111394-71-9Relevant academic research and scientific papers
Total syntheses of symbioramide derivatives from L-serine and their antileukemic activities
Azuma, Hideki,Takao, Ryoko,Niiro, Hayato,Shikata, Keiji,Tamagaki, Seizo,Tachibana, Taro,Ogino, Kenji
, p. 2790 - 2797 (2003)
Naturally occurring symbioramide, (2S,3R,2′R,3′E)-N-(2′-hydroxy-3′-octadecenoyl)- dihydrosphingosine 1a, was synthesized from D-erythro-dihydrosphingosine (amino part, 2) and (2R,3E)-2hydroxy-3-octadecenoic acid (acid part, 3a), both of which were prepared from L-serine. Its diastereomer, (2S,3R,2′S,3′E)-1b, having an enantiomer of the unnatural-type acid part that was prepared from D-mannitol, and its corresponding (Z)-isomers, (2S,3R,2′R,3′Z)-1c and (2S,3R,2′S,3′Z)1d, were also prepared. The antileukemic activities of 1a-d against HL-60 and L-1210 cells were appreciated by a MTT assay. None of the four symbioramide derivatives showed antileukemic activities in HL-60 cells. In L-1210 cells, all the symbioramide derivatives showed moderate antileukemic activities. Compound 1d had the most effective activity against L-1210 cells among the four derivatives. The data suggest that unnatural types of (2′S)-isomers of acid parts are more active than those of (2′R)-isomers.
CHEMISTRY OF AYURVEDIC CRUDE DRUGS - VII GUGGULU (RESIN FROM COMMIPHORA MUKUL) - 6 ABSOLUTE STEREOCHEMISTRY OF GUGGULTETROLS
Kumar, Vijay,Dev, Sukh
, p. 5933 - 5948 (1987)
With a view to elucidating the stereochemistry of guggultetrols, components of saponified Commiphora mukul resin, D-lyxo-, L-ribo-, and L-xylo-octadecane-1,2,3,4-tetrols have been synthesised by two different routes.One method starts with D-glyceraldehyde
