Cannabaceae

Ungeremine
Names
Preferred IUPAC name
2-Hydroxy-4,5-dihydro-10H-6λ5-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-6-ylium
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C16H11NO3/c18-11-3-9-1-2-17-7-10-4-14-15(20-8-19-14)6-12(10)13(5-11)16(9)17/h3-7H,1-2,8H2/p+1
    Key: DFQOXFIPAAMFAU-UHFFFAOYSA-O
  • InChI=1/C16H11NO3/c18-11-3-9-1-2-17-7-10-4-14-15(20-8-19-14)6-12(10)13(5-11)16(9)17/h3-7H,1-2,8H2/p+1
    Key: DFQOXFIPAAMFAU-IKLDFBCSAD
  • C1C[N+]2=CC3=CC4=C(C=C3C5=CC(=CC1=C52)O)OCO4
Properties
C16H12NO3+1
Molar mass 266.275 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ungeremine is a betaine-type alkaloid isolated from Nerine bowdenii[1] and related plants such as Pancratium maritimum.[2] Pharmacologically, it is of interest as an acetylcholinesterase inhibitor and accordingly as possibly relevant to Alzheimer's disease.[3] It also has been investigated as a bactericide.[2]

References

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  1. ^ Rhee, I. K.; Appels, N; Hofte, B; Karabatak, B; Erkelens, C; Stark, L. M.; Flippin, L. A.; Verpoorte, R (2004). "Isolation of the acetylcholinesterase inhibitor ungeremine from Nerine bowdenii by preparative HPLC coupled on-line to a flow assay system". Biological & Pharmaceutical Bulletin. 27 (11): 1804–9. doi:10.1248/bpb.27.1804. PMID 15516727.
  2. ^ a b Schrader, Kevin K.; Avolio, Fabiana; Andolfi, Anna; Cimmino, Alessio; Evidente, Antonio (2013). "Ungeremine and Its Hemisynthesized Analogues as Bactericides against Flavobacterium columnare". Journal of Agricultural and Food Chemistry. 61 (6): 1179–83. doi:10.1021/jf304586j. PMID 23331165.
  3. ^ Murray, Ana; Faraoni, Maria; Castro, María; Alza, Natalia; Cavallaro, Valeria (2013). "Natural AChE Inhibitors from Plants and their Contribution to Alzheimer's Disease Therapy". Current Neuropharmacology. 11 (4): 388–413. doi:10.2174/1570159X11311040004. PMC 3744903. PMID 24381530.

One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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