Psychotridine
目录号 : GC48356An alkaloid with diverse biological activities
Cas No.:52617-25-1
Sample solution is provided at 25 µL, 10mM.
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Psychotridine is an alkaloid that has been found in P. forsteriana and has diverse biological activities.1,2,3 It inhibits ADP-, collagen-, or thrombin-induced aggregation of washed isolated human platelets with IC50 values of 1.4, 1.4, and 3.9 µM, respectively.1 Psychotridine (2.5 or 5 µM) is cytotoxic to HTC rat hepatocellular carcinoma cells.2 It reduces paw licking induced by capsaicin in mice when administered at doses of 0.5, 2.5, or 5 mg/kg.3
1.Beretz, A., Roth-Georger, A., Corre, G., et al.Polyindolinic alkaloids from Psychotria forsteriana. Potent inhibitors of the aggregation of human plateletsPlanta Med.51(4)300-303(1985) 2.Roth, A., Kuballa, B., Bounthanh, C., et al.Cytotoxic activity of polyindoline alkaloids of Psychotria forsteriana (Rubiaceae) (1)Planta Med.6450-453(1986) 3.Amador, T.A., Verotta, L., Nunes, D.S., et al.Involvement of NMDA receptors in the analgesic properties of psychotridinePhytomedicine8(3)202-206(2001)
Cas No. | 52617-25-1 | SDF | |
Canonical SMILES | CN(CCC12C3=CC=CC4=C3NC5N(CCC45C6=CC=CC7=C6NC8N(CCC78C9%10C%11=C(NC9N(CC%10)C)C(C%12%13C%14=C(NC%12N(CC%13)C)C=CC=C%14)=CC=C%11)C)C)C2NC%15=C1C=CC=C%15 | ||
分子式 | C55H62N10 | 分子量 | 863.2 |
溶解度 | 储存条件 | -20°C | |
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1 mg | 5 mg | 10 mg | |
1 mM | 1.1585 mL | 5.7924 mL | 11.5848 mL |
5 mM | 0.2317 mL | 1.1585 mL | 2.317 mL |
10 mM | 0.1158 mL | 0.5792 mL | 1.1585 mL |
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Involvement of NMDA receptors in the analgesic properties of Psychotridine
Phytomedicine 2001 May;8(3):202-6.PMID:11417913DOI:10.1078/0944-7113-00025.
We have previously reported that the alkaloid extract of Psychotria colorata (Willd. ex R. & S.) Muell. Arg., had marked dose-dependent, opioid-like activity. Phytochemical analyses of P. colorata flowers and leaves identified several pyrrolidinoindoline alkaloids, including Psychotridine. To further investigate the activity and mechanism of action of Psychotria alkaloids, we studied the effects of Psychotridine on thermal and chemical models of analgesia. In the tail-flick model, Psychotridine presents a dose-dependent analgesic effect; the effect is not reversed by prior treatment with naloxone. Psychotridine dose-dependently decreased capsaicin-induced pain. Performance in the rotarod test showed that Psychotridine does not induce motor deficits at doses effective in analgesia models. Psychotridine inhibited [3H]MK-801 (dizocilpine) binding to cortex membranes in a dose-dependent manner. Binding is completely abolished at 300 nM. The data rule out opioid activity, and the inhibition of capsaicin-induced pain and of radioligand binding strongly suggest the participation of NMDA receptors in psychotridine-induced analgesia.
Polyindolinic Alkaloids from Psychotria forsteriana. Potent Inhibitors of the Aggregation of Human Platelets
Planta Med 1985 Aug;51(4):300-3.PMID:17340518DOI:10.1055/s-2007-969496.
Quadrigemine B, quadrigemine A, isopsychotridine C and Psychotridine, isolated from PSYCHOTRIA FORSTERIANA, are potent inhibitors of the aggregation of washed human platelets induced by ADP, collagen or thrombin. The four compounds are active in the 1-10 microM range. The quadrigemine-type alkaloids do not increase the level of platelet cyclic AMP, either alone or in the presence of 20 nM prostaglandin E, (PGE (1)), an activator of adenylate cyclase. The characteristics of the pharmacological action of these compounds suggest that they act at a later stage in platelet activation, possibly through an interaction with cytoskeletal proteins.
Pyrrolidinoindoline alkaloids from Psychotria oleoides and Psychotria lyciiflora
J Nat Prod 1999 Jun;62(6):838-43.PMID:10395499DOI:10.1021/np9805387.
The chemical study of two Rubiaceae from New Caledonia, Psychotria lyciiflora and Psychotria oleoides, led to the isolation of several pyrrolidinoindoline alkaloids. Two dimers, the known meso-chimonanthine (9) and the new Nb-desmethyl-meso-chimonanthine (5), and a known trimer, hodgkinsine (1), have been isolated from P. lyciiflora. Hodgkinsine (1), quadrigemine C (2), isopsychotridine B (3), Psychotridine (4), and three new alkaloids, quadrigemine I (6), oleoidine (7), and caledonine (8), have been isolated from P. oleoides. Structural assignments of the compounds were based on mass spectra analysis and 2D NMR experiments. A tentative stereochemical determination is made from 2D NMR experiments, circular dichroism study and chemical correlations. Some of these compounds are functional antagonists of somatostatine (SRIH).