Cytotoxic Illudalane Sesquiterpenes from the Wood-Decay Fungus Granulobasidium vellereum (Ellis & Cragin) Jülich
Abstract
:1. Introduction
2. Results and Discussion
pos. | 1 | 2 | 3 | |||
---|---|---|---|---|---|---|
δC, mult | δH ( J in Hz) | δC, mult | δH (J in Hz) | δC, mult. | δH (J in Hz) | |
1 | 73.5, CH | 4.81, m | 43.3, CH2 | 2.94, s | 201.8, | C |
2 | 146.5, C | 46.7 | 134.4, C | |||
3 | 123.9, CH | 6.47, dd (1.7, 2.7) | 214.2, | C | 140.8, CH | 7.38, q (1.8) |
3a | 128.9, C | 134.1, C | 127.5, C | |||
4 | 146.3, C | 122.4, CH, | 7.61, s | 147.6, C | ||
5 | 125.8, C | 141.6, C, | 134.4, C | |||
6 | 134.0, C | 144.6, C, | 138.8, C | |||
7 | 126.5, C | 136.3, C, | 131.2, C | |||
7a | 143.1, C | 153.0, C, | 127.2, C | |||
8 | 13.9, CH3 | 2.01, dd (0.9, 1.7) | 25.6, CH3 | 1.20, s | 10.0, CH3 | 1.76, d (1.8) |
9 | 25.6, CH3 | 1.20, s | ||||
10 | 12.3, CH3 | 2.20, s | 63.5, CH2 | 4.73, s | 12.9, CH3 | 2.19, s |
11 | 34.0, CH2 | 2.91, m | 33.6, CH2 | 3.10, t (7.4) | 33.4, CH2 | 2.87, t (7.5) |
12 | 62.2, CH2 | 3.55, m | 62.1, CH2 | 3.72, t (7.4). | 61.8, CH2 | 3.56, t (7.5) |
13 | 14.9, CH3 | 2.35, s | 14.7, CH3 | 2.35, s | 12.8, CH3 | 2.42, s |
Cell Line | CC50 (µM) | ||
---|---|---|---|
1 | 2 | 3 | |
Huh7 | >400 | >400 | 6.7 |
MT4 | 55 | 180 | 0.15 |
3. Experimental Section
3.1. General Procedures
3.2. Fungal Cultivation
3.3. Bioassay Procedure
3.4. Isolation of Compounds from Liquid Cultures
3.4.1. Granuloinden A (1)
3.4.2. Dihydrogranuloinden (2)
3.4.3. Granuloinden B (3)
3.4.4. Reaction of 3 with Cysteine
4. Conclusions
Supplementary Materials
Supplementary Files
Supplementary File 1Acknowledgments
Author Contributions
Conflicts of Interest
References
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Nord, C.L.; Menkis, A.; Broberg, A. Cytotoxic Illudalane Sesquiterpenes from the Wood-Decay Fungus Granulobasidium vellereum (Ellis & Cragin) Jülich. Molecules 2014, 19, 14195-14203. https://doi.org/10.3390/molecules190914195
Nord CL, Menkis A, Broberg A. Cytotoxic Illudalane Sesquiterpenes from the Wood-Decay Fungus Granulobasidium vellereum (Ellis & Cragin) Jülich. Molecules. 2014; 19(9):14195-14203. https://doi.org/10.3390/molecules190914195
Chicago/Turabian StyleNord, Christina L., Audrius Menkis, and Anders Broberg. 2014. "Cytotoxic Illudalane Sesquiterpenes from the Wood-Decay Fungus Granulobasidium vellereum (Ellis & Cragin) Jülich" Molecules 19, no. 9: 14195-14203. https://doi.org/10.3390/molecules190914195