9649. Trichostatin(s)
Nomenclature
Antibiotic A-300; A-300-I.Description and references
Antifungal antibiotic isolated from metabolites of Streptomyces hygroscopicus. It is composed of trichostatins A (major), B, the ferric chelate of trichostatin A, and C, the first glycosyl hydroxamate from a natural source. Isoln of A and B: N. Tsuji et al., JP Kokai 74 14691, C.A. 81, 48547h (1974). Structural elucidation of A and B: eidem, J. Antibiot. 29, 1 (1976). Isoln and structure of C: N. Tsuji, M. Kobayashi, ibid. 31, 939 (1978).
Derivative
Trichostatin A.Nomenclature
CAS number: 58880-19-6
[R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide. C17H22N2O3; mol wt 302.37.
C 67.53%, H 7.33%, N 9.26%, O 15.87%.
Properties
Crystals from ethyl acetate, mp 150-151°. [α]D20.5 +62.8° ±1.1° (c = 1.007 in ethanol). uv max (ethanol): 252, 265, 341 nm (E1%1cm 531, 582, 648). Sol in lower alcohols, sparingly sol in chloroform, ethyl acetate, acetone, benzene.Derivative
Trichostatin B.Nomenclature
CAS number: 58895-00-4
Tris[7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamidato-ONO1]iron. C51H63FeN6O9; mol wt 959.93.
C 63.81%, H 6.62%, Fe 5.82%, N 8.75%, O 15.00%.
Properties
Trihydrate, dark reddish purple prisms from methanol, mp 192° (dec). uv max (ethanol): 253, 277, 341, 450 nm (E1%1cm 624, 651, 918, 50).Derivative
Trichostatin C.Nomenclature
CAS number: 68676-88-0
7-[4-(Dimethylamino)phenyl]-N-(β-d-glucopyranosyloxy)-4,6-dimethyl-7-oxo-2,4-heptadienamide. C23H32N2O8; mol wt 464.51.
C 59.47%, H 6.94%, N 6.03%, O 27.55%.