Echinoclerodane A: A New Bioactive Clerodane-Type Diterpenoid from a Gorgonian Coral Echinomuricea sp.
Abstract
:1. Introduction
2. Results and Discussion
Position | δH (J in Hz) | δC, Mult. | 1H–1H COSY | HMBC (H→C) |
---|---|---|---|---|
1a/b | 0.75 dd (8.4, 2.8); 1.42 m | 19.9, CH2 | H2-2, H-10 | C-9, -10 |
2a/b | 1.19 m; 1.49 m | 23.2, CH2 | H2-1, H2-3 | C-1, -3, -4 |
3 | 1.58 m | 32.1, CH2 | H2-2 | C-4, -18 |
4 | 17.4, C | |||
5 | 26.3, C | |||
6a/b | 1.02 m; 1.80 td (14.0, 2.8) | 27.6, CH2 | H2-7 | C-5, -7, -8, -10, -18 |
7a/b | 1.35 m; 1.92 tt (14.0, 4.0) | 27.9, CH2 | H2-6, H-8 | C-6, -8, -19 |
8 | 1.68 m | 35.6, CH | H2-7, H3-19 | C-6, -7, -9, -19 |
9 | 39.1, C | |||
10 | 1.64 dd (12.4, 4.0) | 40.9, CH | H2-1 | C-8, -9, -10, -20 |
11 | 1.39 m; 1.59 m | 35.5, CH2 | H2-12 | C-8, -9, -12 |
12 | 2.35 dd (8.8, 7.2) | 21.5, CH2 | H2-11, H-14 | C-11, -13, -14, -16 |
13 | 171.2, C | |||
14 | 5.84 br s | 116.9, CH | H2-12 | C-12, -13,-15 |
15 | 171.8, C | |||
16 | 6.01 s | 99.2, CH | C-13, -15 | |
17 | 1.04 s | 22.4, CH3 | C-3, -4, -5 | |
18a/b | 0.13 d (4.4); 0.52 d (4.4) | 24.5, CH2 | C-3, -4, -5, -6, -10, -17 | |
19 | 0.97 d (7.2) | 14.2, CH3 | H-8 | C-7, -8, -9 |
20 | 1.00 s | 19.8, CH3 | C-8, -9 |
Compounds | Cell lines IC50 (μM) | |||||
---|---|---|---|---|---|---|
K562 | MOLT-4 | HL-60 | DLD-1 | LoVo | DU-145 | |
1 | 37.05 | 13.18 | 14.89 | 23.44 | 21.69 | 53.93 |
Doxorubicin a | 0.29 | 0.001 | 0.08 | 4.00 | 1.65 | 0.01 |
3. Experimental
3.1. General Experimental Procedures
3.2. Animal Material
3.3. Extraction and Isolation
3.4. Molecular Mechanics Calculations
3.5. Cytotoxicity Testing
3.6. Superoxide Anion Generation and Elastase Release by Human Neutrophils
4. Conclusions
- Sample Availability: Not Available.
Acknowledgments
References
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Cheng, C.-H.; Chung, H.-M.; Hwang, T.-L.; Lu, M.-C.; Wen, Z.-H.; Kuo, Y.-H.; Wang, W.-H.; Sung, P.-J. Echinoclerodane A: A New Bioactive Clerodane-Type Diterpenoid from a Gorgonian Coral Echinomuricea sp. Molecules 2012, 17, 9443-9450. https://doi.org/10.3390/molecules17089443
Cheng C-H, Chung H-M, Hwang T-L, Lu M-C, Wen Z-H, Kuo Y-H, Wang W-H, Sung P-J. Echinoclerodane A: A New Bioactive Clerodane-Type Diterpenoid from a Gorgonian Coral Echinomuricea sp. Molecules. 2012; 17(8):9443-9450. https://doi.org/10.3390/molecules17089443
Chicago/Turabian StyleCheng, Ching-Hsiao, Hsu-Ming Chung, Tsong-Long Hwang, Mei-Chin Lu, Zhi-Hong Wen, Yueh-Hsiung Kuo, Wei-Hsien Wang, and Ping-Jyun Sung. 2012. "Echinoclerodane A: A New Bioactive Clerodane-Type Diterpenoid from a Gorgonian Coral Echinomuricea sp." Molecules 17, no. 8: 9443-9450. https://doi.org/10.3390/molecules17089443