marcfortine A
marcfortine A Basic information
- Product Name:
- marcfortine A
- Synonyms:
-
- marcfortine A
- UK 111866
- Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione, 6',7',8',9',10',10'a-hexahydro-1',1',4,4,12'-pentamethyl-, (2'R,3'aS,9'aS,10'aS)-
- CAS:
- 75731-43-0
- MF:
- C28H35N3O4
- MW:
- 477.602
- Mol File:
- 75731-43-0.mol
marcfortine A Chemical Properties
- Melting point:
- 245 °C
- Boiling point:
- 660.6±55.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Methanol: soluble
- form
- A solid
- pka
- 12.05±0.60(Predicted)
marcfortine A Usage And Synthesis
Description
Marcfortine A is an indole alkaloid originally isolated from P. roqueforti. It has nematocidal activity against the parasitic nematode H. contortus (LD99 = 0.06 μg/ml) and inhibits motility of adult worms (EC50 = 2 μM)., Marcfortine A eliminates H. contortus, T. colubriformis, and O. ostertagi from experimentally infected jirds (ED95s = 0.33, 0.11, and 2.5 mg/animal, respectively). It dose-dependently inhibits nicotine-induced calcium mobilization in SH-SY5Y and TE-671 cells expressing α3 subunit-containing human nicotinic acetylcholine receptors (nAChRs) and muscle-type nAChRs, respectively.
Uses
Marcfortine A is an indole alkaloid, isolated from Aspergillus and Pencillium species, with potent nematocidal activity. The marcfortines are structurally related to paraherquamides and are thought to act by blocking cholinergic neuromuscular transmission.
Uses
Marcfortine A is an indole alkaloid isolated from Aspergillus and Pencillium species.
References
[1] J. POLONSKY. Isolation and structure (X-ray analysis) of marcfortine A, a new alkaloid from Penicillium roqueforti[J]. Journal of The Chemical Society, Chemical Communications, 1980, 278 1: 601-602. DOI: 10.1039/c39800000601
[2] ROBERT J. CAPON. Aspergillicins A—E: Five Novel Depsipeptides from the Marine-Derived Fungus Aspergillus carneus.[J]. ChemInform, 2003, 34 40. DOI: 10.1002/chin.200340185
[3] S S JOHNSON. Interrelationships among physicochemical properties, absorption and anthelmintic activities of 2-desoxoparaherquamide and selected analogs.[J]. Journal of veterinary pharmacology and therapeutics, 2004, 27 3: 169-181. DOI: 10.1111/j.1365-2885.2004.00577.x
[4] ZINSER E W, Mark L. Wolf, Susan J. Alexander-Bowman, et al. Anthelmintic paraherquamides are cholinergic antagonists in gastrointestinal nematodes and mammals[J]. Journal of veterinary pharmacology and therapeutics, 2002, 25 4: 241-250. DOI: 10.1046/j.1365-2885.2002.00423.x
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- marcfortine A