Elimination of 118 Da: a characteristic fragmentation in the tandem mass spectra of 11(15 → 1)-abeo-taxanes
✍ Scribed by K. P. Madhusudanan; S. K. Chattopadhyay; S. Srivastava
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 221 KB
- Volume
- 37
- Category
- Article
- ISSN
- 1076-5174
- DOI
- 10.1002/jms.265
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✦ Synopsis
Abstract
The mechanism of the elimination of 118 Da from 11(15→1)‐abeo‐taxanes was elucidated with the help of the tandem mass spectra of [M + NH~4~]^+^ and [M + Li]^+^ ions and the corresponding D‐exchanged species. The fragmentation is triggered by the initial loss of the C‐10 substituent. Evidence was also obtained for the stepwise elimination of acetone and acetic acid. Acetone is eliminated from the C‐1 hydroxyisopropyl group and acetic acid from either the C‐9 or C‐7 acetoxy groups. The presence of an additional acetoxy group at C‐13 leads to the direct elimination of 118 Da from [M + NH~4~]^+^ and [M + Li]^+^ ions involving the C‐13 acetoxy group. Copyright © 2001 John Wiley & Sons, Ltd.