Chemistry:Frenolicin B
From HandWiki
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| Names | |
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| IUPAC name
(11R,15R,17R)-4-Hydroxy-17-propyl-12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione[1]
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| Identifiers | |
3D model (JSmol)
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| 6436493 | |
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PubChem CID
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| Properties | |
| C18H16O6 | |
| Molar mass | 328.320 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
Frenolicin B is an antibiotic and antitumor agent with the molecular formula C18H16O6 which is produced by the bacterium Streptomyces roseofulvus.[2][1][3] Frenolicin B is a selective inhibitor of glutaredoxin 3 and peroxiredoxin 1.[4][5]
References
- ↑ 1.0 1.1 "Frenolicin B" (in en). Pubchem.ncbi.NLM.nih.gov. https://pubchem.ncbi.nlm.nih.gov/compound/Frenolicin-B#section=Names-and-Identifiers.
- ↑ Bycroft, Barrie W.; Payne, David J. (9 August 2013) (in en). Dictionary of Antibiotics and Related Substances: with CD-ROM, Second Edition. CRC Press. p. 845. ISBN 978-1-4822-8215-3.
- ↑ Iwai, Yuzuru; Kora, Akiko; Takahashi, Yoko; Hayashi, Takako; Awaya, Juichi; Masuma, Rokurou; Oiwa, Ruiko; Omura, Satoshi (1978). "Production of deoxyfrenolicin and a new antibiotic, frenolicin B by Streptomyces roseofulvus strain AM-3867.". The Journal of Antibiotics 31 (10): 959–965. doi:10.7164/antibiotics.31.959. PMID 711620.
- ↑ Huang, Canhua; Zhang, Yuanyuan (25 April 2021) (in en). Oxidative Stress: Human Diseases and Medicine. Springer Nature. p. 249. ISBN 978-981-16-0522-2.
- ↑ Ye, Q; Zhang, Y; Cao, Y; Wang, X; Guo, Y; Chen, J; Horn, J; Ponomareva, LV et al. (21 March 2019). "Frenolicin B Targets Peroxiredoxin 1 and Glutaredoxin 3 to Trigger ROS/4E-BP1-Mediated Antitumor Effects.". Cell Chemical Biology 26 (3): 366–377.e12. doi:10.1016/j.chembiol.2018.11.013. PMID 30661989.
Further reading
- Fitzgerald, Jay Thomas (2012) (in en). Engineering of Biosynthetic Pathways to the Type II Polyketides Frenolicin B and A-74528. Stanford University.
- ApSimon, John (16 April 1992) (in en). The Total Synthesis of Natural Products, Volume 8. John Wiley & Sons. p. 345. ISBN 978-0-471-54507-1.
- Negishi, Ei-ichi; Meijere, Armin de (24 November 2003) (in en). Handbook of Organopalladium Chemistry for Organic Synthesis. John Wiley & Sons. p. 2385. ISBN 978-0-471-47381-7.
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