Tetrahedron p. 3081 - 3098 (1994)
Update date:2022-08-11
Topics:
Meselhy, Meselhy R.
Kadota, Shigetoshi
Tsubono, Koji
Hattori, Masao
Namba, Tsuneo
The bacterial transformation of shikonin (1) in culture media has been investigated using human intestinal bacteria. Of 24 anaerobes tested, Bacteroides fragilis subsp. thetaotus showed an ability to transform 1 extensively to ten metabolites, five monomers; anhydroalkannin (2), deoxyshikonin (3), cycloshikonin (4), metaboshikonin I (5) and II (6), and five dimers; shikometabolins A (7), B (8), C (9), D (10) and E (11), after anaerobic incubation for 3 days. The structures of these metabolites were determined mainly by 2D-NMR including the INADEQUATE experiment.
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