Corymine

In the modern world, Corymine has become a topic of increasing interest. With the advancement of technology and globalization, Corymine has taken on a fundamental role in today's society. In this article, we will explore the various facets of Corymine and its impact on daily life. From its influence on the economy to its relevance in popular culture, Corymine has left an indelible mark on the contemporary world. Through detailed analysis, we will discover the reasons behind the growing importance of Corymine and how it is shaping our future.

Corymine
Names
IUPAC name
Methyl (15E)-15-ethylidene-18-hydroxy-3-methyl-19-oxa-3,13-diazahexacycloicosa-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 , 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

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

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

Toxicity

Corymine and related alkaloids can act as convulsants.

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

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

References

  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.
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