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Biologically Active C-Alkylated Flavonoids from Dodonaea viscosa
Akhtar Muhammad,Itrat Anis,Ajmal Khan,Bishnu P. Marasini,Muhammad Iqbal Choudhary,Muhammad Raza Shah 대한약학회 2012 Archives of Pharmacal Research Vol.35 No.3
A new C-alkylated flavonoid (5,7-dihydroxy-3'-(4''-acetoxy-3''-methylbutyl)-3,6,4'-trimethoxyflavone (1), along with two known C-alkylated flavonoids (5,7-dihydroxy-3'-(3-hydroxymethylbutyl)-3,6,4'-trimethoxyflavone (2), 5,7,4'-trihydroxy-3'-(3-hyroxymethylbutyl)-3,6-dimethoxyflavone (3) and two new source C-alkylated flavonoids (5,7-dihydroxy-3'-(2-hydroxy-3-methyl-3-butenyl)-3,6,4'-trimethoxyflavone (4), 5,7,4'-trihydroxy-3,6-dimethoxy-3'-isoprenyl-flavone (5) were isolated from the aerial parts of Dodonaea viscosa. The structures of all compounds were established on the basis of 1D and 2D NMR spectroscopy and mass spectrometry. The isolated compounds were evaluated for their inhibitory effect on urease and α-chymotrypsin enzyme. All the compounds (1-5) exhibited mild inhibition against urease but remained recessive in case of α-chymotrypsin.
Ali Sadia Basharat,Mahmood Khalid,Saeed Raheel,Salman Tabinda,Choudhary Muhammad Iqbal,Haleem Darakhshan Jabeen 한국독성학회 2021 Toxicological Research Vol.37 No.2
Omeprazole (OM) is one of the most prescribed drugs worldwide for the treatment of hyperacidity and gastric reflux. However, concerns regarding its safety have emerged recently, and the drug is reported to enhance the risk for anxiety and cognitive deficits, particularly in elderly patients. The present study investigated these adverse effects, if any, in adult male rats. Associated changes in brain serotonin (5-hydroxytryptamine; 5-HT) and dopamine metabolism and the expression of 5-HT-1A receptors in the raphe and hippocampus were also determined. The drug was injected i.p. in doses of 10 and 20 mg/ kg for 15 days. Both doses of OM decreased motor activity in an open field and impaired learning and memory in the Morris water maze test. Anxiety monitored in an elevated plus maze test was enhanced in rats treated with 20 mg/kg OM only. The levels of 5-HT and its metabolite 5-hydroxyindoleacetic acid and of homovanillic acid, a metabolite of dopamine, determined by HPLC-EC, were decreased in the brain of OM treated rats. The expression of 5-HT-1A receptor, determined by qRT-PCR, was reduced markedly in the hippocampus and moderately in the raphe. Our results provide evidence that OM use can reduce raphe hippocampal serotonin neurotransmission to lead to anxiety/depression and cognitive impairment. There is a need for increased awareness and prescription guidelines for therapeutic use of OM and possibly also other proton pump inhibitors.
Structure-Activity Relationship of Triterpenoids Isolated from Mitragyna stipulosa on Cytotoxicity
Tapondjou, Leon Azefack,Lontsi, David,Sondengam, Beiham Luc,Choudhary, Muhammad Iqbal,Park, Hee-Juhn,Choi, Jong-Won,Lee, Kyung-Tae The Pharmaceutical Society of Korea 2002 Archives of Pharmacal Research Vol.25 No.3
Chromatographic separation of the stem bark extract of Mitragyna stipulosa afforded triterpene derivatives ursolic acid (1), quinovic acid (2), quinivic acid $3-O-{\beta}-D-glucopyranoside$ (3, quinovin glycoside C), quinovic acid 3-O-[$(2-O-sulfo)-{\beta}-D-quinovopyranoside$] (4, zygophyloside D) and quinovic acid $3-O-{\beta}-D-quinovopyranosyl-27-O-{\beta}-D-glucopyranosyl$ ester (5, zygophyloside B). These five compounds were subjected to the cytotoxicity on MTT assay system. Compound 1 among tested showed the most potent cytotoxicity. Quinovic acid showed less potent cytotoxicity than ursolic acid and sugar linkages to 2 decreased the cytotoxicity. Compound 4 more potent than 3 with indicate that the sulfonyl group significantly enhances the activity. This indicates that the glycosidic linkage in ursane-type triterpenoids has mainly negative effect on cytotoxicity unlike in oleanane-type glycosides.
New Butyrylcholinesterase Inhibitory Triterpenes from Salvia santolinifolia
Sajid Mehmood,Naheed Riaz,Sarfraz Ahmed Nawaz,Nighat Afza,Abdul Malik,Muhammad Iqbal Choudhary 대한약학회 2006 Archives of Pharmacal Research Vol.29 No.3
Slavins A (1) and B (2), the new amyrin type triterpenes, have been isolated from the chloroform soluble fraction of Salvia santolinifolia and assigned structures on the basis of spectral studies including 2D NMR. Both the compounds displayed inhibitory potential against the enzyme butyrylcholinesterase.
New Butyrylcholinesterase Inhibitory Triterpenes from Salvia santolinifolia
Mehmood Sajid,Riaz Naheed,Nawaz Sarfraz Ahmed,Afza Nighat,Malik Abdul,Choudhary Muhammad Iqbal The Pharmaceutical Society of Korea 2006 Archives of Pharmacal Research Vol.29 No.3
Slavins A (1) and B (2), the new amyrin type triterpenes, have been isolated from the chloroform soluble fraction of Salvia santolinifolia and assigned structures on the basis of spectral studies including 2D NMR. Both the compounds displayed inhibitory potential against the enzyme butyrylcholinesterase.
Butyrylcholinesterase Inhibitory Guaianolides from Amberboa ramosa
Sher Bahadar Khan,Azhar-ul-Haq,Shagufta Perveen,Nighat Afza,Abdul Malik,Sarfraz Ahmad Nawaz,Muhammad Raza Shah,Muhammad Iqbal Choudhary 대한약학회 2005 Archives of Pharmacal Research Vol.28 No.2
Phytochemical investigation of the whole plant of Amberboa ramosa led to the isolation of six sesquiterpene lactones which could be identified as 8α-hydroxy-11β−methyl-1αH, 5αH, 6βH, 7αH, 11αH-guai-10(14), 4(15)-dien-6, 12-olide(1), 3β, 8α-dihydroxy-11α−methyl-1αH, 5αH, 6βH, 7αH, 11βH-guai-10(14), 4 (15)-dien-6, 12-olide (2), 3β, 4α, 8α-trihydroxy-4β-(hydroxymethyl)- 1αH, 5αH, 6βH, 7αH-guai-10(14), 11(13)-dien-6, 12-olide (3), 3β, 4α, 8α-trihydroxy-4β- (chloromethyl)-1αH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6, 12-olide(4), 3β, 4α, dihydroxy- 4β-(hydroxymethyl)-1αH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6, 12-olide(5), 3β, 4α-dihydroxy- 4β- (chloromethyl)-8α-(4-hydroxymethacrylate)-1αH, 5αH, 6βH, 7αH-guai-10(14),11 (13)-dien-6,12-olide (6) by spectroscopic methods. All of them showed inhibitory potential against butyrylcholinesterase.
Lipoxygenase Inhibitory Constituents from Indigofera oblongifolia
Ahsan Sharif,Ejaz Ahmed,Abdul Malik,Naheed Riaz,Nighat Afza,Sarfraz Ahmad Nawaz,Muhammad Arshad,Muhammad Raza Shah,Muhammad Iqbal Choudhary 대한약학회 2005 Archives of Pharmacal Research Vol.28 No.7
Indigin, alkylated xanthene (1) and indigoferic acid (2) have been isolated from the chloroform soluble fraction of Indigofera oblongifolia, along with β-sitosterol (3) and 3-hydroxybenzoic acid (4), which are reported for the first time from this species. Their structures were determined through spectroscopic techniques. Both the new compounds 1 and 2 showed significant activity against enzyme lipoxygenase, while 2 further showed moderate inhibition against BChE.
Shin, Kyung-Min,Kim, Rung-Kyu,Azefack, Tapondjou Leon,David, Lontsi,Luc, Sondengam, Beibam,Choudhary, Muhammad, Iqbal,Park, Hee-Juhn,Choi, Jong-Won,Lee, Kyung-Tae WHO COLLABORATING CENTRE FOR TRADITIONAL MEDICINE 2004 東西醫學硏究所 論文集 Vol.2004 No.-
In the present study, the effects of various triterpenoids isolated from the stem bark of Cussonia bancoensis, namely, ursolic acid (1), 23-hydroxyursolic acid (2), 3-O-α-L-arabinopyranosyl-23-hydroxyursolic acid (3), and 3-O-ß-D-glucopyranosyl-23-hydroxyursolic acid (4) were evaluated an lipopolysaccharide (LPS)-induced nitric oxide (NO) and prostaglandin E₂ (PGE₂) release by the macrophage cell line RAW 264.7. Of the tested triterpenoids, 23-hydroxyursolic acid (2) was found to be the most potent inhibitor of NO production, and also significantly reduced PGE₂ release. Consistent with these observations, the protein and mRNA expression levels of inducible NO synthase (iNOS) and cyclooxygenase (COX)-2 enzymes were inhibited by 23-hydroxyursolic acid (2) in a concentration-dependent manner. Furthermore, 23-hydroxyursolic acid (2) inhibited the LPS-induced DNA binding activity of nuclear factor-кB (NF-кB), which was associated with a decrease of p65 protein levels in the nucleus. These results suggest that the 23-hydroxyursolic acid-mediated inhibition of iNOS and COX-2 expression, via blocking NF-кB activation, may mechanistically responsible for the anti-inflammatory effects of Cussonia bancoensis stem bark in vitro.