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Altechromone A

From Wikipedia, the free encyclopedia
Altechromone A[1]
Names
Preferred IUPAC name
7-Hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one
Other names
Altechromone A
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C11H10O3/c1-6-3-8(12)5-10-11(6)9(13)4-7(2)14-10/h3-5,12H,1-2H3 checkY
    Key: CRNGFKXWIYTEPH-UHFFFAOYSA-N checkY
  • O=C\1c2c(O/C(=C/1)C)cc(O)cc2C
Properties
C11H10O3
Molar mass 190.198 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Altechromone A is a chromone derivative. To date, it has been isolated from plant families such as Polygonaceae, Lamiaceae, Fabaceae, and Hypericaceae.

Isolation

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Altechromone A was isolated from an Alternaria sp. in 1992. It has since been isolated from fungi species such as Hypoxium trancatum, Ascomycota sp., and Alternaria brassicicola. Researchers have come to the conclusion that Altechromone A is a common fungal metabolite with its origin in endophytic fungi.[2]

Potential uses

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For thousands of years, humans have used endophytic species in traditional medicines. Since Louis Pasteur began investigating microbes, science has further revealed the potential benefits of these compounds.[3] Researchers noted that this compound demonstrates both root growth promotion and inhibits bacterial production. Penicillin and other antibiotics effectively treated microbial infections. However, antibiotic misuse has resulted in resistance of pathogens to antimicrobial agents. Altechromone A could provide a source of antimicrobial agents that microbes have yet to develop a resistance to.[4] In addition, the compound could possess anti-tumor capabilities thus yielding more potential medical applications.[5]

References

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  1. ^ "2,5-Dimethyl-7-hydroxy chromone". ChemSpider. Royal Society of Chemistry. Retrieved April 18, 2011.
  2. ^ Konigs, P.; B. Rinker; L. Maus; M. Nieger; J. Rheinheimer; S. R. Waldvogel (November 17, 2010). "Structural Revision and Synthesis of Altechromone A". Journal of Natural Products. 12. 73 (12): 2064–2066. doi:10.1021/np1005604. PMID 21082806.
  3. ^ Strobel, Gary; Bryn Daisy (December 2003). "Bioprospecting for Microbial Endophytes and Their Natural Products". Microbiology and Molecular Biology Reviews. 4. 67 (4): 1092–2172. doi:10.1128/MMBR.67.4.491-502.2003. PMC 309047. PMID 14665674.
  4. ^ Gu, Wen (May 23, 2009). "Bioactive metabolites from Alternaria brassicicola ML-PO8, an endophytic funus residing in Malus halliana". World J Microbiol Biotechnol. 25 (9): 1677–1683. doi:10.1007/s11274-009-0062-y. S2CID 84956891.
  5. ^ Gu, W.; H. M. Ge; Y. C. Song; H. Din; H. L. Zhu; X. A. Zhao; R. X. Tran (December 24, 2006). "Cytotoxic Benzo[j]fluoranthene Metabolites from Hypoxylon truncatum IFB-18, and Endophyte of Artemisia annua". Journal of Natural Products. 70 (1): 114–117. doi:10.1021/np0604127. PMID 17253861.