Molecular structure of (+)-(S)-Tylophorine
(+)-(S)-Tylophorine (CAS 482-20-2)
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Alternate Names:
(S)-9,11,12,13,13a,14-Hexahydro-2,3,6,7-tetramethoxydibenzo[f,h]pyrrolo[1,2-b]isoquinoline
Application:
(+)-(S)-Tylophorine is an immunosuppressant and inflammation inhibitor
CAS Number:
482-20-2
Molecular Weight:
393.48
Molecular Formula:
C24H27NO4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(+)-(S)-Tylophorine is a a major alkaloid of Tylophora indica. More specifically, it belongs to phenanthroindolizidine class of alkaloids. It is an immunosuppressant that inhibits inflammation. In tumor cells, (+)-(S)-Tylophorine has shown antiproliferative activity and induction of apoptosis. It is believed to exert its anticancer effects through multiple mechanisms, including the inhibition of DNA synthesis, interference with signal transduction pathways, and disruption of mitochondrial function, leading to cell death.
(+)-(S)-Tylophorine (CAS 482-20-2) References
- Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine. | Comins, DL., et al. 1997. J Org Chem. 62: 7435-7438. PMID: 11671861
- Novel mode of action of tylophorine analogs as antitumor compounds. | Gao, W., et al. 2004. Cancer Res. 64: 678-88. PMID: 14744785
- Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents. | Wei, L., et al. 2007. J Med Chem. 50: 3674-80. PMID: 17585747
- Total synthesis of (S)-(+)-tylophorine via enantioselective intramolecular alkene carboamination. | Zeng, W. and Chemler, SR. 2008. J Org Chem. 73: 6045-7. PMID: 18588345
- Antitumor agents 268. Design, synthesis, and mechanistic studies of new 9-substituted phenanthrene-based tylophorine analogues as potent cytotoxic agents. | Yang, X., et al. 2009. J Med Chem. 52: 5262-8. PMID: 19645447
- The enantioselective intramolecular aminative functionalization of unactivated alkenes, dienes, allenes and alkynes for the synthesis of chiral nitrogen heterocycles. | Chemler, SR. 2009. Org Biomol Chem. 7: 3009-3019. PMID: 20976023
- Design, synthesis, and antiviral evaluation of phenanthrene-based tylophorine derivatives as potential antiviral agents. | Wang, K., et al. 2010. J Agric Food Chem. 58: 12337-42. PMID: 21058739
- Evolution of copper(II) as a new alkene amination promoter and catalyst. | Chemler, SR. 2011. J Organomet Chem. 696: 150-158. PMID: 21379363
- Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes. | Chemler, SR., et al. 2017. J Org Chem. 82: 11311-11325. PMID: 28910106
- Design, Synthesis and In-Vitro Biological Evaluation of Antofine and Tylophorine Prodrugs as Hypoxia-Targeted Anticancer Agents. | Omran, Z., et al. 2021. Molecules. 26: PMID: 34206005
- Pharmacological investigations of tylophorine, the major alkaloid of Tylophora indica. | Gopalakrishnan, C., et al. 1979. Indian J Med Res. 69: 513-20. PMID: 447392
- The responsiveness of leukocyte adenyl cyclase to tylophorine in asthmatic subjects. | Raina, V. and Raina, S. 1980. Biochem Biophys Res Commun. 94: 1074-7. PMID: 7396949
- Effect of tylophorine, a major alkaloid of Tylophora indica, on immunopathological and inflammatory reactions. | Gopalakrishnan, C., et al. 1980. Indian J Med Res. 71: 940-8. PMID: 7419261
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(+)-(S)-Tylophorine, 1 mg | sc-396770 | 1 mg | $398.00 |