Supplementary Materials:  
Debromooscillatoxins G and I from the cyanobactrium 
Moorea producens 
Kanon Iguchi, Masayuki Satake, Yutaro Nishio, Bo-Tao Zhang, 
Kento Kawashima, Hajime Uchida, and Hiroshi Nagai 
Figure S1. ESI-HRMS spectrum of debromooscillatoxin G in positive ion mode 
Figure S2. 1H NMR spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S3. 13C NMR spectrum of debromooscillatoxin G in acetone-d6 
Figure S4. 1H–1H COSY NMR spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S5. 1H–13C HSQC spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S6. 1H–13C HMBC spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S7. NOESY spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S8. TOCSY spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S9. ESI-HRMS spectrum of debromooscillatoxin I in positive ion mode 
Figure S10. 1H NMR spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S11. 13C NMR spectrum of debromooscillatoxin I in acetone-d6 (150 MHz) 
Figure S12. 1H–1H COSY NMR spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S13. 1H–13C HSQC spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S14. 1H–13C HMBC spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S15. NOESY spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S16. TOCSY spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
 Table S1. NMR assign table for oscillatoxin G and oscillatoxin I (H 2.05 (600 MHz) and C 206.26 (150 MHz) for acetone-d6)   
Figure S1. ESI-HRMS spectrum of debromooscillatoxin G in positive ion mode 
Figure S2. 1H NMR spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
571.3288
588.3546
593.3099
602.3713
609.2854+MS, 3.5-3.9min #208-235
Intens.
570580590600610m/z
Figure S3. 13C NMR spectrum of debromooscillatoxin G in acetone-d6 (150 mHz) 
Figure S4. 1H–1H COSY NMR spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S5. 1H–13C HSQC spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S6. 1H–13C HMBC spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S7. NOESY spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S8. TOCSY spectrum of debromooscillatoxin G in acetone-d6 (600 MHz) 
Figure S9. ESI-HRMS spectrum of debromooscillatoxin I in positive ion mode 
Figure S10. 1H NMR spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
557.3096
574.3376
579.2915588.3509
595.2664
+MS, 1.0-1.3min #59-76
Intens.
550560570580590600m/z
Figure S11. 13C NMR spectrum of debromooscillatoxin I in acetone-d6 (150 MHz) 
Figure S12. 1H–1H COSY NMR spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S13. 1H–13C HSQC spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S14. 1H–13C HMBC spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S15. NOESY spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
Figure S16. TOCSY spectrum of debromooscillatoxin I in acetone-d6 (600 MHz) 
 Table S1. NMR assign table for oscillatoxin G and oscillatoxin I. (H 2.05 (600 MHz) and C 206.26 (150 MHz) for acetone-d6)  
          oscillatoxin G (2)  oscillatoxin I (4) 
No. H multip. (J in Hz) C  H multip. (J in Hz) C 
1  166.4,C    167.5, C 
2 5.71 (s) 104.8, CH   130.7, C 
3  165.4, C   198.2, C 
4 4.01 m (3.6, 7.2) 29.8, CH  2.64 m 38.1, CH 
5a 1.62 m (3.6, 14.1) 43.0, CH2  1.71 dd (13.7, 13.7) 46.4, CH2 
5b 1.76 m (3.6, 14.1)    1.84 dd (4.8, 13.4)  
6  35.3, C   36.5, C 
7  167.6, C   164.9, C 
8  106.9, C  6.17 dd (0.8, 16.0) 126.2, CH 
9 3.87 d (2.6) 75.5, CH  6.05 dd (8.6, 16.0) *143.1, CH 
10 1.84 m (2.6, 11.4, 7.1) 35.5, CH  2.47 m 42.1, CH 
11 4.07 dd (11.4, 1.8) 78.2, CH  3.22 dd (1.2, 11.3) 78.6, CH 
12 1.82 m (1.8, 6.7) 32.0, CH  1.57 m *36.8, CH 
13a 1.66 m 31.0, CH2  *1.37 m *30.3, CH2 
13b 1.70 m    *1.54 m  
14a 1.66 m 35.7, CH2  1.63 m *35.2, CH2 
14b 1.75 m    1.63 m  
15 4.49 m 83.1, CH  4.44 dd (4.5, 7.5) 83.2, CH 
16  143.7, C   143.9, C 
17  112.3, C   112.7, C 
18 7.36 d (8.6) 134.1, CH  7.37 d (8.6) 134.3, CH 
19 6.72 dd (8.6, 3.1) 117.3, CH  6.72 dd (3.1, 8.6) 117.4, CH 
20  158.4, C   158.6, C 
21 6.96 d (3.1) 115.1, CH  6.95 d (3.0) 115.3, CH 
22 0.87 d (7.0) 12.8, CH3  0.92 d (6.6) 14.8, CH3 
23 1.05 d (7.0) 13.7, CH3  1.03 d (6.9) 18.4, CH3 
24 1.28 s *28.2, CH3  1.19 s 29.3, CH3 
25 1.09 s *31.2, CH3  1.31 s 25.4, CH3 
26 1.19 d (7.2) 22.4, CH3  1.06 d (6.6) 15.2, CH3 
27  175.1, C   175.0, C 
28a 2.49 dd (0.7, 17.9) 37.2, CH2  2.64 dd (1.1, 18.1) 36.8, CH2 
28b 3.06 dd (6.1, 17.9)    3.05 dd (6.0, 18.1)  
29 5.51 ddd (0.7, 4.0, 6.0) 71.1, CH  5.52 m 73.5, CH 
30 4.82 m 79.8, CH  4.81 m 79.7, CH 
31 1.32 d (6.4) 14.5, CH3  1.41 d (6.6) 14.9, CH3 
32 3.21 s 57.1, CH3  3.20 s 57.4, CH3 
33 3.43 s 58.5, CH3  - - 
11-OH - -  3.48 d (5.7) - 
20-OH 8.58 s -  8.54 s - 
*denotes the revised assignments of the original literatures.11,12 
11 H. Nagai, M. Watanabe, S. Sato, M. Kawaguchi, Y. Y. Xiao, K. Hayashi, R. Watanabe, H. Uchida, and M. Satake, 
Tetrahedron 2019, 75, 2486. 
12 H. Nagai, S. Sato, K. Iida, K. Hayashi, M. Kawaguchi, H. Uchida, and M. Satake, Toxins 2019, 11, 366. 