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.
ABSTRACT Activity-guided fractionation of the EtOAc-soluble extract of the whole plants of Sida acuta using a bioassay based on the induction of quinone reductase (QR) in cultured Hepa 1c1c7 mouse hepatoma cells, led to the isolation of ten active compounds of previously known structure, quindolinone (1), cryptolepinone (2), 11-methoxyquindoline (3), N-trans-feruloyltyramine (4), vomifoliol (5), loliolide (6), 4-ketopinoresinol (7), scopoletin (8), evofolin-A (9), and evofolin-B (10), along with five inactive compounds of known structure, ferulic acid, sinapic acid, syringic acid, (+/-)-syringaresinol, and vanillic acid. These isolates were identified by physical and spectral data measurement. A new derivative of quindolinone, 5,10-dimethylquindolin-11-one (1a) was synthesized and characterized spectroscopically. Of the active substances, compounds 1-3 and 1a exhibited the most potent QR activity, with observed CD (concentration required to double induction) values ranging from 0.01 to 0.12 microg/mL. 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.
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ABSTRACT: Phytomedicines are mostly dried, in different ways, before they are processed and used, which may induce metabolic changes and even lead to some changes in drug efficiency. In this study, we used NMR spectroscopy coupled with multivariate statistical analysis to investigate the metabolic consequences of Allium macrostemon Bunge (AMB) extracts induced by different drying methods, including freeze drying, shade drying, and sun drying. More than 30 metabolites have been detected in AMB extracts, among which two compounds have not been assigned yet. Multivariate statistical analysis showed that different drying methods gave rise to metabolite variations. As a plant osmoprotectant, the proline content was higher in three drying extracts than in the fresh extract. As plant-regulating agents, sugars and amino acids changed differently in each drying extract. Membrane degradation, putrescine formation, tricarboxylic acid cycle, gluconeogenesis and metabolisms mediated by shikimate were also influenced by drying processes. The result indicated that freeze drying may be the appropriate drying method for AMB because of the higher N-trans-feruloyltyramine content, which was a potential effective component of AMB.Analytical methods 01/2013; 5(21):6219. · 1.94 Impact Factor
- Synthetic Metals 01/1994; 70(1-3). · 2.22 Impact Factor
- Journal of Pharmacology and Toxicology 01/2010; 5(1):1-12.