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Chemical Compound Review: 

Moupinamide     (E)-3-(4-hydroxy-3-methoxy- phenyl)-N-[2-(4...

Synonyms: CPD-440, CHEMBL206555, SureCN2378679, CHEBI:17818, MEGxp0_000693, ...
 
 
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High impact information on AIDS-113439

  • The MeOH-soluble and cell wall fractions showed higher concentrations of wound-inducible p-coumaroyltyramine and feruloyltyramine, especially at and around wound sites, in TYDC and TDC xTYDC tobacco lines compared to wild-type or TDC lines [1].
  • Tribulusamides A (1) and B (2), new lignanamides embracing two cinnamic amide parts joined in a cis configuration, were isolated from the fruits of Tribulus terrestris, together with four known compounds, N-trans-feruloyltyramine (3), terrestriamide (4), N-trans-coumaroyltyramine (5), and beta-sitosterol [2].
  • In addition, compounds 1-4 and four previously reported alkaloids, cleistopholine (5), N-trans-feruloyltyramine (6), (+)-ushinsunine-beta-N-oxide (7), and lyscamine (8), were evaluated for cytotoxicity against two human hepatocarcinoma cell lines [3].
  • A simple method for the resolution and subsequent quantitative determination of liriodenine and moupinamide in Mollinedia species was developed using reversed-phase HPLC based on an octadecyl silane-packed column eluted with gradients of methanol and water [4].
  • The relaxation of isolated guinea pig trachea produced by EE and TAF were also observed with the compounds moupinamide, coclaurine and isoboldine isolated from TAF [5].
 

Analytical, diagnostic and therapeutic context of AIDS-113439

  • These compounds eluted earlier than p-coumaroyltyramine and feruloyltyramine during HPLC chromatography and were identified as p-coumaroylserotonin and feruloylserotonin by liquid chromatography/mass spectrometry and other methods [6].
  • Six compounds were then evaluated in a mouse mammary organ culture assay, with cryptolepinone (2), N-trans-feruloyltyramine (4), and 5,10-dimethylquindolin-11-one (1a) found to exhibit 83.3, 75.0, and 66.7% inhibition of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesions, respectively, at a dose of 10 microg/mL [7].

References

  1. Wound-inducible biosynthesis of phytoalexin hydroxycinnamic acid amides of tyramine in tryptophan and tyrosine decarboxylase transgenic tobacco lines. Guillet, G., De Luca, V. Plant Physiol. (2005) [Pubmed]
  2. Tribulusamide A and B, new hepatoprotective lignanamides from the fruits of Tribulus terrestris: indications of cytoprotective activity in murine hepatocyte culture. Li, J.X., Shi, Q., Xiong, Q.B., Prasain, J.K., Tezuka, Y., Hareyama, T., Wang, Z.T., Tanaka, K., Namba, T., Kadota, S. Planta Med. (1998) [Pubmed]
  3. Cytotoxic constituents of the fruits of Cananga odorata. Hsieh, T.J., Chang, F.R., Chia, Y.C., Chen, C.Y., Chiu, H.F., Wu, Y.C. J. Nat. Prod. (2001) [Pubmed]
  4. Quantitative determination of liriodenine and moupinamide in five species of Mollinedia by high performance liquid chromatography. Moreira, D.L., Leitão, G.G. Phytochemical analysis : PCA. (2001) [Pubmed]
  5. Pharmacological studies on Aristolochia papillaris Mast. (Aristolochiaceae). Lemos, V.S., Thomas, G., Barbosa Filho, J.M. Journal of ethnopharmacology. (1993) [Pubmed]
  6. Production of coumaroylserotonin and feruloylserotonin in transgenic rice expressing pepper hydroxycinnamoyl-coenzyme A:serotonin N-(hydroxycinnamoyl)transferase. Jang, S.M., Ishihara, A., Back, K. Plant Physiol. (2004) [Pubmed]
  7. Compounds obtained from sida acuta with the potential to induce quinone reductase and to inhibit 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesions in a mouse mammary organ culture model. Jang, D.S., Park, E.J., Kang, Y.H., Su, B.N., Hawthorne, M.E., Vigo, J.S., Graham, J.G., Cabieses, F., Fong, H.H., Mehta, R.G., Pezzuto, J.M., Kinghorn, A.D. Arch. Pharm. Res. (2003) [Pubmed]
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