Table 2. Oleuropeyl glucose esters and a flavanone found in secretory cavity extracts of Eucalyptus species and Melaleuca armillaris.
| Rt (min) | Observed ESI-LC-FTMS parent ions | Formula | Observed MS2 ions of parent ion (bold type) | Compound name | Species # (see Table 1) |
| 5.25 | 516.2067 [M+NH4]+; 521.1624 [M+Na]+ | C23H30O12 | 329.1594 (100); 311.1488 (80); 481.1703 (24);293.1383 (13); 463.1597 (12) | eucaglobulin (5),cypellocarpin A (6),or eucalmaidin B (7)1 | 7,16–19 |
| 5.61 | 546.2899 [M+NH4]+; 551.2456 [M+Na]+; 529.2637 [M+H]+ | C26H40O11 | 511.2536 (100); 493.2430 (45); 329.1594 (35);347.1700 (21); 311.1490 (19); 475.2321 (14) | unknown 1 | 6,11,20 |
| 6.75 | 544.2378 [M+NH4]+; 549.1935 [M+Na]+ | C25H34O12 | 329.1593 (100); 311.1488 (98); 509.2018 (29) | eucalmaidin C (9) | 7–9,14 |
| 6.77 | 546.2899 [M+NH4]+; 551.2457 [M+Na]+; 529.2637 [M+H]+ | C26H40O11 | 511.2535 (100); 329.1594 (59); 493.2430 (29);311.1488 (14); 347.1699 (13) | unknown 2 | 6,7,11,19,20 |
| 7.20 | 530.2951 [M+NH4]+; 535.2505 [M+Na]+; 513.2687 [M+H]+ | C26H40O10 | 329.1593 (100); 311.1488 (81); 495.2583 (36);477.2479 (14); 347.1699 (13) | cuniloside B (1)2 | 1–20 |
| 7.77 | 544.2378 [M+NH4]+; 549.1935 [M+Na]+; 527.2114 [M+H]+ | C25H34O12 | 311.1488 (100); 509.2015 (53);491.1909 (39); 329.1595 (21);347.1490 (7); 275.1278 (6);293.1383 (6); 167.1066 (6) | eucaglobulin B (8)2 | 7–9 |
| 8.00 | 615.2061 [M+H]+; 637.1880 [M+Na]+ | C31H34O13 | 287.0550 (100); 311.1490 (92) | resinoside A (4) | 11,16,17 |
| 8.06 | 521.2009 [M+H]+ | C26H32O11 | 503.1904 (100); 311.1492 (1) | cypellocarpin C (3)2 | 2,5–13,15–19 |
| 8.23 | 505.2635 [M+H]+; 522.2900 [M+NH4]+; 527.2453 [M+Na]+; 487.2529 [M-H2O+H]+ | C24H40O11 | 193.0495 (100); 311.1488 (86) | unknown 3 | 5,7–9,13–15 |
| 8.39 | 530.2950 [M+NH4]+; 535.2505 [M+Na]+; 513.2685 [M+H]+ | C26H40O10 | 329.1593 (100); 311.1488 (71);495.2583 (42); 347.1699 (41);477.2479 (31); 459.2378 (7) | froggattiside A (2)2 | 2,3,6–14,16–20 |
| 9.27 | 602.3884 [M+NH4]+607.3439 [M+Na]+; 585.3621 [M+H]+ | C31H52O10 | 329.1594 (100); 549.3417 (82);311.1487 (32); 347.1699 (21);567.3525 (19);531.3312 (11) | unknown 4 | 7–9,13,16 |
| 9.37 | 521.2009 [M+H]+ | C26H32O11 | 503.1904 (100); 485.1809 (2);467.1702 (1); 311.1492 (1) | unknown 5 | 2–4,7,9,10,12,13,17–19 |
| 9.56 | 556.2744 [M+NH4]+; 561.2296 [M+Na]+; 539.2480 [M+H]+ | C27H38O11 | 521.2378 (100); 311.1489 (23);539.2488 (14); 503.2272 (11);329.1595 (5) | unknown 6 | 9,11,17,19 |
| 9.66 | 522.2900 [M+NH4]+; 527.2453 [M+Na]+; 505.2635 [M+H]+; 487.2530 [M−H2O+H]+ | C24H40O11 | 487.2535 (100); 469.2431 (43);311.1489 (31); 451.2325 (16);321.1542 (4) | unknown 7 | 7–9,13 |
| 10.79 | 602.3885 [M+NH4]+; 607.3441 [M+Na]+; 585.3625 [M+H]+ | C31H52O10 | 549.3419 (100); 531.3314 (95);329.1594 (77); 567.3527 (58);311.1489 (35); 347.1698 (9) | unknown 8 | 7–9 |
| 13.27 | 553.2635 [M+H]+ | C28H40O11 | 535.2537 (100); 517.2427 (28);311.1487 (24) | unknown 9 | 7–9,11,16,17,19 |
| 17.06 | 255.0661 [M−H]−; 511.1386 [2 M−H]- | C15H12O4 | 213.0551 (100); 151.0032 (97);187.0761 (48); 211.0760 (35);169.0655 (30); 183.0813 (21) | pinocembrin (10)2 | 1–4 |
1
Spectral data consistent with all three compounds.
2
Identification by comparison with authentic standards or NMR analyses.