Echinohalimane A, a Bioactive Halimane-Type Diterpenoid from a Formosan Gorgonian Echinomuricea sp. (Plexauridae)
Abstract
:1. Introduction
2. Results and Discussion
Position | δH (J in Hz) | δC, Multiple | 1H–1H COSY | HMBC |
---|---|---|---|---|
1 | 5.40 br s | 118.1, CH | H2-2 | C-2, -9 |
2 | 2.02 m | 23.2, CH2 | H-1, H2-3 | C-1, -3, -4, -10 |
3 | 1.11 m, 1.28 m | 31.2, CH2 | H2-2 | C-2, -4, -18, -19 |
4 | 31.2, C | |||
5 | 1.49 br d (14.8) | 43.7, CH | H2-6 | C-3, -4, -7, -10 |
6 | 1.09 m, 1.80 m | 30.0, CH2 | H-5, H2-7 | n.o. |
7 | 1.42 m, 1.55 m | 31.1, CH2 | H2-6, H-8 | C-8, -9 |
8 | 1.32 m | 44.3, CH | H2-7, H3-17 | C-7, -9, -10, -17 |
9 | 42.5, C | |||
10 | 145.0, C | |||
11 | 1.32 m, 1.90 m | 28.2, CH2 | H2-12 | C-10, -13, -20 |
12 | 2.10 m | 22.3, CH2 | H2-11 | |
13 | 171.6, C | |||
14 | 5.79 s | 116.7, CH | C-13, -15, -16 | |
15 | 172.2, C | |||
16 | 5.98 s | 99.4, CH | C-13, -14, -15 | |
17 | 0.86 d (6.4) | 16.3, CH3 | H-8 | C-7, -8, -9 |
18 | 0.85 s | 27.5, CH3 | C-3, -4, -5, -19 | |
19 | 0.84 s | 27.7, CH3 | C-3, -4, -5, -18 | |
20 | 1.04 s | 22.9, CH3 | C-8, -9, -10, -11 |
Compounds | Cell lines IC50 (μg/mL) | |||||
---|---|---|---|---|---|---|
K562 | MOLT-4 | HL-60 | DLD-1 | LoVo | DU-145 | |
1 | 6.292 | 2.111 | 2.117 | 0.967 | 0.563 | NA b |
Doxorubicin a | 0.171 | 0.001 | 0.048 | 2.322 | 0.959 | 0.005 |
Compounds | Superoxide anion | Elastase release | |
---|---|---|---|
IC50 (μg/mL) | Inh% a | IC50 (μg/mL) | |
1 | >10 | 20.55 ± 5.18 | 0.38 ± 0.14 |
DPI b | 0.80 ± 0.21 | ||
Elastatinal b | 31.95 ± 5.92 |
3. Experimental Section
3.1. General Experimental Procedures
3.2. Animal Material
3.3. Extraction and Isolation
3.4. Molecular Mechanics Calculations
3.5. Cytotoxic Assay
3.6. Superoxide Anion Generation and Elastase Release by Human Neutrophils
4. Conclusions
Acknowledgments
References
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Chung, H.-M.; Hu, L.-C.; Yen, W.-H.; Su, J.-H.; Lu, M.-C.; Hwang, T.-L.; Wang, W.-H.; Sung, P.-J. Echinohalimane A, a Bioactive Halimane-Type Diterpenoid from a Formosan Gorgonian Echinomuricea sp. (Plexauridae). Mar. Drugs 2012, 10, 2246-2253. https://doi.org/10.3390/md10102246
Chung H-M, Hu L-C, Yen W-H, Su J-H, Lu M-C, Hwang T-L, Wang W-H, Sung P-J. Echinohalimane A, a Bioactive Halimane-Type Diterpenoid from a Formosan Gorgonian Echinomuricea sp. (Plexauridae). Marine Drugs. 2012; 10(10):2246-2253. https://doi.org/10.3390/md10102246
Chicago/Turabian StyleChung, Hsu-Ming, Li-Chung Hu, Wei-Hsuan Yen, Jui-Hsin Su, Mei-Chin Lu, Tsong-Long Hwang, Wei-Hsien Wang, and Ping-Jyun Sung. 2012. "Echinohalimane A, a Bioactive Halimane-Type Diterpenoid from a Formosan Gorgonian Echinomuricea sp. (Plexauridae)" Marine Drugs 10, no. 10: 2246-2253. https://doi.org/10.3390/md10102246