Naturally Occurring Oxazole-Containing Peptides
Abstract
:1. Introduction
2. Short Linear Peptides
2.1. Almazoles A–D
2.2. Martefragin A
2.3. Muscoride A
3. Long Linear Peptides
3.1. Microcin B17
3.2. Plantazolicins A and B
3.3. Goadsporin
4. Cyclic Peptides
4.1. Bistratamides C, D, G, H, I, M, and N
4.2. Dendroamides A–C
4.3. Nostocyclamides
4.4. Tenuecyclamides A–D
4.5. Venturamides A and B
4.6. Dolastatins E and I
4.7. Raocyclamides A–B
4.8. Microcyclamides
4.9. Leucamide A
4.10. YM-216391
4.11. Urukthapelstatin A
4.12. Mechercharmycins A and B
4.13. Haliclonamides A–E
4.14. Myriastramides A–C
4.15. Wewakazoles
4.16. Keramamides B–E
5. Bicyclic Peptides
Diazonamides A–E
6. Thiopeptides
6.1. Baringolin
6.2. Thioxamycin and Thioactin
6.3. Promothiocins A and B
6.4. Sulfomycins I–III
6.5. A10255B, E, and G
6.6. Methylsulfomycin I
7. Overview
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Peptide Name | Natural Source | Organism | Bioactivity | Class/Type | References |
---|---|---|---|---|---|
A10225B, G and E | Colorado soil bacterium | Streptomyces gardneri NRRL 15537 | Antimicrobial activity, growth promoter, prevent lactic acidosis in farm animals | Thiopeptides | [92,93] |
Aerucyclamides C | Cyanobacterium | Microcystis aeruginosa PCC 7806 | Promising antimalarial agent | Cyclic peptide | [56] |
Almazoles A–D | Senegal seaweed | Genus Haraldiophyllum | Almazole D: antibacterial activity | Short linear peptide | [18,19,20,21,22] |
Baringolin | Spain bacterium | Kucuria sp. MI-67-EC3-038 | Antibacterial activity | Thiopeptide | [78,79] |
Bistratamides | Philippine ascidian | Lissoclinum bistratum | Bistratamide D: neurodepressant properties Bistratamides M and N: with antitumor activity | Cyclic peptides | [39,40,41] |
Dendroamides A–C | Terrestrial blue-green alga | Stigonema dendroideum | Dendroamide A: potent MDR-reversing agent | Cyclic peptide | [43,44,45] |
Diazonamides A–E | Marine colonial ascidian | Diazona angulata | Cytotoxicity activity | Bicyclic peptide | [76,77] |
Dolastatins E and I | Japanese sea hare | Dolabella auricularia | Cytotoxicity activity | Cyclic hexapeptides | [49,51] |
Goadsporin | Soil bacterium | Streptomyces sp. TP-A0584 | Antibacterial activity | Long linear peptide | [37,38] |
Haliclonamides A–E | Palauan marine sponge | Haliclona sp. | Haliclona A and B: Metal-Iron uptake Haliclonamide C–E: antifouling activity | Cyclic peptides | [62,63,64,65,66,67] |
Keramamides | Okinawan marine sponge | Theonella sp. | Keramamide B–D: inhibits superoxides Keramamide E: antitumor activity | Cyclic peptides | [73,74,75] |
Leucamide A | Australian marine sponge | Leucetta microraphis | Cytotoxicity activity | Cyclic peptide | [10,57] |
Martefragin A | Marine Red algae | Martensia fragilis | Inhibit lipid peroxidation | Short linear peptides | [23,24] |
Mechercharmycins A and B | Marine bacterium | Thermoactinomyces sp. YM3-251 | Mechercharmycins A: antitumor activity | Cyclic peptides | [60] |
Methylsulfomycin I | Soil bacterium | Streptomyces sp. HIL Y-9420704 | Antibacterial activity | Thiopeptide | [94] |
Microcyclamides 7806 A and B | Cyanobacterium | Microcystis aeruginosa NIES-298 and PCC-7806 | Microcyclamide: Cytotoxicity activity | Cyclic peptides | [54,55] |
Microcin B17 | Soil bacterium | Escherichia coli | Poison DNA gyrase | Long linear peptide | [29,30,31,32,33,34] |
Muscoride A | Cyanobacterium | Nostoc muscorum | Antibacterial activity | Short linear peptide | [25,26,27,28] |
Myriastramides | Cyanobacterium | Myriastra clavosa | No biological activity mentioned on literature | Cyclic peptides | [69] |
Nostocyclamide, Nostocyclamide M | Cyanobacterium | Nostoc 31 | Both have cyanobacterial and allelopathic activity Nostocyclamide M: anti-algal activity | Cyclic peptides | [12,47] |
Plantazolicins A and B | Soil bacterium | Bacillus amyloliquifaciens FZB42 | Plantazolicin A: Antibacterial activity | Long linear peptides | [34,35,36] |
Promothiocins A and B | Soil bacterium | Streptomyces sp. SF2741 | Not reported in literature | Thiopeptide | [81,87] |
Raocyclamides A and B | Cyanobacterium | Oscillatoria raoi | Raocyclamide A: Cytotoxicity activity | Cyclic peptide | [52,53] |
Sulfomycins I-III | Soil bacterium | Streptomyces viridochromogenes MCRL-0368 | Antibacterial activity | Thiopeptide | [88,89,90] |
Tenuecyclamides A–D | Cyanobacterium | Nostoc spongiaeforme var. tenue Rao | Antimicrobial and cytotoxicity activity | Cyclic peptides | [48] |
Thioxamycin and Thioactin | Soil bacterium | Streptomyces sp. strain PA-46025 | Antibacterial activity | Thiopeptide | [82,83] |
Urukthapelstatin A | Marine bacterium | Mechercharimyces asporophorigenens YM11-542 | Cytotoxicity activity | Cyclic peptide | [59] |
Venturamides A and B | Cyanobacterium | Oscillatoria sp. | Antimalarial activity | Cyclic peptides | [11] |
Wewakazole A and B | Cyanobacterium | Lyngbya majuscula, Moorea producens | Cytotoxicity activity | Cyclic peptides | [13,71,72] |
YM-216391 | Soil bacterium | Streptomyces nobilis | Cytotoxicity activity | Cyclic peptide | [58] |
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Mhlongo, J.T.; Brasil, E.; de la Torre, B.G.; Albericio, F. Naturally Occurring Oxazole-Containing Peptides. Mar. Drugs 2020, 18, 203. https://doi.org/10.3390/md18040203
Mhlongo JT, Brasil E, de la Torre BG, Albericio F. Naturally Occurring Oxazole-Containing Peptides. Marine Drugs. 2020; 18(4):203. https://doi.org/10.3390/md18040203
Chicago/Turabian StyleMhlongo, Jessica T., Edikarlos Brasil, Beatriz G. de la Torre, and Fernando Albericio. 2020. "Naturally Occurring Oxazole-Containing Peptides" Marine Drugs 18, no. 4: 203. https://doi.org/10.3390/md18040203