Studies on the Secondary Metabolites from the Indian Gorgonian

Studies on the Secondary Metabolites from the Indian Gorgonian Subergorgia suberosa: Isolation and Characterization of Four Analogues of the Cardiotox...
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1074

J. Nat. Prod. 1998, 61, 1074

Erratum 1998, Volume 61 P. S. Parameswaran, C. G. Naik, S. Y. Kamat, M. S. Puar, P. Das, and Vinod R. Hegde*: Studies on the Secondary Metabolites from the Indian Gorgonian Subergorgia suberosa: Isolation and Characterization of Four Analogues of the Cardiotoxin Subergorgic Acid. Page 832: The authors have requested a correction for compound numbers in Tables 1 and 2. The values in columns 3, 4, 5, 6, and 7 are chemical shifts for compounds 2, 3, 4, 1, and 5 instead of 1, 2, 3, 4, and 5. Table 1. carbon no. 1 2 3

4 5

1H

NMR Chemical Shifts Observed in Subergorgic Acid and Its Analogues

subergorgic acid

2.37 (dd, J ) 18, 7 Hz) 2.01 (dd, J ) 16.7, 12.6 Hz) 2.09 (dd, J ) 8.8, 6.7 Hz)

6 7

8 9 10 11 12 13 14 15 OCOCH3 OCOCH3 CH3

6.43 (s)

2 4.39 (d, J ) 2 Hz) 1.43 (dt, J ) 2, 12 Hz) 1.8 (ddd, J ) 2, 7 Hz) 1.95 (dd, J ) 2, 4 Hz) 1.64 (m)

3

4

1

5.35 (d, J ) 2 Hz) 1.42 (ddd, J ) 4, 2, 12 Hz) 1.84 (ddd, J ) 2, 7 Hz) 1.91 (dd, J ) 2, 4 Hz) 1.6 (ddd, J ) 10, 2.5, 2 Hz) 1.36 (m) 1.71 (dt, J ) 11, 2 Hz) 1.8 (m)

2.35 (dd, J ) 16, 7 Hz) 1.95 (dd, J ) 18, 4 Hz)

2.07 (dd, J ) 9, 2 Hz) 1.34 (m) 1.65 (m) 1.58 (dt, J ) 11, 2 Hz) 1.63 (m) 1.75 (m) 1.55 (m)

2.00 (dt, J ) 17, 12 Hz) 2.17 (dt, J ) 18, 7 Hz) 1.66 (m) 2.09 (dd, J ) 9, 7 Hz)

1.95 (m)

1.78 (dd, J ) 11, 5 Hz)

1.95 (dd, J ) 11.5, 5, 4 Hz)

1.63 (dt, J ) 7 ,2 Hz) 1.80 (dd, J ) 2, 12 Hz)

6.42 (s)

6.3 (s)

6.4 (s)

6.43 (s)

5 4.40 (d, J ) 2 Hz) 1.40 (dt, J ) 14, 7 Hz) 1.8 (ddd, J ) 2, 4, 14 Hz) 1.95 (m) 1.65 (m) 1.35 (dt, J ) 12, 2 Hz) 1.6 (ddd, J ) 12, 2 Hz) 1.95 (m) 1.78 (m) 6.42 (s)

3.01 (q, J ) 7 Hz) 2.69 (q, J ) Hz) 1.12 (d, J ) 6.4 Hz) 1.04 (d, J ) 7.5 Hz) 1.22 (s) 1.38 (s)

3.02 (q, J ) 7.0 Hz) 2.78 (q, J ) 7.5 Hz) 1.10 (d, J ) 7.5 Hz) 1.03 (d, J ) 6.5 Hz) 1.2 (s) 1.18 (s)

3.01 (q, J ) 7.0 Hz) 2.68 (q, J ) 8 Hz) 1.12 (d, J ) 6.5 Hz) 1.05 (d, J ) 7 Hz) 1.22 (s) 1.4 (s)

1.13 (d, J ) 7.3 Hz) 1.13 (d, J ) 7 Hz)

1.10 (d, J ) 7 Hz)

1.15 (d, J ) 7 Hz)

1.14 (d, J ) 7.5 Hz) 1.15 (d, J ) 8 Hz)

3.72 (s)

2.10 (s) 3.75 (s)

3.72 (s)

Table 2. 13C NMR Chemical Shifts Observed in Subergorgic Acid and Its Analogues carbon no subergorgic acid 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 -OCOCH -OCOCH -CC3

NP980305F S0163-3864(98)00305-X Published on Web 08/08/1998

68.5 (s) 217.8 (s) 49.9 (t) 33.3 (d) 62.6 (3) 28.3 (t) 38.2 (t) 61.7 (s) 152.1 (d) 136.6 (s) 51.6 (d) 19.9 (q) 23.4 (q) 169.6 (s) 17.7 (q)

2 68.0 76.1 45.7 39.7 63.7 30.0 40.1 59.1 153.6 137.1 50.7 20.4 22.4 165.6 17.6

3

4

1

5

68.5 66.9 68.5 68.2 217.8 79.2 217.7 76.0 50.0 42.8 49.9 45.7 33.4 39.8 33.3 39.7 62.8 63.9 62.7 63.7 28.4 30.1 28.3 30.4 38.4 39.9 38.3 40.1 61.7 59.0 61.8 59.4 149.6 152.9 152.3 156.2 137.0 137.1 136.5 136.2 51.5 51.4 51.6 50.6 20.0 20.0 19.9 20.5 23.6 21.9 23.4 22.3 165.0 170.3 169.5 168.7 17.9 17.7 17.7 17.5 177.7 21.7 52.0 52.0 50.9