Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp.
Abstract
:1. Introduction
2. Results and Discussion
Position | 1 | 2 | ||
---|---|---|---|---|
δH (J in Hz) a | δc (mult.) b | δH (J in Hz) a | δc (mult.) b | |
1 | 2.47 d (2.0) | 72.8 (CH) | 2.57 d (2.0) | 74.0 (CH) |
2 | 85.0 (C) | 83.3 (C) | ||
3 | 4.38 ddd (6.5, 6.5, 2.0) | 62.3 (CH) | 4.84 d (6.0) | 62.8 (CH) |
4 | 1.72 m | 37.6 (CH2) | 5.60 m | 128.5 (CH) |
5 | 1.45 m | 24.9 (CH2) | 5.91 dt (15.0, 7.0) | 134.3 (CH) |
6 | 1.28–1.40, m | 28.7–29.2 (CH2) | 2.08 m | 31.8 (CH2) |
7 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
8 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
9 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
10 | 1.51 m | 28.4 (CH2) | 1.48 m | 28.4–29.7 (CH2) |
11 | 2.21 ddd (7.0, 7.0, 2.0) | 18.7 (CH2) | 2.14 m | 18.7 (CH2) |
12 | 86.7 (C) | 81.0 (C) | ||
13 | 79.6 (C) | 77.3 (C) | ||
14 | 5.28 dd (5.0, 1.5) | 58.6 (CH) | 3.03 dd (6.5, 5.5) | 17.6 (CH2) |
15 | 5.71 dd (5.0, 1.5) | 132.0 (CH) | 5.59 m | 128.0 (CH) |
16 | 5.71 dd (5.0, 1.5) | 132.0 (CH) | 5.59 m | 131.0 (CH) |
17 | 5.28 dd (5.0, 1.5) | 58.6 (CH) | 5.18 d (7.0) | 58.2 (CH) |
18 | 79.6 (C) | 79.8 (C) | ||
19 | 86.7 (C) | 86.1 (C) | ||
20 | 2.21 ddd (7.0, 7.0, 2.0) | 18.7 (CH2) | 2.21 | 18.7 (CH2) |
21 | 1.51 m | 28.4 (CH2) | 1.51 m | 28.4–29.7 (CH2) |
22 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
23 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
24 | 1.28–1.40, m | 28.7–29.2 (CH2) | 1.27–1.42, m | 28.4–29.7 (CH2) |
25 | 1.28–1.40, m | 28.7–29.2 (CH2) | 2.08 m | 31.8 (CH2) |
26 | 1.45 m | 24.9 (CH2) | 5.91 dt (15.0, 7.0) | 134.4 (CH) |
27 | 1.72 m | 37.6 (CH2) | 5.60 m | 128.5 (CH) |
28 | 4.38 ddd (6.5, 6.5, 2.0) | 62.3 (CH) | 4.84 d (6.0) | 62.8 (CH) |
29 | 85.0 (C) | 83.3 (C) | ||
30 | 2.47 d (2.0) | 72.8 (CH) | 2.57 d (2.0) | 74.0 (CH) |
Compound | Cell Lines | |||||
---|---|---|---|---|---|---|
CCRF-CEM | MOLT-4 | K-562 | DLD-1 | LNCaP | T-47D | |
1 | 0.6 ± 0.2 | <0.1 | 3.3 ± 1.2 | NA b | 3.2 ± 1.2 | 0.3 ± 0.1 |
2 | 6.3 ± 2.5 | 5.7 ± 1.2 | 7.8 ± 3.2 | NA | NA | NA |
3 | 0.8 ± 0.2 | 0.7 ± 0.1 | 3.4 ± 1.1 | <0.1 | 3.2 ± 1.4 | NA |
4 | 2.5 ± 1.8 | 3.0 ± 1.6 | 4.0 ± 2.3 | 7.4 ± 3.1 | NA | 4.4 ± 1.1 |
5 | 0.4 ± 0.1 | 0.7 ± 0.5 | 3.4 ± 0.4 | 3.7 ± 1.8 | 5.9 ± 2.2 | 7.3 ± 2.2 |
Doxorubicin a | <0.1 | <0.1 | <0.1 | 5.8 ± 2.1 | 1.9 ± 1.1 | <0.1 |
3. Experimental Section
3.1. General Procedures
3.2. Animal Material
3.3. Extraction and Separation
3.4. Supplementary Files
3.5. Cytotoxicity Testing
4. Conclusions
Supplementary Materials
Supplementary Files
Supplementary File 1Acknowledgments
Author Contributions
Conflicts of Interest
References
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Juan, Y.-S.; Lee, C.-C.; Tsao, C.-W.; Lu, M.-C.; El-Shazly, M.; Shih, H.-C.; Chen, Y.-C.; Wu, Y.-C.; Su, J.-H. Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp. Int. J. Mol. Sci. 2014, 15, 16511-16521. https://doi.org/10.3390/ijms150916511
Juan Y-S, Lee C-C, Tsao C-W, Lu M-C, El-Shazly M, Shih H-C, Chen Y-C, Wu Y-C, Su J-H. Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp. International Journal of Molecular Sciences. 2014; 15(9):16511-16521. https://doi.org/10.3390/ijms150916511
Chicago/Turabian StyleJuan, Yung-Shun, Chien-Chih Lee, Chia-Wei Tsao, Mei-Chin Lu, Mohamed El-Shazly, Huei-Chuan Shih, Yu-Cheng Chen, Yang-Chang Wu, and Jui-Hsin Su. 2014. "Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp." International Journal of Molecular Sciences 15, no. 9: 16511-16521. https://doi.org/10.3390/ijms150916511