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Tylocrebrine

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names：
Dibenzo(f,h)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-
CAS號：
6879-02-3
MDL Number：
MF(分子式)： C24H27NO4 MW(分子量)： 393.483
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文別名	Dibenzo(f,h)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-
英文別名	Tylocrebrinel; NSC-60387; NSC 60387; NSC60387.
CAS號	6879-02-3
Inchi	InChI=1S/C24H27NO4/c1-26-20-8-7-15-19-13-25-9-5-6-14(25)10-16(19)17-11-21(27-2)22(28-3)12-18(17)23(15)24(20)29-4/h7-8,11-12,14H,5-6,9-10,13H2,1-4H3
InchiKey	YFEPHJVWLFGWKH-UHFFFAOYSA-N
分子式 Formula	C24H27NO4
分子量 Molecular Weight	393.483
溶解度Solubility
性狀	Solid powder
儲藏條件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

產品說明	Tylocrebrine(CAS:1818578):僅限應用于工業(yè)或者科學研究過程中非醫(yī)療目的，不應用于人類或動物的臨床診斷以及治過程療，該產品非藥用，非食用。
Introduction	Tylocrebrine, also known as NSC-60387, is anticancer agent. In the 1960s, tylocrebrine entered phase I clinical trials as an anticancer drug candidate, but the trial was terminated due to its undesirable central nervous system side effects.
Application1
Application2
Application3

警示圖
危險性	Warning
危險性警示
安全聲明
安全防護
備注

[1]Kirtane AR, Wong HL, Guru BR, Lis LG, Georg GI, Gurvich VJ, Panyam J. Reformulating Tylocrebrine in Epidermal Growth Factor Receptor Targeted Polymeric Nanoparticles Improves Its Therapeutic Index. Mol Pharm. 2015 Aug 3;12(8):2912-23. doi: 10.1021/acs.molpharmaceut.5b00173. PubMed PMID: 26065924; PubMed Central PMCID: PMC4525301.

[2]Zheng Y, Liu Y, Wang Q. Collective asymmetric synthesis of (-)-antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine with tert-butanesulfinamide as a chiral auxiliary. J Org Chem. 2014 Apr 18;79(8):3348-57. doi: 10.1021/jo500013e. PubMed PMID: 24679059.

[3] Niphakis MJ, Georg GI. Synthesis of tylocrebrine and related phenanthroindolizidines by VOF3-mediated oxidative aryl-alkene coupling. Org Lett. 2011 Jan 21;13(2):196-9. doi: 10.1021/ol1023954. PubMed PMID: 21142214.

[4] GELLERT E, RUDZATS R. THE ANTILEUKEMIA ACTIVITY OF TYLOCREBRINE. J Med Chem. 1964 May;7:361-2. PubMed PMID: 14204981.

[5] Gupta RS, Siminovitch L. Mutants of CHO cells resistant to the protein synthesis inhibitors, cryptopleurine and tylocrebrine: genetic and biochemical evidence for common site of action of emetine, cryptopleurine, tylocrebine, and tubulosine. Biochemistry. 1977 Jul 12;16(14):3209-14. PubMed PMID: 560858.

6: Donaldson GR, Atkinson MR, Murray AW. Inhibition of protein synthesis in Ehrlich ascites-tumour cells by the phenanthrene alkaloids tylophorine, tylocrebrine and cryptopleurine. Biochem Biophys Res Commun. 1968 Apr 5;31(1):104-9. PubMed PMID: 4869942.7: Gupta RS, Krepinsky JJ, Siminovitch L. Structural determinants responsible for the biological activity of (-)-emetine, (-)-cryptopleurine, and (-)-tylocrebrine: structure-activity relationship among related compounds. Mol Pharmacol. 1980 Jul;18(1):136-43. PubMed PMID: 7412757.8: Huang MT, Grollman AP. Mode of action of tylocrebrine: effects on protein and nucleic acid synthesis. Mol Pharmacol. 1972 Sep;8(5):538-50. PubMed PMID: 4343427.9: Damu AG, Kuo PC, Shi LS, Li CY, Kuoh CS, Wu PL, Wu TS. Phenanthroindolizidine alkaloids from the stems of Ficus septica. J Nat Prod. 2005 Jul;68(7):1071-5. PubMed PMID: 16038551.10: Gater D. 32nd National Medicinal Chemistry Symposium--medicinal chemistry developments for cancer, and cardiovascular, metabolic and psychiatric disorders. IDrugs. 2010 Aug;13(8):517-9. PubMed PMID: 20721818.1

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