Flavopereirine

For research use only. Not for therapeutic Use.

  • CAT Number: I027530
  • CAS Number: 6784-38-9
  • Molecular Formula: C17H15N2+
  • Molecular Weight: 247.32
  • Purity: ≥95%
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Flavopereirine (Cat.No:I027530) is a natural alkaloid found in certain plant species. It possesses diverse biological activities, including antimicrobial, antimalarial, and anti-inflammatory properties. Flavopereirine has been studied for its potential in drug discovery and development, particularly in the search for new therapeutic agents against infectious diseases.


Catalog Number I027530
CAS Number 6784-38-9
Synonyms

Flavopereirine; PB 100; PB100; PB-100

Molecular Formula C17H15N2+
Purity ≥95%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
IUPAC Name 3-ethyl-12H-indolo[2,3-a]quinolizin-5-ium
InChI InChI=1S/C17H14N2/c1-2-12-7-8-16-17-14(9-10-19(16)11-12)13-5-3-4-6-15(13)18-17/h3-11H,2H2,1H3/p+1
InChIKey BAALMEGRQMMBJQ-UHFFFAOYSA-O
SMILES CCC1=C[N+]2=C(C=C1)C3=C(C=C2)C4=CC=CC=C4N3
Reference

1: da Silva E Silva JV, Cordovil Brigido HP, Oliveira de Albuquerque KC, Miranda Carvalho J, Ferreira Reis J, Vinhal Faria L, Coelho-Ferreira M, Silveira FT, da Silva Carneiro A, Percário S, do Rosário Marinho AM, Dolabela MF. Flavopereirine-An Alkaloid Derived from Geissospermum vellosii-Presents Leishmanicidal Activity In Vitro. Molecules. 2019 Feb 21;24(4). pii: E785. doi: 10.3390/molecules24040785. PubMed PMID: 30795632; PubMed Central PMCID: PMC6412932.
2: Miskolczy Z, Biczók L, Jablonkai I. Kinetics of the reversible inclusion of flavopereirine in cucurbit[7]uril. Phys Chem Chem Phys. 2016 Dec 21;19(1):766-773. doi: 10.1039/c6cp07553c. PubMed PMID: 27929172.
3: Janot MM, Goutarel R, Le Hir A, Bejar LO. [Flavopereirine. I. Extraction and structure]. Ann Pharm Fr. 1958 Jan;16(1):38-46. French. PubMed PMID: 13571724.
4: Ban Y, Inoue I. The synthesis of beta-carboline derivatives. VI. A synthesis of 3-ethyl-10-methoxy-12H-indolo[2,3-a]quinolizinium salt (10-methoxy-flavopereirine). Chem Pharm Bull (Tokyo). 1964 Nov;12(11):1381-3. PubMed PMID: 5888647.
5: Miskolczy Z, Megyesi M, Biczók L, Görner H. Effect of electrolytes, nucleotides and DNA on the fluorescence of flavopereirine natural alkaloid. Photochem Photobiol Sci. 2011 Apr;10(4):592-600. doi: 10.1039/c0pp00367k. Epub 2011 Jan 25. PubMed PMID: 21264432.
6: Reina M, Ruiz-Mesia W, López-Rodríguez M, Ruiz-Mesia L, González-Coloma A, Martínez-Díaz R. Indole alkaloids from Geissospermum reticulatum. J Nat Prod. 2012 May 25;75(5):928-34. doi: 10.1021/np300067m. Epub 2012 May 2. PubMed PMID: 22551062.
7: Martin NJ, Ferreiro SF, Barbault F, Nicolas M, Lecellier G, Paetz C, Gaysinski M, Alonso E, Thomas OP, Botana LM, Raharivelomanana P. Indole alkaloids from the Marquesan plant Rauvolfia nukuhivensis and their effects on ion channels. Phytochemistry. 2015 Jan;109:84-95. doi: 10.1016/j.phytochem.2014.10.026. Epub 2014 Nov 8. PubMed PMID: 25468537.
8: Görner H, Miskolczy Z, Megyesi M, Biczók L. Photoreduction and ketone-sensitized reduction of alkaloids. Photochem Photobiol. 2011 Mar-Apr;87(2):284-91. doi: 10.1111/j.1751-1097.2010.00880.x. Epub 2011 Jan 24. PubMed PMID: 21182530.
9: Steele JC, Veitch NC, Kite GC, Simmonds MS, Warhurst DC. Indole and beta-carboline alkaloids from Geissospermum sericeum. J Nat Prod. 2002 Jan;65(1):85-8. PubMed PMID: 11809075.
10: Beljanski M, Beljanski MS. Selective inhibition of in vitro synthesis of cancer DNA by alkaloids of beta-carboline class. Exp Cell Biol. 1982;50(2):79-87. PubMed PMID: 7075859.
11: Dorozynski A. French antiviral drug is ruled ineffective. BMJ. 1994 Jul 16;309(6948):148. PubMed PMID: 8044091.
12: Beljanski M, Crochet S, Beljanski MS. PB-100: a potent and selective inhibitor of human BCNU resistant glioblastoma cell multiplication. Anticancer Res. 1993 Nov-Dec;13(6A):2301-8. PubMed PMID: 8297150.

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