A methanol extract of etiolated seedlings of adlay (
Coix lachryma-jobi L. var.
ma-yuen Stapf) had antimicrobial activity. The extract was partitioned with chloroform, acetone, ether, and pyridine, in that order, and the activity was highest in the acetone fraction. Two novel antimicrobial substances were isolated from the fraction, 3, 5-dimethoxy-1
H-inden-1-one and 1-ace tyl-1-hydroxy-3, 5-dimethoxy-1
H-inden, which we designated coixindens A and B. Coixindens A and B are unusual antimicrobial substances in having an indene skeleton. Coixinden B differs from coixinden A only in its acetyl group attached to the indene skeleton. Coixinden B had antimicrobial activity against bacteria, but not against yeasts or fungi, but coixinden A had wide antimicrobial activity. The acetyl group seems to give rise to this difference.
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