Cytotoxic and Antimicrobial Compounds from the Marine-Derived Fungus, Penicillium Species
Abstract
:1. Introduction
2. Results and Discussion
2.1. Structure Elucidation of Compounds 1–4
2.2. Biological Activities of Compounds 1–4
3. Materials and Methods
3.1. General Experimental Procedures
3.2. Biological Materials
3.3. Culture Condition and Extraction
3.4. Isolation and Purification of Compounds 1–4
3.5. Determination of Configuration of the Amino Acids in 1 and 2
3.6. Biological Activities of the Compounds
3.6.1. Evaluation of the Cytotoxic Activities of the Compounds
3.6.2. Antibacterial Evaluation of the Compounds
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
No. | δC (mult.) | δH (mult., J (Hz)) | HMBC | NOESY |
---|---|---|---|---|
1 | 173.7, qC | H-2, H2-10 | ||
2 | 49.9, CH | 5.81 (dt, 11.5, 3.0) | H-11 | NH |
3 | 41.5, CH2 | 1.62 (m), 1.42 (m) | H-2, H3-5, H3-6 | |
4 | 25.0, CH | 1.74 (m) | H3-5, H3-6 | |
5 | 21.0, CH3 | 1.05 (d, 6.5) | H3-6 | |
6 | 23.5, CH3 | 0.92 (d, 6.5) | H3-5 | |
7 | 174.8, qC | H2-8, H2-9, H2-10 | ||
8 | 33.4, CH2 | 2.64 (dd, 9.5, 1.5) 2.61 (dd, 9.5, 7.0) | H2-9, H2-10 | |
9 | 17.3, CH2 | 2.09 (m) | H2-7, H2-8 | |
10 | 45.6, CH2 | 3.83 (m), 3.77 (m) | H2-8, H2-9 | |
11 | 160.6, CH | 8.21 (s) | H-2 | NH |
NH | 6.10 (brs) | H-2, H-11 |
No. | δC (mult.) | δH (mult., J (Hz)) | HMBC |
---|---|---|---|
1 (NH) | 6.13 (brs) | ||
2 | 166.9, qC | H-1, H-3, H2-9 | |
3 | 59.6, CH | 2.85 (dd, 10.2, 6.8) | H-1, H2-8, H2-9 |
5 | 166.1, qC | H-1, H2-7, H2-10 | |
6 | 83.4, qC | H2-10 | |
7 | 45.5, CH2 | 3.63 (m) 3.41 (ddd, 12.8, 8.5, 2.5) | H-3, H2-9 |
8 | 22.1, CH2 | 1.98 (m), 1.71 (m) | H2-7 |
9 | 28.7, CH2 | 2.17 (m), 1.83 (m) | H-3, H2-8 |
10 | 47.8, CH2 | 3.14 (d, 13.6) 3.05 (d, 13.6) | H-12/H-16 |
11 | 133.1, qC | H2-10, H-12/H-16, H-13/H-15 | |
12 | 130.6, CH | 7.29 (m) | H-14 |
13 | 129.4, CH | 7.40 (m) | H-14 |
14 | 128.1, CH | 7.30 (m) | H-12/H-16, H-13/H-15 |
15 | 129.4, CH | 7.40 (m) | H-14 |
16 | 130.6, CH | 7.29 (m) | H-14 |
OH | 4.36 (brs) |
Compound | IC50 (µM) | Inhibition Zone (mm)@100 µg/disc | ||||
---|---|---|---|---|---|---|
HCT-116 | HepG2 | MCF-7 | S. aureus | V. anguillarum | C. albicans | |
2 | 23.0 | ≥50 | ≥50 | 19 | 20 | 10 |
3 | 38.9 | ≥50 | 102.0 | 14 | 24 | 11 |
4 | 94.0 | ≥50 | 114.0 | 16 | 25 | 15 |
Doxorubicin a | 0.789 | 0.621 | 0.415 | |||
Ciprofloxacin b | 22 | 26 | ||||
Ketoconazole c | 30 |
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Youssef, D.T.A.; Alahdal, A.M. Cytotoxic and Antimicrobial Compounds from the Marine-Derived Fungus, Penicillium Species. Molecules 2018, 23, 394. https://doi.org/10.3390/molecules23020394
Youssef DTA, Alahdal AM. Cytotoxic and Antimicrobial Compounds from the Marine-Derived Fungus, Penicillium Species. Molecules. 2018; 23(2):394. https://doi.org/10.3390/molecules23020394
Chicago/Turabian StyleYoussef, Diaa T. A., and Abdulrahman M. Alahdal. 2018. "Cytotoxic and Antimicrobial Compounds from the Marine-Derived Fungus, Penicillium Species" Molecules 23, no. 2: 394. https://doi.org/10.3390/molecules23020394