ungeremine
ungeremine Basic information
- Product Name:
- ungeremine
- Synonyms:
-
- C12189
- ungeremine
- [1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridinium, 4,5-dihydro-2-hydroxy-
- Ungerimine
- Lycobetaine(Ungeremine)
- CAS:
- 2121-12-2
- MF:
- C16H12NO3
- MW:
- 266.275
- Mol File:
- 2121-12-2.mol
ungeremine Chemical Properties
- Melting point:
- 270-272℃ (dec.)
- Boiling point:
- 409.48°C (rough estimate)
- Density
- 1.1727 (rough estimate)
- refractive index
- 1.5300 (estimate)
- storage temp.
- -20°C
- solubility
- Methanol: 10 mg/ml
- form
- A solid
ungeremine Usage And Synthesis
Description
Ungeremine is a betaine-type alkaloid that has been found in C. zeylanicum and has diverse biological activities.1,2,3,4 It is an inhibitor of acetylcholinesterase (AChE; IC50 = 0.35 µM).2 Ungeremine acts as a topoisomerase poison, inducing double-strand breaks in DNA by stabilizing the linkage between topoisomerase IIβ and DNA.3 It inhibits the relaxation of supercoiled DNA by human topoisomerase I and -IIα and E. coli topoisomerase I and -IV (IC50s = 6.1, 25.8, 15, and 7.3 µM, respectively).4 Ungeremine inhibits the growth of HL-60, MOLT-4, K562, U937, and LXFL 529L cells (IC50s = 1.3, 0.7, 0.8, 2.5, and 1.2 µM, respectively). It is cytotoxic to a variety of drug-sensitive and -resistant cancer cells (IC50s = 4.89-6.45 and 3.67-75.24 µM, respectively) and induces ferroptosis, necroptosis, apoptosis, and autophagy in CCRF-CEM leukemia cells. Ungeremine (60 mg/kg twice per week) also reduces tumor growth in a GXF251L mouse xenograft model.3WARNING This product is not for human or veterinary use.
Definition
ChEBI: A natural product found particularly in Pancratium maritimum and Nerine bowdenii.
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