Neopapillarine, an Unusual Coumarino-Alkaloid from the Root Extract of Neocryptodiscus papillaris with Cytotoxic Activity on Renal Cancer Cells
Abstract
:1. Introduction
2. Results
3. Discussion
4. Materials and Methods
4.1. General Experimental Procedures
4.2. Plant Material
4.3. Extraction and Isolation
4.4. Cytotoxicity Assay on Renal Cancer Cell Lines
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Not available. |
Compound 2 | Compound 3 | Compound 4 | ||||
---|---|---|---|---|---|---|
Pos. | δH (in ppm, m, J in Hz) | δC (in ppm, type) | δH (in ppm, m, J in Hz) | δC (in ppm, type) | δH (in ppm, m, J in Hz) | δC (in ppm, type) |
2 | 162.09; C | 161.24; C | 161.21; C | |||
3 | 6.25; d; 9.5; 1H | 112.96; CH | 6.23; d; 9.4; 1H | 113.24, CH | 6.23; d; 9.5; 1H | 127.70; CH |
4 | 7.65; d; 9.5; 1H | 144.32; CH | 7.61; d; 9.4; 1H | 143.81; CH | 7.61; d; 9.5; 1H | 143.82; CH |
5 | 7.33; d; 8.5; 1H | 126.76; CH | 7.31; d; 8.6; 1H | 126.73; CH | 7.31; d; (8.6); 1H | 126.82; CH |
6 | 6.86; d; 8.5; 1H | 107.80; CH | 6.82; d; 8.6; 1H | 107.46; CH | 6.83; d; 8.6; 1H | 107.49; CH |
7 | 160.01; C | 160.19; C | 160.19; C | |||
8 | 116.70; C | 116.68; C | 116.56; C | |||
9 | 153.39; C | 153.03; C | 153.01; C | |||
10 | 113.50; C | 113.11; C | 113.15; C | |||
OCH3 | 3.94; s; 3H | 56.36; CH3 | 3.91; s; 3H | 56.18; CH3 | 3.90; s; 3H | 56.24; CH3 |
1′ | 3.59; br dd; 0.6, 7.9; 2H | 21.63; CH2 | 3.61; br d; 7.7; 2H | 21.73; CH2 | 3.68; br d; 7.7; 2H | 21.65; CH2 |
2′ | 5.22; br t; 7.9; 1H | 123.14; CH | 5.51; br t; 7.7; 1H | 126.98; CH | 5.60; br t; 7.7; 1H | 113.30; CH |
3′ | 136.51; C | 130.98; C | 130.54; C | |||
4′ | 4.41; d; 0.6; 2H | 61.21; CH2 | 4.85; br s; 2H | 63.46; CH2 | 5.16; br s; 2H | 64.53; CH2 |
5′ | 1.80; br d; 1.4; 3H | 21.59; CH3 | 1.72; br d; 0.9; 3H | 21.52; CH3 | 1.81; br d; 1.0; 3H | 21.85; CH3 |
1′′ | 171.37; C | 165.33; C | ||||
2′′ | 2.09; s; 3H | 21.14; CH3 | 126.82; C | |||
3′′ | 8.35; d t; 1.9, 7.8; 1H | 137.67; CH | ||||
4′′ | 7.42; br dd; 4.8, 7.8; 1H | 123.63; CH | ||||
5′′ | 8.78; br d; 3.5; 1H | 153.07; CH | ||||
6′′ | 9.24; br s; 1H | 150.71; CH |
Compounds | 1 | 2 | 3 | 4 | 5 | 8 | 9 |
---|---|---|---|---|---|---|---|
A498 | >1000 | >1000 | >1000 | 67 | >100 | >1000 | 720 |
UO31 | >1000 | ≥1000 | >1000 | 20 | 20 | >1000 | 630 |
COLO205 | 20 | NT * | NT | NT | NT | 14 | 30 |
KM12 | >100 | NT | NT | NT | NT | >100 | 31 |
MCF7 | 24 | NT | NT | NT | NT | >100 | >100 |
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Tosun, F.; Mıhoğlugil, F.; Beutler, J.A.A.; Eroğlu Özkan, E.; Miski, M. Neopapillarine, an Unusual Coumarino-Alkaloid from the Root Extract of Neocryptodiscus papillaris with Cytotoxic Activity on Renal Cancer Cells. Molecules 2020, 25, 3040. https://doi.org/10.3390/molecules25133040
Tosun F, Mıhoğlugil F, Beutler JAA, Eroğlu Özkan E, Miski M. Neopapillarine, an Unusual Coumarino-Alkaloid from the Root Extract of Neocryptodiscus papillaris with Cytotoxic Activity on Renal Cancer Cells. Molecules. 2020; 25(13):3040. https://doi.org/10.3390/molecules25133040
Chicago/Turabian StyleTosun, Fatma, Feyyaz Mıhoğlugil, John A. A. Beutler, Esra Eroğlu Özkan, and Mahmut Miski. 2020. "Neopapillarine, an Unusual Coumarino-Alkaloid from the Root Extract of Neocryptodiscus papillaris with Cytotoxic Activity on Renal Cancer Cells" Molecules 25, no. 13: 3040. https://doi.org/10.3390/molecules25133040