In Vitro Antiprotozoal Activity of Abietane Diterpenoids Isolated from Plectranthus barbatus Andr.
Abstract
:1. Introduction
2. Results and Discussion
2.1. Spectral Data
2.2. Antiprotozoal Activity
3. Experimental Section
3.1. General Experimental Procedures
3.2. Plant Materials
3.3. Extraction and Isolation
3.4. Biological Assays
3.4.1. Antileishmanial Activity
3.4.2. Antiplasmodial Activity
3.4.3. Antitrypanosomal Activity
3.4.4. Cytotoxicity Assay
4. Conclusions
Acknowledgments
Conflicts of Interest
References
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Position | Compound (1) | Compound (2) | Compound (3) | Compound (4) | Compound (5) | |||||
---|---|---|---|---|---|---|---|---|---|---|
δH | δc | δH | δc | δH | δc | δH | δc | δH | δc | |
1 | 3.03 m | 30.7 | 3.16 m, 1.59 m | 30.8 | 2.88 m, 1.65 m | 37.0 | 2.73 m, 2.03 m | 31.9 | 2.77 m, 2.15 br d, J = 14.5 Hz | 31.3 |
2 | 1.79 m | 19.5 | 1.84 m | 18.7 | 1.68 m, 1.28 m | 18.5 | 1.60 m | 20.1 | 1.70 m | 20.0 |
3 | 1.60 m, 1.40 m | 41.9 | 2.03 m, 1.37 m | 35.6 | 3.07 m | 42.5 | 1.54 m, 1.28 m | 42.5 | 1.62 m, 154 m | 42.7 |
4 | - | 33.6 | - | 37.5 | - | 32.8 | - | 34.9 | - | 34.6 |
5 | 1.50 m | 50.5 | - | 144.4 | 2.52 br s | 62.9 | 1.45 m | 44.6 | 1.17 br s | 56.0 |
6 | 2.4 br d, J = 12.5 Hz m | 39.0 | - | 144.8 | - | 201.0 | 2.01 m, 1.54 m | 31.4 | 4.09 br s | 69.9 |
7 | 1.99 m, 1.72 m | 19.3 | - | 149.5 | 6.22 s | 134.0 | 4.67 br t, J = 3.9 Hz | 72.7 | 4.47 d, J = 3.5 Hz | 75.7 |
8 | - | 135.0 | - | 121.6 | - | 140.0 | - | 134.7 | - | 129.9 |
9 | - | 147.7 | - | 144.5 | - | 125.6 | - | 129.6 | - | 129.6 |
10 | - | 37.6 | - | 42.2 | - | 42.9 | - | 41.1 | - | 42.7 |
11 | 7.12 d, J = 7.8 Hz | 123.9 | - | 140.2 | - | 145.0 | - | 142.0 | - | 141.7 |
12 | 7.31 d, J = 7.9 Hz | 124.4 | - | 181.8 | - | 181.7 | - | 143.5 | - | 144.2 |
13 | - | 145.5 | - | 135.8 | - | 145.3 | - | 133.9 | - | 134.8 |
14 | 7.03 br s | 126.9 | 6.65 s | 116.6 | 6.89 s | 136.2 | 6.60 s | 112.9 | 6.69 s | 116.6 |
15 | 2.95 m | 33.6 | 3.27 m | 27.6 | 3.00 m | 27.1 | 3.25 m | 27.9 | 3.25 m | 28.0 |
16 | 1.48 s | 24.2 | 1.10 s | 23.1 | 1.08 d, J = 7.0 Hz | 21.2 | 1.20 br d, J = 6.0 Hz | 23.5 | 1.34 t, J = 6.0 Hz | 23.5 |
17 | 1.50 s | 24.2 | 1.15 s | 23.2 | 1.10 d, J = 7.0 Hz | 21.6 | 1.21 br d, J = 6.0 Hz | 23.4 | 1.22 t, J = 6.0 Hz | 23.4 |
18 | 1.19 s | 33.5 | 1.61 s | 27.9 | 1.04 s | 33.3 | 0.87 s | 33.6 | 1.03 s | 34.2 |
19 | 1.20 s | 21.8 | 1.41 s | 28.5 | 1.20 s | 21.8 | 1.15 s | 21.6 | 1.14 s | 23.0 |
20 | 1.45 s | 25.1 | 1.42 s | 28.0 | 1.20 s | 22.1 | 4.31 d, J = 8.5 Hz, 3.01 d, J = 8.5 Hz | 70.0 | 2.91 br d, J = 8.2 Hz, 4.11 br d, J = 8.2 Hz | 68.5 |
Compound | P. falciparum | L. infantum | T. cruzi | T. brucei | MRC-5 | ||||
---|---|---|---|---|---|---|---|---|---|
IC50 | SI | IC50 | SI | IC50 | SI | IC50 | SI | IC50 | |
Compound (1) | 123.7 ± 4.7 | 1.9 | >237.0 | > 1 | >237.0 | >1 | >237.0 | >1 | >237.0 |
Compound (2) | 9.2 ± 0.6 | 10.4 | 25.7 ± 1.5 | 3.7 | 25.7 ± 1.5 | 3.7 | 1.9 ± 0.4 | 50.5 | 96.2 ± 5.8 |
Compound (3) | 8.5 ± 0.7 | 2.6 | 25.7 ± 2.3 | - | 25.7 ± 2.3 | - | 9.8 ± 0.7 | 2.3 | 22.6 ± 1.3 |
Compound (4) | 11.1 ± 0.6 | - | 25.6 ± 1.2 | - | 25.6 ± 1.2 | - | 6.0 ± 0.8 | 1.0 | 6.0 ± 0.3 |
Compound (5) | 31.6 ± 1.9 | - | 24.4 ± 3.2 | - | 24.4 ± 3.2 | - | 15.9 ± 1.4 | - | 5.7 ± 0.9 |
Chloroquine | 0.04 ± 0.01 | - | - | - | - | ||||
Miltefosine | - | 2.4 ± 0.8 | - | - | - | ||||
Benznidazole | - | - | 2.5 ± 0.6 | - | - | ||||
Melarsoprol | - | - | - | 0.005 ± 0.001 | - | ||||
Tamoxifen | - | - | - | 10.5 ± 2.5 |
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Mothana, R.A.; Al-Said, M.S.; Al-Musayeib, N.M.; Gamal, A.A.E.; Al-Massarani, S.M.; Al-Rehaily, A.J.; Abdulkader, M.; Maes, L. In Vitro Antiprotozoal Activity of Abietane Diterpenoids Isolated from Plectranthus barbatus Andr. Int. J. Mol. Sci. 2014, 15, 8360-8371. https://doi.org/10.3390/ijms15058360
Mothana RA, Al-Said MS, Al-Musayeib NM, Gamal AAE, Al-Massarani SM, Al-Rehaily AJ, Abdulkader M, Maes L. In Vitro Antiprotozoal Activity of Abietane Diterpenoids Isolated from Plectranthus barbatus Andr. International Journal of Molecular Sciences. 2014; 15(5):8360-8371. https://doi.org/10.3390/ijms15058360
Chicago/Turabian StyleMothana, Ramzi A., Mansour S. Al-Said, Nawal M. Al-Musayeib, Ali A. El Gamal, Shaza M. Al-Massarani, Adnan J. Al-Rehaily, Majed Abdulkader, and Louis Maes. 2014. "In Vitro Antiprotozoal Activity of Abietane Diterpenoids Isolated from Plectranthus barbatus Andr." International Journal of Molecular Sciences 15, no. 5: 8360-8371. https://doi.org/10.3390/ijms15058360