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- W1967570070 abstract "The mass spectra of diterpene orthoesters 1～12 derived from Daphne genkwa Sieb.et Zucc.(A),Daphne giraldii Nitsch.(B),Daphne tangutica Maxim.(C)and Wikstroemiachamaedaphne Meisn.(D)have been studied systematically.A detailed comparison of thespectra of analogous series,high resolution mass spectral data and metastable measurementby defocusing technique allowed the structure-spectral correlations to be generalized asfollows:(1)12-OCOR′ analogs(2～4,6,8,9)dominate by the loss of the 12-substituentleading to the formation of(M-R′CO_2~·)and(M-R′CO_2H)peaks,which then furnishthe skeletal ion m/z 358 through further elimination of RCO_2H+H~· or RCO_2H~·,whilethe 12-OH analogs(1,7)will give M-H_2O,M-H_2O-RCO_2H(m/z 358)in a similar way.(2)Members carrying no substituent at 12-C(10～12)exhibit even-mass peak at m/z 360(M-RCO_2H),accompanied sometimes by a less pronounced peak at m/z 358.(3)Memberswith free 20-OH group show significant (M-~·CH_2OH)and(M-~·CH_2OH-H_2O)peaks,while the acylated derivatives(20-OCOR″)tend to provide M-(R″-H)CO via 4-mem- bered transition intermediates.(4)The presence of particular ester or orthoester groupsat 12-C or 21-C may easily be identified by the acylium ions(R′CO~+ or RCO~+)at thelow mass region.In most cases conjugated acyliums are displayed as strong or base peaks.(5)m/z 358,340,327,322,317,311,299,281,271,253,...as well as ion series with 2umass increments at m/z 360,342,329,324,319,313,301,283,273,255,...may serveas an indication of the presence of diterpene skeleton bearing either OH,OCOR′ or Hat 12-C,respectively.Based on the fragmentation mechanism so far reached,the structures of three newanalogs 5,6,and 13 were thus assigned as tanguticacine,daphnegiraldin and 15,16-dihydrodaphnetoxin,respectively." @default.
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- W1967570070 date "1985-09-01" @default.
- W1967570070 modified "2023-09-25" @default.
- W1967570070 title "Studies on the mass spectra of diterpene orthoesters isolated from Thymelaeaceae species" @default.
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- W1967570070 doi "https://doi.org/10.1002/cjoc.19850030306" @default.
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