LC-ESI–MS/MS method for bioanalytical determination of osteogenic phytoalexin, medicarpin, and its application to preliminary pharmacokinetic studies in rats

Taneja, Isha; Raju, K. Kanaka; Challagundla, Muralikrishna; Raghuvanshi, Ashutosh; Goel, Atul; Wahajuddin, Muhammad

doi:10.1016/j.jchromb.2015.06.025

Cited by 6 publications

(2 citation statements)

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“…Stem bark extract of B. monosperma shows osteoprotective activity due to the presence of phytoalexin. [63][64][65][66][67] Bark extract also shows estrogenic and anti-estrogenic activities. [68] Methoxylated isoflavones, cajanin and isoformononetin, have non-estrogenic bone forming effect through differential mitogen-activated protein kinase signaling.…”

Section: Osteogenic Activitymentioning

confidence: 99%

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2022

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The present review article explains phytochemistry, biological effects, and therapeutic uses of Butea monosperma and its associating species. This plant possesses great esthetic, medicinal, and therapeutic value in India. Palash is mentioned in holy Indian spiritual texts and has a long traditional use in Ayurvedic medicines. Its leaf decoction is used in the treatment of leukorrhea, diabetes, and for eye diseases. Flower, stem bark, root bark, and leaves possess diverse chemical constituents such as butrin, isobutrin, and isocoreopsin which showed very wide range of biological activities such as antioxidant, anti-inflammatory, anticonvulsant, antidiabetic, hepatoprotective, anti-gout activity, anti-inflammatory activity, ameliorative activity, anti-obese activity, anti-hyperglycemic, antinociceptive, anti-peroxidative anti-hepatotoxic, anthelmintic, chemopreventive, and hepatoprotective activity. Plant contains nutritive contents as fat 3.1, fiber 2.10, protein 16.87, and carbohydrate 75 (% per 100 g) and physiological important minerals such as Fe, Mn, Zn, Mg, and calcium. Plant flowers are good source of color which is traditionally used in religious rituals.

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Section: Osteogenic Activitymentioning

confidence: 99%

Untitled

2022

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“…Generally speaking of flavonoids and isoflavonoids, it can be concluded that the absorption rates of the glycosidic forms of these compounds are very, but they are metabolized to their aglycone forms in the alimentary tract by gut microbiome [ 21 – 23 ]. Information is available about the oral bioavailability of medicarpin and formononetin, indicating their fast metabolization after absorption, and the low bioavailability of their aglycone form [ 24 , 25 ]. On the other hand, in vivo studies after per os administration showed positive results [ 14 , 26 , 27 ].…”

Section: Introductionmentioning

confidence: 99%

In vitro and in silico evaluation of Ononis isoflavonoids as molecules targeting the central nervous system

et al. 2022

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Isoflavonoids with various structural elements show a promising potential effect on central nervous system activities. Despite their favorable medicinal properties, the pharmacokinetic characteristics of this thoroughly investigated group of natural phenolics have only been described to a limited extent. Regarding the lack of information about the BBB permeability of isoflavones, isoflavanones, and pterocarpans found in Ononis species, the aim of our study was to investigate their physico-chemical properties influencing their absorption and distribution. Furthermore, we aimed to characterize the possible MAO-B inhibiting features of Ononis isoflavonoids in silico. Octanol-water partitioning and BBB-PAMPA permeability of formononetin, calycosin D, onogenin, sativanone, medicarpin and maackiain were assessed for the first time in our study. The log P values ranged from 2.21 to 3.03 and log D7.4 values from 2.48 to 3.03, respectively, indicating optimal polarity for BBB permeation. The results of PAMPA-BBB expressed as log Pe values fell between -5.60 and -4.45, predicting their good permeation capability as well. The effective permeability values showed structure-dependent differences, indicating that the pterocarpan type skeleton was the most preferred type, followed by isoflavanones, then isoflavones. The methoxy or methylenedioxy substitution of the same skeleton did not influence the permeability significantly, contrary to an additional hydroxyl group. Membrane retention showed a similar structure dependent pattern to that of effective permeability, ranging from 16% to 70%. For the identification of volumes of chemical space related to particular biological activities the ChemGPS-NP framework was used. The MAO-B inhibitory potency and selectivity were also predicted and validated. Based on our results, MAO-B inhibitory potency could be predicted with good precision, but in the case of selectivity, only the direction could be concluded (favors MAO-B or MAO-A), not the magnitude. Our finding reflects that Ononis isoflavonoid aglycones show an excellent fit with the suggested parameters for BBB permeability and this is the first study to confirm the highly favorable position of these natural products for MAO-B inhibition.

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