Anticancer Activity of Natural and Semi-Synthetic Drimane and Coloratane Sesquiterpenoids
Abstract
:1. Introduction
2. Anticancer Properties
2.1. Natural Drimanes and Coloratanes
2.1.1. Plant Sources
2.1.2. Marine Sources
2.1.3. Fungal Sources
Source | Species | Comp. | Anticancer Activity 2 | Value (Unit) 3 | Cell Lines | Ref. |
---|---|---|---|---|---|---|
Plants | A. toxicaria | 23 | 6.60 a, 7.20 b | IC50 (μg/mL) | a: K562, b: SMMC-7721 | [51] |
C. dinisii | 7 | 2.2 | EC50 (μg/mL) | P388 (9: KB) | [45] | |
8 | 2.9 | |||||
9 | 1.2 | |||||
C. fragrans | 7 | 0.48 a, 0.21 b | EC50 (µM) | a: HL-60, b: K562 | [46] | |
8 | 0.20 a, 0.09 b | |||||
C. fragrans | 11 | 44.6 | IC50 (µM) | A549 | [47] | |
12 | 62.0 | |||||
13 | 69.6 | |||||
D. brasiliens | 2 | 78.20 a, 83.85 b | IC50 (µM) | a: Nalm6, b: K562 | [48] 4 | |
14 | 68.03 a, 16.24 b | |||||
15 | 78.67 a, 16.66 b | |||||
16 | 23.0 a, 26.10 b | |||||
18 | 8.18 a, 3.56 b | |||||
19 | 12.73 a, 12.98 b | |||||
W. ugandensis | 2 | 1.0 | IC50 (µM) | KB | [52] | |
24 | 0.3 | |||||
25 | 5.3 | |||||
W. ugandensis | 2 | 6.91 a, 2.22 b, 7.81 c, 22.40 d | IC50 (µM) | a: MV4-11, b: THP-1, c: Sk-Mel29, d: LN-229 | [53] | |
24 | 3.20 a, 1.12 b, 4.99 c, 4.11 d | |||||
26 | 2.62 a, 0.44 b, 2.46 c, 2.74 d | |||||
Z. pancheri, Z. acsmithii | 2 | 1 a, 1.2 b, 0.7 c | IC50 (µM) | a: KB, b: HL-60, c: HCT116 | [50] | |
17 | 0.5 a, 0.5 b, 0.2 c | |||||
20 | 0.4 a, 0.3 b, 0.1 c | |||||
21 | 0.4 a, 0.3 b, 0.1 c | |||||
22 | 0.4 a, 0.2 b, 0.1 c | |||||
Marine life | D. carbunculosa | 27 | 10.5 | IC50 (µg/mL) | P388 | [54] |
28 | 17 | |||||
29 | 11.5 | |||||
30 | 15 | |||||
31 | 10.8 | |||||
32 | 10 | |||||
33 | 3.2 | |||||
P. maackiae | 34 | 2.0 a, 1.8 b, 2.3 c, 2.1 d, 2.4 e, 6.0 f | GI50 (µM) | a: ACHN, b: HCT-15, c: MDA-MB-231, d: NCI-H23, e: NUGC-3, f: PC-3 | [55] | |
35 | 1.2 a, 1.6 b, 1.5 c, 1.4 d, 1.9 e, 2.0 f | |||||
36 | 3.6 a, 5.4 b, 4.0 c, 4.3 d, 2.3 e, 4.6 f | |||||
Fungi | A. flavus | 41 | 3.6 a, 1.4 b, 6.8 c, 5.0 d | IC50 (µM) | a: HeLa, b: MCF-7, c: MGC-803, d: A549 | [58] |
42 | 2.9 a, 5.7 b, 1.9 c, 2.5 d | |||||
43 | 8.3 a, 3.1 b, 7.1 c, 6.3 d | |||||
44 | 4.2 a, 6.6 b, 2.3 c, 7.5 d | |||||
A. ustus | 37 | 0.6 a, 7.2 b, 5.9 c | EC50 (μg/mL) | a: L5178Y, b: PC-12, c: HeLa | [56] | |
38 | 1.9 a, >10 b, 7.5 c | |||||
39 | 5.3 a, >10 b, >10 c | |||||
A. ustus | 37 | >100 a, 9.0 b | IC50 (μM) | a: A549, b: HL-60 | [57] | |
38 | 10.5 a, >100 b | |||||
40 | 30.0 a, 20.6 b | |||||
F. officinalis | 45 | 51.2 a, 88.7 b, 146.0 c | IC50 (µM) | a: HL-60, b: Bel-7402, c: KB | [59] | |
T. minioluteus | 46 | 193.3 | IC50 (µM) | HepG2 | [60] | |
47 | 50.6 | |||||
48 | 57.0 |
2.2. Semi-Synthetic Drimane Derivatives
3. Mode-of-Action–Specific Effects or ‘Just’ Detergents?
3.1. Detergent Effects on Mitochondrial Membrane
3.2. TRPV1 Ion Channel
3.3. TRPA1 Ion Channel
3.4. ROS Generation and DNA Damage
3.5. Cell Cycle Arrest
3.6. Inhibition of DNA-Binding by NF-kB and Stat-3
4. Clinical Significance
5. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Comp. | DU-145 (μM) | PC-3 (μM) | MCF-7 (μM) |
---|---|---|---|
2 1 | 71.4 ± 8.5 | 89.2 ± 6.8 | 93.7 ± 9.1 |
4 1 | >200 | >200 | >200 |
49 1 | >200 | >200 | >200 |
50 2 | 70.6 ± 5.9 | 65.4 ± 5.5 | 97.1 ± 7.2 |
51 3 | >200 | >200 | >200 |
52 4 | 93.5 ± 6.7 | 97.5 ± 10.4 | >200 |
53 5 | >200 | 90.2 ± 8.8 | 88.4 ± 7.1 |
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Beckmann, L.; Tretbar, U.S.; Kitte, R.; Tretbar, M. Anticancer Activity of Natural and Semi-Synthetic Drimane and Coloratane Sesquiterpenoids. Molecules 2022, 27, 2501. https://doi.org/10.3390/molecules27082501
Beckmann L, Tretbar US, Kitte R, Tretbar M. Anticancer Activity of Natural and Semi-Synthetic Drimane and Coloratane Sesquiterpenoids. Molecules. 2022; 27(8):2501. https://doi.org/10.3390/molecules27082501
Chicago/Turabian StyleBeckmann, Lorenz, Uta Sandy Tretbar, Reni Kitte, and Maik Tretbar. 2022. "Anticancer Activity of Natural and Semi-Synthetic Drimane and Coloratane Sesquiterpenoids" Molecules 27, no. 8: 2501. https://doi.org/10.3390/molecules27082501