Isatin: Identity with the Purified Endogenous Monoamine Oxidase Inhibitor Tribulin

Glover, Vivette; Halket, John M.; Watkins, P J; Clow, Angela; Goodwin, Brian C.; Sandler, M.

doi:10.1111/j.1471-4159.1988.tb01089.x

Cited by 199 publications

(102 citation statements)

References 12 publications

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“…The development of new, safe, and effective agents for the management of cancer is still a challenge. Isatin (1H-indole-2,3-dione) is an endogenous compound in certain organisms and it was discovered in 1988 [2]. It received considerable attention in the medicinal arena because it is included in a number of bioactive heterocyclic compounds with diverse pharmacological profiles [3][4][5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biophysical Insights into the Binding of a Potent Anti-Proliferative Non-symmetric Bis-isatin Derivative with Bovine Serum Albumin: Spectroscopic and Molecular Docking Approaches

et al. 2017

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As part of the research endeavors to combat cancer, a non-symmetric bis-isatin derivative (compound 3) was synthesized and showed a significant anti-proliferative potency. The current study provides a comprehensive characterization of the interaction of compound 3 with the drug-transporting protein bovine serum albumin (BSA) via the use of spectroscopic tools along with molecular docking studies. Fluorescence spectral measurements showed that the BSA intrinsic fluorescence can be significantly quenched by the addition of compound 3 and the formation of a non-fluorescent complex. Further measurements revealed a static type of quenching with Stern-Volmer and Linweaver-Burk constants of 10 5 . The thermodynamic parameters of the binding were calculated to be ∆S • 105.09 ± 5.32 with ∆H • of −0.72 ± 0.71 and negative ∆G • values. In addition, synchronous fluorescence and 3D fluorescence spectroscopy suggested that compound 3 did not induce conformational changes in BSA. Site competition experiments revealed that compound 3 competes with warfarin within the BSA binding domain (Sudlow site I). This was further confirmed by the molecular docking results showing a binding energy of −25.93 kJ/mol for compound 3-BSA. Hence, the observed results in the present study assumed that the compound 3-BSA binding is spontaneous, involving electrostatic forces and hydrogen bonding.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Biophysical Insights into the Binding of a Potent Anti-Proliferative Non-symmetric Bis-isatin Derivative with Bovine Serum Albumin: Spectroscopic and Molecular Docking Approaches

et al. 2017

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“…1975;Fowler and Tipton, 1982], Furthermore, MAO inhibition probably is not caused by catecholamine metabolites because MAO is very insensitive to its reaction products [Elsworth et al, 1986]. A recent study has shown that urine extracts from normal human subjects contain the indole derivative, isatin, which potently inhibits MAO B activity [Glover et al, 1988], Although plasma appeared to inhibit platelet and syn aptosomal MAO to a similar extent, there are several drawbacks when comparing the results of MAO activity in synaptosomes and platelets. For example, the plasma and synaptosomes were obtained from two different spe cies, and there is evidence that there are differences between species in brain MAO kinetics and in the intra neuronal to extraneuronal ratios of MAO A and B activi ties [Ross, 1986;Fagervall and Ross.…”

Section: Discussionmentioning

confidence: 99%

Effect of Plasma from Premenstrual Syndrome and Control Patients on Human Platelet and Rat Brain Synaptosome Monoamine Oxidase B Activity

Ashby

Carr

Cook³

et al. 1992

Neuropsychobiology

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The present study determined the kinetic properties of platelet monoamine oxidase (MAO) in patients with premenstrual syndrome (PMS) and control subjects during the pre- and postmenstrual intervals. In addition, we investigated the effects of plasma obtained during the pre- and postmenstrual intervals from both subject groups on MAO activity in washed human platelets and rat brain synaptosomes. The V_max of platelet MAO in postmenstrual PMS patients was significantly less than that during the premenstrual phase. Plasma from both subject groups (10–100 µl) inhibited platelet and synaptosomal MAO in a dose-dependent manner to approximately the same degree at each time interval. The results indicate that although human plasma contains endogenous substances which inhibit MAO activity, alterations in their concentration are probably not responsible for the previously reported transient changes in platelet MAO activity in PMS.

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“…9 Isatin (2,3-dioxoindole) was the ®rst component of tribulin to be identi®ed, 10 although it is now clear that there are several others. 11 Isatin was originally synthesized in the middle of the nineteenth century and used in dye manufacture and analytical chemistry.…”

Section: Isatinmentioning

confidence: 99%

The psychopharmacology of isatin: a brief review

et al. 1998

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There is a discrepancy in the literature regarding the effect of repeated experience on children's suggestibility. Some researchers have concluded that repeated experience increases children's suggestibility for variable details whereas others have reported no detrimental effect. This study demonstrated that the type of question used to test memory (cued‐recall versus yes/no questions) could account for the different reported conclusions. Children aged 5–6 years took part in an event either once or four times. Three or 21 days later, they were given a suggestive interview about the single/final occurrence of the event during which half of the event details were inaccurately described. When later asked yes/no questions, the children with repeated experience agreed with more of the suggestions than did those in the single‐experience condition, especially at the longer delay. In relation to cued‐recall questions, however, experience did not mediate the number of times that false suggestions from the biasing interview were reported. This latter finding was revealed irrespective of the retention interval. Copyright © 2002 John Wiley & Sons, Ltd.

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Isatin: Identity with the Purified Endogenous Monoamine Oxidase Inhibitor Tribulin

Cited by 199 publications

References 12 publications

Synthesis and Biophysical Insights into the Binding of a Potent Anti-Proliferative Non-symmetric Bis-isatin Derivative with Bovine Serum Albumin: Spectroscopic and Molecular Docking Approaches

Synthesis and Biophysical Insights into the Binding of a Potent Anti-Proliferative Non-symmetric Bis-isatin Derivative with Bovine Serum Albumin: Spectroscopic and Molecular Docking Approaches

Effect of Plasma from Premenstrual Syndrome and Control Patients on Human Platelet and Rat Brain Synaptosome Monoamine Oxidase B Activity

The psychopharmacology of isatin: a brief review

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