Sporulosol, a New Ketal from the Fungus Paraconiothyrium sporulosum
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. General Experimental Procedures
3.2. Fungal Material
3.3. Extraction and Isolation
3.4. Sporulosol (1)
3.5. 4,7,9-Trihydroxy-3-methoxy-1-methyl-6H-benzo[c]chromen-6-one (2)
3.6. MTT Assay
Supplementary Materials
Author Contributions
Acknowledgments
Conflicts of Interest
References and Notes
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Sample Availability: Samples of the compounds 1–5 are available from the authors. |
Pos. | 1 | 2 | ||||
---|---|---|---|---|---|---|
δCa, Mult. | δHb (J in Hz) | HMBC | δCc Mult. | δHd (J in Hz) | HMBC | |
1 | 134.0, qC | 126.6, qC | ||||
2 | 112.8, CH | 6.90, s | 1, 3, 4, 4a, 10b | 112.8, CH | 6.93, s | 1, 3, 4, 10a, 10b, 12 |
3 | 153.8, qC | 147.8, qC | ||||
4 | 128.0, qC | 140.6, qC | ||||
4a | 147.0, qC | 138.8, qC | ||||
6 | 164.4, qC | 164.8, qC | ||||
6a | 98.9, qC | 98.2, qC | ||||
7 | 165.0, qC | 165.0, qC | ||||
8 | 99.5, CH | 6.60, d (2.0) | 7, 6a, 10a | 101.3, CH | 6.46, d (2.0) | 6a, 9, 10 |
9 | 166.7, qC | 165.3, qC | ||||
10 | 104.2, CH | 7.28, d (2.0) | 6a, 9, 10a | 104.9, CH | 7.37, d (2.0) | 6a, 8, 9, 10b |
10a | 137.9, qC | 132.8, qC | ||||
10b | 111.0, qC | 111.2, qC | ||||
11 | 55.4, CH3 | 3.96, s | 9 | 55.7, CH3 | 3.67, s | 3 |
12 | 55.2, CH3 | 3.67, s | 3 | 24.5, CH3 | 2.75, s | 1, 2, 10, 10a |
13 | 24.8, CH3 | 2.78, s | 1, 2 | |||
1′ | 105.4, qC | |||||
2′ | 195.9, qC | |||||
2′a | 117.4, qC | |||||
3′ | 139.8, qC | |||||
4′ | 123.8, CH | 6.88, d (7.8) | 5′, 6′, 7′ | |||
5′ | 137.7, CH | 7.45, t (7.8) | 4′, 6′a | |||
6′ | 109.8, CH | 6.72, d (7.8) | 2′a, 5′ | |||
6′a | 170.0, qC | |||||
7′ | 16.7, CH3 | 2.53, s | 2′a, 3′, 4′ | |||
8′ | 19.4, CH3 | 1.80, s | 1′, 2′ | |||
OH-7 | 11.89, s | 7, 8 | 11.95, s | 6a, 7, 8 |
Compound | IC50 (μM) | ||||
---|---|---|---|---|---|
HeLa | T24 | A549 | HCT116 | SH-SY5Y | |
1 | 31.8 ± 0.2 | 18.2 ±5.3 | 23.1 ± 2.9 | 50.1 ± 7.0 | >50 |
2 | 11.7 ± 0.7 | 22.8 ± 1.7 | 25.1 ± 1.8 | 81.5 ± 3.4 | 41.5 ± 2.0 |
3 | >50 | 77.8 ± 8.0 | >50 | >50 | 71.7 ± 3.2 |
4 | 5.4 ± 0.1 | 4.5 ± 0.4 | 93.7 ± 5.6 | 20.9 ± 2.6 | 38.8 ± 4.9 |
cisplatin | 8.7 ± 0.3 | 10.9 ± 0.7 | 17.0 ± 0.5 | 19.9 ± 0.7 | 11.2 ± 2.0 |
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Zhao, C.; Fu, P.; Zhang, Y.; Liu, X.; Ren, F.; Che, Y. Sporulosol, a New Ketal from the Fungus Paraconiothyrium sporulosum. Molecules 2018, 23, 1263. https://doi.org/10.3390/molecules23061263
Zhao C, Fu P, Zhang Y, Liu X, Ren F, Che Y. Sporulosol, a New Ketal from the Fungus Paraconiothyrium sporulosum. Molecules. 2018; 23(6):1263. https://doi.org/10.3390/molecules23061263
Chicago/Turabian StyleZhao, Chen, Peinan Fu, Yang Zhang, Xingzhong Liu, Fengxia Ren, and Yongsheng Che. 2018. "Sporulosol, a New Ketal from the Fungus Paraconiothyrium sporulosum" Molecules 23, no. 6: 1263. https://doi.org/10.3390/molecules23061263