AB3217-A, a novel anti-mite substance produced by a strain of Streptomyces platensis.
AB3217-A, a novel anti-mite substance, was isolated from the fermentation broth of a streptomycete strain. The strain was isolated from a soil collected at Kita-azumi, Nagano Prefecture, Japan, and identified as Streptomyces platensis AB3217. AB3217-A was purified by Amberlite IR120B, Diaion HP-20 and CM-Sephadex C-25 column chromatographies. The molecular formula was determined as C17H23NO7 by elemental analysis, MS and 13C NMR spectroscopy. The structure of AB3217-A was determined to be (1R,3S,4S,7R,8R,11R,12S,13R)-4,12,13-trihydroxy-8-(4-methoxy phenyl)-6-aza-2,9,14-trioxatricyclo-[9.2.1.0(3,7)]tetradecane by spectroscopic analysis and X-ray crystallographic analysis. The molecule of AB3217-A has unique structure that deacetylanisomycin and beta-D-xylofuranose linked through glycosidic bond and ether bond resulting in the formation of nine-membered ring. AB3217-A showed marked activity against the two spotted spider mite, Tetranychus urticae.
Kanbe
K
K
Central Research Laboratories, Hokko Chemical Industry Co., Ltd., Kanagawa, Japan.
Mimura
Y
Y
Tamamura
T
T
Yatagai
S
S
Sato
Y
Y
Takahashi
A
A
Sato
K
K
Naganawa
H
H
Nakamura
H
H
Takeuchi
T
T
D000818:Animals; D001372:Aza Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002850:Chromatography, Gel; D003461:Crystallography; D004987:Ethers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008828:Microbiological Techniques; D008925:Mites / Q000187:drug effects*; D008970:Molecular Weight; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry* / Q000166:cytology
D001372:Aza Compounds; D004987:Ethers; D007306:Insecticides; C074822:AB 3217-A