Total Syntheses of (+)‐1893B and Its Three Diastereomers and Evaluation of Their Biological Activities.

Abstract

Total Syntheses of (+)-1893B and Its Three Diastereomers and Evaluation of TheirBiological Activities. -The total synthesis of title compound (Ia) and the diastereoisomers (Ib) and (II) is described in detail. (Ia) exhibits weak cytotoxicity in vitro against human chronic myelogenous leukemia K562 and human hepatocellular carcinoma HepG2 cells. The diastereoisomers (Ib)-(II) show neither antibacterial activities against a variety of Gram-positive and Gram-negative bacteria nor cytotoxicity against the mentioned cell lines. -(YASUI, H.; HIRAI, K.; YAMAMOTO, S.; TAKAO, K.-I.; TADANO*, K.-I.; J. Antibiot. 59 (2006) 8, 456-463; Dep. Appl. Chem., Fac. Sci. Technol., Keio Univ., Kohoku, Yokohama 223, Japan; Eng.) -H. Haber 07-199

Synthesis of natural ether lipids and 1-O-hexadecylglycero-arylboronates via an epoxide-ring opening approach: Potential antifouling additives to marine paint coatings

“…Regioselective and stereoselective epoxy-ring opening reactions are widely employed as important tools on the synthesis of natural products with biological activities [24,25,26]. We observed herein that in all epoxy-ring opening using the O-alkyl-glycidyl esters (4, 5, 6) as starting materials in the presence of aryl boronic acids using dioxane as solvent, and catalyzed by BF3.O(C2H5)2, only products (7-7f, 8, 9) with the configuration syn (I) were formed.…”