Table 1.
1a) | 2a) | 3a) | 4a) | |
---|---|---|---|---|
Molecular Formula | C14H10N2O2 | C15H12N2O4 | C19H19N3O5S | C16H14N2O4 |
Appearance | Pale-yellow solid, UV-absorbing (254 nm) | Pale-yellow solid, UV-absorbing (254 nm) | Pale-yellow solid, UV-absorbing (254 nm) | Pale-yellow solid, UV-absorbing (254 nm) |
HPLC-R t | 12.86 (min) | 12.48 (min) | 12.37 (min) | 20.06 (min) |
R f | 0.28 (DCM/10% MeOH) | 0.10 (DCM/20% MeOH) | 0.34 (DCM/20% MeOH) | 0.13 (DCM/20% MeOH) |
Anisaldehyde/H2SO4 reagent | Yellow | Yellow | Yellow | Yellow |
(+)-APCI-MS: m/z | 239 [M + H]+, 477 [2M + H]+, 193 [(M-COOH) + H]+ | 285 [M + H]+, 267 [M – H2O]+, 239 [(M-COOH) + H]+ | 402 [M + H]+, 273 [(M-Cys) + H]+ | 299 [M + H]+, 267 [M – H2O]+, 239 [(M-COOH) + H]+ |
(–)-APCI-MS: m/z | 237 [M – H]–, 475 [2M – H]–, 191 [(M-COOH) – H]– | - | 400 [M – H]–, 801 [2M – H]–, 271 [(M-Cys) – H]– | - |
(+)-HRESI-MS: m/z | 239.0814 [M + H]+ | - | - | - |
Calcd. | 239.0815 for C14H11N2O2 [M + H]+ | - | - | - |
(–)-HRESI-MS: m/z | 237.0662 [M – H]– | - | - | - |
Calcd. | 237.0669 for C14H9N2O2 [M – H]– | - | - | - |
UV/VIS (MeOH): λmax (log ε) | 394 sh (3.08), 366 sh (3.42), 282 (4.30), 213 (4.17) nm | 374, 278, 240, 213 nm | 375, 278, 241, 214 nm | 374, 272, 240, 218 nm |
For HPLC, UV and Mass spectrometry data, see supporting information Fig. S4-7, S13, S19 and S25.