Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S
Abstract
:1. Introduction
2. Results and Discussion
2.1. Bioassay-Guided Isolation
2.2. Structural Elucidation of the New Compounds
2.3. Biological Activities of the Isolated Compounds
3. Experimental Section
3.1. General
3.2. Fungal Material
3.3. Extraction and Isolation
3.4. Preparation of the (R)- and (S)-MTPA Ester Derivatives of Compound 1 [25]
3.5. Dual Culture Test
3.6. Antifungal Assay
3.7. Cytotoxicity Assay
4. Conclusions
Acknowledgements
- Samples Availability: Available from the authors.
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No. | 1 b | 2 c | ||
---|---|---|---|---|
1H | 13C | 1H | 13C | |
1 | 170.33 s | 172.31 s | ||
2 | 2.61 dd (17.6, 5.1) | 38.66 t | 2.54 dd (17.7, 3.5) | 37.81 t |
2.73 dd (17.6, 3.7) | 2.71 dd (17.7, 4.7) | |||
3 | 4.38 m | 62.83 d | 4.25 m | 61.96 d |
4 | 1.73 m | 36.13 t | 1.72 m | 35.14 t |
1.95 m | 1.93 m | |||
5 | 4.68 tdd (7.9, 5.2, 3.0) | 75.68 d | 4.69 m | 76.46 d |
6 | 1.59 m | 35.49 t | 1.61 m | 35.32 t |
1.73 m | 1.70 m | |||
7 | 1.41 m | 25.11 t | 1.36 m | 24.86 t |
8 | 1.30 m | 26.39 t | 1.37 m | 26.49 t |
9 | 1.08 m | 36.55 t | 1.19 m | 38.58 t |
1.30 m | 1.40 m | |||
10 | 1.54 m | 29.88 d | 1.66 m | 28.37 d |
11 | 0.93 m | 44.79 t | 1.30 m | 48.71 t |
1.22 m | 1.48 m | |||
12 | 1.45 m | 30.11 d | 72.37 s | |
13 | 1.14 m | 32.67 t | 1.45 m | 38.19 t |
1.35 m | 1.60 m | |||
14 | 1.38 m | 36.55 t | 1.47 m | 33.19 t |
1.48 m | 1.52 m | |||
15 | 3.76 m | 68.56 d | 3.69 m | 67.85 d |
16 | 1.19 d (6.9) | 23.54 q | 1.16 d (6.2) | 22.17 q |
17 | 0.85 d (6.4) | 20.28 q | 1.15 s | 25.91 q |
18 | 0.84 d (6.4) | 20.26 q | 0.97 d (6.6) | 21.01 q |
No. | 3 | 4 | ||
---|---|---|---|---|
1H | 13C | 1H | 13C | |
1 | 3.87 brs | 61.67 t | 4.35 dd (11.5, 6.0) 4.46 dd (11.5, 4.5) | 67.38 t |
2 | 5.20 m | 78.01 d | 4.03 m | 70.73 d |
3 | 3.87 brs | 61.67 t | 3.66 d (5.4) | 64.28 t |
4 | 172.06 s | 172.43 s | ||
5 | 106.06 s | 105.68 s | ||
6 | 166.16 s | 166.29 s | ||
7 | 6.23 d (2.5) | 101.68 d | 6.25 d (2.5) | 101.73 d |
8 | 163.26 s | 163.35 s | ||
9 | 6.28 d (2.5) | 112.32 d | 6.29 d (2.5) | 112.37 d |
10 | 144.68 s | 144.93 s | ||
11 | 2.51 s | 24.36 q | 2.51 s | 24.45 q |
No. | 1H | 13C | No. | 1H | 13C |
---|---|---|---|---|---|
1 | 176.37 s | 7 | 130.56 s | ||
2 | 2.57 d (15.8) 2.50 d (15.8) | 44.72 t | 8 | 4.44 s | 70.09 t |
3 | 71.07 s | 9 | 1.66 s | 13.83 q | |
4 | 1.61 m | 41.12 t | 10 | 1.29 s | 26.53 q |
5 | 2.14 m | 22.27 t | OAc | 2.07 s | 20.92 q |
6 | 5.44 t (6.9) | 128.84 d | 171.16 s |
AMPB b | 1 | 2 | 3 + 4 | 5 | |
---|---|---|---|---|---|
A. niger | 24 | + | − | − | + |
A. brassicae | 18 | 6 | − | − | 17 |
© 2011 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
Share and Cite
Gao, S.-S.; Li, X.-M.; Du, F.-Y.; Li, C.-S.; Proksch, P.; Wang, B.-G. Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S. Mar. Drugs 2011, 9, 59-70. https://doi.org/10.3390/md9010059
Gao S-S, Li X-M, Du F-Y, Li C-S, Proksch P, Wang B-G. Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S. Marine Drugs. 2011; 9(1):59-70. https://doi.org/10.3390/md9010059
Chicago/Turabian StyleGao, Shu-Shan, Xiao-Ming Li, Feng-Yu Du, Chun-Shun Li, Peter Proksch, and Bin-Gui Wang. 2011. "Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S" Marine Drugs 9, no. 1: 59-70. https://doi.org/10.3390/md9010059