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Cited by 58Synthesis and bioactivity of alkaloidsAlkaloids: synthesis and pharmacologyNitric Oxide and Endothelin Effects

Comparative study on the vasorelaxant effects of three harmala alkaloids in vitro.

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Shi, Chuen-Chao, Liao, Jyh-Fei, Chen, Chieh-Fu·2001·Japanese Journal of Pharmacology
DOI 10.1254/jjp.85.299
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Abstract

Three psychological active principles from the seeds of Peganum harmala L., harmine, harmaline and harmalol, showed vasorelaxant activities in isolated rat thoracic aorta preparations precontracted by phenylephrine or KCl with rank order of relaxation potency of harmine > harmaline > harmalol. The vasorelaxant effects of harmine and harmaline (but not harmalol) were attenuated by endothelium removal or pretreatment with a nitric oxide (NO) synthase Nomega-nitro-L-arginine methyl ester. In cultured rat aortic endothelial cells, harmine and harmaline (but not harmalol) increased NO release, which was dependent on the presence of external Ca2+. In endothelium-denuded preparations, pretreatment of harmine, harmaline or harmalol (3-30 microM) inhibited phenylephrine-induced contractions in a non-competitive manner. Receptor binding assays indicated that all 3 compounds interacted with cardiac alpha1-adrenoceptors with comparable affinities (Ki value around 31 - 36 microM), but only harmine weakly interacted with the cardiac 1,4-dihydropyridine binding site of L-type Ca2+ channels (Ki value of 408 microM). Therefore, the present results suggested that the vasorelaxant effects of harmine and harmaline are attributed to their actions on the endothelial cells to release NO and on the vascular smooth muscles to inhibit the contractions induced by the activation of receptor-linked and voltage-dependent Ca2+ channels. The vasorelaxant effect of harmalol was not endothelium-dependent.

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  • The β-carboline alkaloids themselves have medicinal properties, such as anthelmintic, antimicrobial, and vasorelaxant effects, in addition to ethnopsychiatric, sociopsychotherapeutic, and rehabilitative functions.

    “Furthermore, there are indications that the β-carboline alkaloids themselves have medicinal properties, such as anthelmintic (Hassan, 1967), antimicrobial (Ahmad et al., 1992), and vasorelaxant (Shi et al., 2001) effects, in addition to ethnopsychiatric (Shepard, 1998), sociopsychotherapeutic (Andritzky, 1989), and rehabilitative functions (Mabit et al., 1995).”

    From The therapeutic potentials of Ayahuasca: possible effects against various diseases of civilization (2016) · cites this paper as Shi et al., 2001

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Authors
Shi, C.-C., Liao, J.-F., & Chen, C.-F.
Affiliations
  • National Yang Ming University (TW)
  • National Research Institute of Chinese Medicine (TW)
Corresponding author
Liao, Jyh-Fei
ORCID
Liao, Jyh-Fei
Venue
Japanese Journal of Pharmacology
Publisher
Elsevier BV
Published
2001
Volume
85
Issue
3
Pages
299-305
ISSN
0021-5198 (ISSN-L)
DOI
10.1254/jjp.85.299
OpenAlex
W1483543489
Cited by
58
References
26
Citations by year
2026: 2 · 2024: 3 · 2023: 5 · 2022: 3 · 2021: 9 · 2020: 6 · 2019: 2 · 2017: 1 · 2016: 3 · 2014: 1 · 2013: 4 · 2012: 1
FWCI
0.70
Type
journal article
Language
en
Open access
Licence
Locations
  • The Japanese Journal of Pharmacology (publishedVersion, cc-by-nc-nd)
  • PubMed (publishedVersion)
Funders
National Science Council
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Synthesis and bioactivity of alkaloids
  • Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Alkaloids: synthesis and pharmacology
  • Health Sciences › Medicine › Physiology › Nitric Oxide and Endothelin Effects
Keywords
harmine, harmaline, harmalol, Peganum harmala, vasorelaxation, nitric oxide, endothelium-dependent relaxation, alpha1-adrenoceptors, L-type calcium channels, aortic smooth muscle contraction, phenylephrine, alkaloids
MeSH terms
Animals, Aorta, Thoracic, Cells, Cultured, Dihydropyridines, Endothelium, Vascular, Harmaline, Harmine, Muscle Contraction, Muscle, Smooth, Vascular, Myocardium, Vasodilator Agents, Rats, Sprague-Dawley, Receptors, Adrenergic, alpha-1, Calcium Channels, L-Type, Rats, In Vitro Techniques

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