title: Syntheses of sulfur and selenium analogues of pachastrissamine via double displacements of cyclic sulfate.
abstract: Bioisosteric analogues of pachastrissamine that contain sulfur and selenium atoms replacing the oxygen in the ring system, were efficiently prepared from a cyclic sulfate intermediate by sequential intermolecular and intramolecular S(N)2 displacement reactions of the dianions. The analogues exhibited cytotoxicities comparable to that of pachastrissamine.
authors: College of Pharmacy, Seoul National University, San 56-1, Shilim, Kwanak, Seoul 151-742, Korea.
authors: Hongjun
authors: H
authors: Jeon
authors: Hoon
authors: H
authors: Bae
authors: Dong Jae
authors: DJ
authors: Baek
authors: Young-Shin
authors: YS
authors: Kwak
authors: Deukjoon
authors: D
authors: Kim
authors: Sanghee
authors: S
authors: Kim
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003500:Cyclization; D006801:Humans; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D012643:Selenium / Q000737:chemistry*; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013431:Sulfates / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*
chemical_list: D013431:Sulfates; C468594:pachastrissamine; D013455:Sulfur; D012643:Selenium; D013110:Sphingosine; D010100:Oxygen