Krempfielins Q and R, Two New Eunicellin-Based Diterpenoids from the Soft Coral Cladiella krempfi
Abstract
:1. Introduction
2. Results and Discussion
C | 1 a | 2 b | ||
---|---|---|---|---|
δC | δH | δC | δH | |
1 | 44.9 (CH) c | 2.27 m d | 43.5 (CH) | 2.35 m |
2 | 92.3 (CH) | 3.54 br s | 90.8 (CH) e | 3.63 d (1.5) |
3 | 86.0 (qC) | 86.0 (qC) | ||
4 | 35.6 (CH2) | 1.84 dd (14.4, 10.4) f | 34.6 (CH2) e | 1.88 m |
2.61 dd (14.4, 9.2) | 2.49 dd (14.0, 9.0) | |||
5 | 29.5 (CH2) | 1.42 m | 29.9 (CH2) | 1.43 m |
1.62 m | 1.70 m | |||
6 | 77.6 (CH) | 4.64 d (6.0) | 77.0 (CH) | 4.63 d (7.5) |
7 | 79.6 (qC) | 79.4 (qC) | ||
8 | 80.0 (CH) | 3.60 br d (8.4) | 79.1 (CH) | 3.50 br t (8.0) |
9 | 81.3 (CH) | 3.85 dd (9.2, 6.4) | 82.2 (CH) | 4.05 dd (9.5, 5.5) |
10 | 53.3 (CH) | 3.34 t (6.8) | 50.6 (CH) | 3.35 t (6.5) |
11 | 148.4 (qC) | 143.0 (qC) | ||
12 | 31.4 (CH2) | 2.08 m | 72.8 (CH) | 5.44 d (4.5) |
2.31 m | ||||
13 | 25.4 (CH2) | 1.17 dd (12.8, 2.8) | 29.4 (CH2) | 1.50 m |
1.68 m | 1.88 m | |||
14 | 38.9 (CH) | 1.51 m | 32.7 (CH) | 1.90 m |
15 | 23.1 (CH3) | 1.41 s | 23.2 (CH3) | 1.46 s |
16 | 17.7 (CH3) | 1.26 s | 17.7 (CH3) | 1.26 s |
17 | 110.7 (CH2) | 4.81 s | 116.3 (CH2) e | 5.23 s |
4.91 s | ||||
18 | 34.1 (CH) | 1.92 m | 34.0 (CH) | 1.99 m |
19 | 67.7 (CH2) | 3.96 d (7.2) | 67.8 (CH2) | 3.90 dd (11.0, 7.0) |
4.02 dd (11.0, 7.0) | ||||
20 | 11.0 (CH3) | 0.85 d (6.4) | 11.4 (CH3) | 0.90 d (6.5) |
3-OCOPr | 172.2 (qC) | 172.2 (qC) | ||
37.3 (CH2) | 2.33 m | 37.3 (CH2) | 2.30 m | |
18.4 (CH2) | 1.68 m | 18.3 (CH2) | 1.63 m | |
13.7 (CH3) | 0.99 t (7.2) | 13.6 (CH3) | 0.98 t (7.0) | |
12-OAc | 170.4 (qC) | |||
21.5 (CH3) | 2.08 s | |||
19-OAc | 171.2 (qC) | 171.0 (qC) | ||
21.1 (CH3) | 2.08 s | 20.9 (CH3) | 2.07 s |
Compound | Superoxide Anion | Elastase | ||
---|---|---|---|---|
Inh % | IC50 (μM) a | Inh % | IC50 (μM) | |
1 | 5.46 ± 5.19 | >10 | 2.99 ± 2.82 | >10 |
2 | 13.17 ± 2.09 ** | >10 | 11.09 ± 5.55 | >10 |
3. Experimental Section
3.1. General Experimental Procedures
3.2. Animal Material
3.3. Extraction and Separation
3.3.1. Krempfielin Q (1)
3.3.2. Krempfielin R (2)
3.4. Cytotoxicity Testing
3.5. In Vitro Anti–Inflammatory Assay–Superoxide Anion Generation and Elastase Release by Human Neutrophils
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Tai, C.-J.; Chokkalingam, U.; Cheng, Y.; Shih, S.-P.; Lu, M.-C.; Su, J.-H.; Hwang, T.-L.; Sheu, J.-H. Krempfielins Q and R, Two New Eunicellin-Based Diterpenoids from the Soft Coral Cladiella krempfi. Int. J. Mol. Sci. 2014, 15, 21865-21874. https://doi.org/10.3390/ijms151221865
Tai C-J, Chokkalingam U, Cheng Y, Shih S-P, Lu M-C, Su J-H, Hwang T-L, Sheu J-H. Krempfielins Q and R, Two New Eunicellin-Based Diterpenoids from the Soft Coral Cladiella krempfi. International Journal of Molecular Sciences. 2014; 15(12):21865-21874. https://doi.org/10.3390/ijms151221865
Chicago/Turabian StyleTai, Chi-Jen, Uvarani Chokkalingam, Yang Cheng, Shou-Ping Shih, Mei-Chin Lu, Jui-Hsin Su, Tsong-Long Hwang, and Jyh-Horng Sheu. 2014. "Krempfielins Q and R, Two New Eunicellin-Based Diterpenoids from the Soft Coral Cladiella krempfi" International Journal of Molecular Sciences 15, no. 12: 21865-21874. https://doi.org/10.3390/ijms151221865