Amino sugar derivatives containing trehalose

Claim 1

The novel amino sugar derivatives Trestatin A, Trestatin B and Trestatin C and salts and mixtures thereof having trehalose as a common structural feature and having the following properties: (a) Elementary analysis: ______________________________________ C H N O % % % % ______________________________________ Trestatin A: 46.72 7.13 2.08 43.28 Trestatin B: 46.27 7.04 1.65 44.69 Trestatin C: 47.55 7.15 2.29 42.66 ______________________________________ (b) Molecular weight (Osmometry): Trestatin A: 1470 Trestatin B: 975 Trestatin C: 1890 (c) Melting point: Trestatin A: 221°-232° C. (dec.) Trestatin B: 209°-219° C. (dec.) Trestatin C: 230°-237° C. (dec.) (d) Specific rotation: Trestatin A: [α] D 24 =+177° (c=1.0, H 2 O) Trestatin B: [α] D 26 =+187° (c=1.0, H 2 O) Trestatin C: [α] D 23 =+169.5° (c=1.0, H 2 O) (e) Ulraviolet absorption spectrum (in water): Each of Trestatin A, Trestatin B and Trestatin C shows end absorption (f) Infrared absorption spectrum (in KBr): Trestatin A: as shown in FIG. 1 Trestatin B: as shown in FIG. 2 Trestatin C: as shown in FIG. 3 (g) 1 H NMR spectrum (in D 2 O at 100 MHz): Trestatin A: as shown in FIG. 4 Trestatin B: as shown in FIG. 5 Trestatin C: as shown in FIG. 6 (h) Solubility in solvents: Trestatin A, Trestatin B and Trestatin C and their hydrochlorides are easily soluble in water; soluble in dimethylsulfoxide; slightly soluble in ethanol and acetone; and insoluble in ethyl acetate and chloroform; (i) Color reaction: Each of Trestatin A, Trestatin B and Trestatin C is positive to permanganate and anthrone reactions, and negative to Sakaguchi reaction.