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87302-57-6-Tylophorinicine Tylophorinicine

Tylophorinicine

For research use only. Not for therapeutic Use.

  • CAT Number: I037655
  • CAS Number: 87302-57-6
  • Molecular Formula: C24H27NO5
  • Molecular Weight: 409.48
  • Purity: 98%
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Related Small Molecules: JH-LPH-33     PFB-FDGlu     Bretazenil    

Tylophorinicine a potential leukemic drug. It has Antifungal activity, inhibition of thymidylate synthase by pergularinine.


Catalog Number I037655
CAS Number 87302-57-6
Synonyms

Tylophorinicine; (+)-Tylophorinicine; DCB-3501;

Molecular Formula C24H27NO5
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name Dibenzo(f,H)pyrrolo(1,2-b)isoquinolin-14-ol, 9,11,12,13,13a,14-hexahydro-2,3,6,7-tetramethoxy-, (13aS,14R)-
InChI InChI=1S/C24H27NO5/c1-27-19-8-13-14-9-20(28-2)22(30-4)11-16(14)23-17(15(13)10-21(19)29-3)12-25-7-5-6-18(25)24(23)26/h8-11,18,24,26H,5-7,12H2,1-4H3/t18-,24-/m0/s1
InChIKey JWHWLMNMGLICQZ-UUOWRZLLSA-N
SMILES O[C@H]1[C@@](CCC2)([H])N2CC3=C1C4=CC(OC)=C(OC)C=C4C5=CC(OC)=C(OC)C=C53
Reference

1: Gantait S, Kundu S. Neoteric trends in tissue culture-mediated biotechnology of Indian ipecac [Tylophora indica (Burm. f.) Merrill]. 3 Biotech. 2017 Jul;7(3):231. doi: 10.1007/s13205-017-0865-8. Epub 2017 Jul 6. Review. PubMed PMID: 28685479; PubMed Central PMCID: PMC5500466.
2: Dhiman M, Parab RR, Manju SL, Desai DC, Mahajan GB. Antifungal activity of hydrochloride salts of tylophorinidine and tylophorinine. Nat Prod Commun. 2012 Sep;7(9):1171-2. PubMed PMID: 23074899.
3: Liu Y, Liu J, Yu SS, Huang XZ, Hu YC. [Studies on chemical constituents of Cynanchum forrestii]. Zhongguo Zhong Yao Za Zhi. 2007 Mar;32(6):500-3. Chinese. PubMed PMID: 17552154.
4: Gao W, Bussom S, Grill SP, Gullen EA, Hu YC, Huang X, Zhong S, Kaczmarek C, Gutierrez J, Francis S, Baker DC, Yu S, Cheng YC. Structure-activity studies of phenanthroindolizidine alkaloids as potential antitumor agents. Bioorg Med Chem Lett. 2007 Aug 1;17(15):4338-42. Epub 2007 May 16. PubMed PMID: 17531481.
5: Huang X, Gao S, Fan L, Yu S, Liang X. Cytotoxic alkaloids from the roots of Tylophora atrofolliculata. Planta Med. 2004 May;70(5):441-5. PubMed PMID: 15124090.
6: Ganguly T, Sainis KB. Inhibition of cellular immune responses by Tylophora indica in experimental models. Phytomedicine. 2001 Sep;8(5):348-55. PubMed PMID: 11695877.
7: Rao KN, Bhattacharya RK, Veankatachalam SR. Inhibition of thymidylate synthase by pergularinine, tylophorinidine and deoxytubulosine. Indian J Biochem Biophys. 1999 Dec;36(6):442-8. PubMed PMID: 10844999.
8: Rao KN, Venkatachalam SR. Inhibition of dihydrofolate reductase and cell growth activity by the phenanthroindolizidine alkaloids pergularinine and tylophorinidine: the in vitro cytotoxicity of these plant alkaloids and their potential as antimicrobial and anticancer agents. Toxicol In Vitro. 2000 Feb;14(1):53-9. PubMed PMID: 10699361.
9: Narasimha Rao K, Bhattacharya RK, Venkatachalam SR. Thymidylate synthase activity in leukocytes from patients with chronic myelocytic leukemia and acute lymphocytic leukemia and its inhibition by phenanthroindolizidine alkaloids pergularinine and tylophorinidine. Cancer Lett. 1998 Jun 19;128(2):183-8. Erratum in: Cancer Lett 1998 Dec 11;134(1):119. PubMed PMID: 9683281.
10: Rao KN, Bhattacharya RK, Venkatachalam SR. Inhibition of thymidylate synthase and cell growth by the phenanthroindolizidine alkaloids pergularinine and tylophorinidine. Chem Biol Interact. 1997 Oct 24;106(3):201-12. PubMed PMID: 9413547.
11: Datta G, Gurnani S, Sen G, Mulchandani NB. The interaction of tylophorinidine, a potential leukemic drug, with bovine serum albumin. Biochem Biophys Res Commun. 1981 Aug 14;101(3):995-1002. PubMed PMID: 7306124.

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