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Corymine
Names
IUPAC name
Methyl (15E)-15-ethylidene-18-hydroxy-3-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.02,13.04,9.010,17]icosa-4,6,8-triene-17-carboxylate
Other names
  • NSC381080
  • Corymin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • Key: KRTMWLRPHKYUJX-PQMHYQBVSA-N
  • InChI=1S/C22H26N2O4/c1-4-13-12-24-10-9-20-14-7-5-6-8-16(14)23(2)22(20,24)17-11-15(13)21(20,18(25)27-3)19(26)28-17/h4-8,15,17,19,26H,9-12H2,1-3H3/b13-4-
  • CC=C1CN2CCC34C2(C5CC1C3(C(O5)O)C(=O)OC)N(C6=CC=CC=C46)C
Properties
C22H26N2O4
Molar mass 382.460 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Corymine, also known as NSC381080, is a natural alkaloid found in Hunteria zeylanica.

This compound acts as a glycine antagonist and could therefore, be classed as a neurotoxin.

Occurrence[edit]

Corymine and many other indole alkaloids can be isolated from parts of the Hunteria zeylanica plant.

The plant also contains other similar alkaloids, such as[1]

  • 3-epi-dihydrocorymine
  • 3-epi-dihydrocorymine 3-acetate
  • 3-epi-dihydrocorymine 17-acetate
  • norisocorymine

Toxicity[edit]

Corymine and related alkaloids can act as convulsants.[2]

Tests on Xenopus occyte species have shown that corymine can decrease glycine's action at the inhibitory glycine receptors.[3] These same tests have revealed that Corymine can reduce the response of receptors to GABA,[3] the primary inhibitory neurotransmitter.

Other experiments have shown that corymine can potentiate convulsions induced by strychnine, a potent glycine antagonist.[4] This was also observed in mice.[5]

References[edit]

  1. ^ Lavaud, C.; Massiot, G.; Vercauteren, J.; Le Men-olivier, L. (1982-01-01). "Alkaloids of Hunteria zeylanica". Phytochemistry. 21 (2): 445–447. Bibcode:1982PChem..21..445L. doi:10.1016/S0031-9422(00)95285-3. ISSN 0031-9422.
  2. ^ PubChem. "Corymine - Associated Disorders and Diseases". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-02-01.
  3. ^ a b Leewanich, P.; Tohda, M.; Matsumoto, K.; Subhadhirasakul, S.; Takayama, H.; Aimi, N.; Watanabe, H. (1997-08-13). "Inhibitory effects of corymine, an alkaloidal component from the leaves of Hunteria zeylanica, on glycine receptors expressed in Xenopus oocytes". European Journal of Pharmacology. 332 (3): 321–326. doi:10.1016/s0014-2999(97)01097-2. ISSN 0014-2999. PMID 9300267.
  4. ^ Leewanich, P.; Tohda, M.; Matsumoto, K.; Subhadhirasakul, S.; Takayama, H.; Aimi, N.; Watanabe, H. (1998-05-08). "A possible mechanism underlying corymine inhibition of glycine-induced Cl- current in Xenopus oocytes". European Journal of Pharmacology. 348 (2–3): 271–277. doi:10.1016/s0014-2999(98)00147-2. ISSN 0014-2999. PMID 9652343.
  5. ^ Leewanich, P.; Tohda, M.; Matsumoto, K.; Subhadhirasakul, S.; Takayama, H.; Aimi, N.; Watanabe, H. (March 1996). "Behavioral studies on alkaloids extracted from the leaves of Hunteria zeylanica". Biological & Pharmaceutical Bulletin. 19 (3): 394–399. doi:10.1248/bpb.19.394. ISSN 0918-6158. PMID 8924908.
source: https://en.wikipedia.org/w/index.php?title=Corymine&action=edit&redlink=1

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