Masuo Miyamoto

Structures and properties of the sugars obtained from the chromomycins

Abstract The water soluble fraction of the acid hydrolysate of chromomycin A 3 when chromatographed on cellulose powder yields four new sugars chromose A, chromose B, chromose C and chromose D. The structures of these sugars have been elucidated. Interstingly, all four are 2,6-dideoxy sugars, and furthermore, chromose B belongs to the L-series while the other three are D-sugars. the hydrolysis of chromomycin A 2 affords a fifth sugar, which has been identified as 4-O-isobutyryldeacetylchromose B.

The reactions of chromomycinone and derivatives

Abstract The various reactions of chromomycinone, the chromophore of the cancerostatic chromomycins, are described. The structures of several chromomycinone derivatives are also discussed.

The stereochemistry of chromomycinone and a note on the benzoate rule

Abstract It has been shown that chromomycinone can be represented by the absolute configurational structure 1. Molecular rotation differences between the acetate and benzoate of secondary alcohols can be employed for deriving the absolute configuration.