Journal List > Nat Prod Sci > v.21(4) > 1060588

Woo, Jeon, Kim, Sim, Oh, Oh, and Shin: A New Sesterterpene from the Korean Sarcotragus sp. Sponge

Abstract

Sarcotragin C (1), a new sesterterpene metabolite was isolated from a Sarcotragus sp. sponge collected from Chuja Island, Korea. On the basis of the combined spectroscopic analyses, the structure of this compound was determined to be a linear norsesterterpene containing a leucine-derived γ-lactam moiety. This compound exhibited moderate cytotoxicity against K562 and A549 cell-lines.

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Fig. 1.
The structure of compound 1.
nps-21-237f1.tif
Fig. 2.
Key HMBC (H → C) and COSY () correlations of 1.
nps-21-237f2.tif
Table 1.
1H and 13C NMR data of 1 in CD3 OD (δ in ppm, 500 MHz for1H and 125 MHz for 13C)
Position 1
δH δC
1 3.91 br s 50.9
2 6.84 br s 136.3
3 139.2
4 2.22 m 25.2
5 1.69 m 25.8
6 2.09 t (7.4) 39.2
7 135.3
8 5.79 d (10.7) 125.5
9 6.20 dd (15.1, 10.7) 125.3
10 5.40 dd (15.1, 8.2) 137.9
11 2.16 m 36.8
12 1.32 dt (8.0, 7.3) 37.2
13 1.98 dt (7.3, 7.1) 25.7
14 5.26 t (7.1) 128.5
15 130.5
16 2.45 dd (13.6, 5.6) 36.8
2.38 dd (13.6, 8.1)
17 4.24 dd (8.1, 5.6) 69.8
18 175.0
19 1.74 d (0.9) 22.8
20 1.00 d (6.7) 20.2
21 1.71 s 15.2
22 172.4
1' 3.49 t (7.4) 40.5
2' 1.48 dt (7.4, 6.2) 37.3
3' 1.56 m 25.8
4' 0.95 d (6.6) 21.6
5' 0.95 d (6.6) 21.6
OMe 3.70 s 51.1

a J values are in parentheses and reported in Hz; the assignments were based on

1 H-

1 H COSY, HMQC, and HMBC experiments.

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