Syntheses and biological activities of (+/-)-streptovitacin A and E-73.
(+/-)-Streptovitacin A (1) and its stereoisomers were synthesized by an aldol reaction of (+/-)-2,4-dimethyl-4-trimethylsiloxy-1-cyclohexanones (4b and 9) with 4-(2-oxoethyl)-2,6-piperidinedione (5). E-72 (2) was derived from synthetic 1. (+/-)-1 showed moderate growth inhibition against fungi and lettuce seeds.
Department of Agricultural Chemistry, Tohoku University, Sendai, Japan.
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Kondo
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Oritani
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Yamashita
D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001203:Ascomycota / Q000187:drug effects; D001234:Aspergillus niger / Q000187:drug effects; D003513:Cycloheximide / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D012639:Seeds / Q000187:drug effects; D013237:Stereoisomerism
D000935:Antifungal Agents; C005257:streptovitacin A; D003513:Cycloheximide; C004434:acetoxycycloheximide