Molvizarin

Molvizarin is a cytotoxic acetogenin derivate with the molecular formula C35H62O7 which has been isolated from the bark of the plant Annona cherimolia.[2][1][3][4][5] Molvizarin has in vitro activity against tumor cells.[6]

Molvizarin
Names
IUPAC name
(2S)-4-[(2R,11R)-2,11-Dihydroxy-11-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]undecyl]-2-methyl-2H-furan-5-one[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C35H62O7/c1-3-4-5-6-7-8-12-15-18-29(37)31-20-22-33(41-31)34-23-21-32(42-34)30(38)19-16-13-10-9-11-14-17-28(36)25-27-24-26(2)40-35(27)39/h24,26,28-34,36-38H,3-23,25H2,1-2H3/t26-,28+,29-,30+,31+,32+,33+,34+/m0/s1
    Key: YVZIPERWMPDEIZ-XDBACSEOSA-N
  • CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCCCCC[C@H](CC3=C[C@@H](OC3=O)C)O)O)O
Properties
C35H62O7
Molar mass 594.874 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

References
  1. "Molvizarin". Pubchem.ncbi.NLM.nih.gov.
  2. Kintzios, Spiridon E.; Barberaki, Maria G. (15 January 2004). Plants that Fight Cancer. CRC Press. p. 79. ISBN 978-1-4200-2371-8.
  3. Cortes, Diego; Myint, Saw H.; Hocquemiller, Reynald (September 1991). "Molvizarin and motrilin: Two novel cytotoxic bis-tetrahydro-furanic γ-lactone acetogenins from Annona cherimolia". Tetrahedron. 47 (38): 8195–8202. doi:10.1016/s0040-4020(01)91014-2.
  4. Xu, Jun-Ping (25 November 2016). Cancer Inhibitors from Chinese Natural Medicines. CRC Press. ISBN 978-1-315-34923-7.
  5. Issues in Materials and Manufacturing Research: 2011 Edition. ScholarlyEditions. 9 January 2012. p. 5103. ISBN 978-1-4649-6331-5.
  6. Nakanishi, Yuka; Chang, Fang-Rong; Liaw, Chih-Chuang; Wu, Yang-Chang; Bastow, Kenneth F.; Lee, Kuo-Hsiung (1 July 2003). "Acetogenins as Selective Inhibitors of the Human Ovarian 1A9 Tumor Cell Line". Journal of Medicinal Chemistry. 46 (15): 3185–3188. doi:10.1021/jm020548b. PMID 12852747.


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