against human K562 leukemia, murine WEHI3 leukemia, and murine MEL erythroid progenitor.
authors.affiliation: Natural Product and Polymer Chemistry Laboratory, Department of Chemistry, University of North Bengal, Darjeeling, West Bengal, India. pizy12@yahoo.com
authors.forename: Pranab
authors.initials: P
authors.lastname: Ghosh
authors.forename: Amitava
authors.initials: A
authors.lastname: Mandal
authors.forename: Joydip
authors.initials: J
authors.lastname: Ghosh
authors.forename: Chiranjib
authors.initials: C
authors.lastname: Pal
authors.forename: Ashis Kumar
authors.initials: AK
authors.lastname: Nanda
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D007938:Leukemia; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D053978:Pentacyclic Triterpenes; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology*; D000094062:Betulinic Acid
chemical_list: C533326:28-hydroxy-3-oxo-lup-20(29)-en-30-al; D000972:Antineoplastic Agents, Phytogenic; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; D000094062:Betulinic Acid