Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents

Babu, K. Suresh; Babu, T. Hari; Srinivas, P.; Sastry, B. S.; Kishore, K. Hara; Murty, U. S. N.; Rao, J. Madhusudana

doi:10.1016/j.bmcl.2005.05.045

Cited by 38 publications

(11 citation statements)

References 11 publications

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“…What is more, the presence of phenolic hydroxyl groups, which have high affinity for proteins, and microbial enzyme-inhibition may enhance antibacterial effects of flavonoids through another mechanism. As aforementioned [ 29 , 30 , 31 , 32 , 33 , 34 ], hydroxylation of flavonoids improves antibacterial activity even against MRSA strains.…”

Section: Polyphenolsmentioning

confidence: 83%

“…Moreover, it has been proven that hydroxyl substitution at the 2′ and 4′ or 2′ and 6′ positions of the B-ring and at the 5′ and 7′ positions of the A-ring significantly increases antibacterial activity of flavanones even against the MRSA strains. The enhancement of antimicrobial potential can be achieved also by substituting the 6′ or 8′ position with a long aliphatic chain [ 11 , 29 , 30 ].…”

Section: Polyphenolsmentioning

confidence: 99%

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Phenolic Compounds Diminish Antibiotic Resistance of Staphylococcus Aureus Clinical Strains

Miklasińska-Majdanik

Kępa

Wojtyczka

et al. 2018

IJERPH

236

102

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There is a growing body of evidence that flavonoids show antibacterial activity against both Gram-positive and Gram-negative bacteria. The mechanisms of action of phenolic compounds on bacterial cell have been partially attributed to damage to the bacterial membrane, inhibition of virulence factors such as enzymes and toxins, and suppression of bacterial biofilm formation. What is more, some natural polyphenols, aside from direct antibacterial activity, exert a synergistic effect when combined with common chemotherapeutics. Many studies have proved that in synergy with antibiotics plant flavonoids pose a promising alternative for therapeutic strategies against drug resistant bacteria. In this review most recent reports on antimicrobial action of polyphenols on Staphylococcus aureus strains are described, highlighting where proven, the mechanisms of action and the structure–activity relationships. Since many reports in this field are, to some extent, conflicting, a unified in vitro and in vivo susceptibility testing algorithms should be introduced to ensure the selection of effective antibacterial polyphenolic compounds with low cytotoxicity and minimal side effects.

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Section: Polyphenolsmentioning

confidence: 83%

Section: Polyphenolsmentioning

confidence: 99%

Phenolic Compounds Diminish Antibiotic Resistance of Staphylococcus Aureus Clinical Strains

Miklasińska-Majdanik

Kępa

Wojtyczka

et al. 2018

IJERPH

236

102

View full text Add to dashboard Cite

show abstract

“…In addition, a series of compounds produced after alkylation and condensation of OA was screened for their antibacterial activities against a panel of susceptible and resistant Gram‐positive and Gram‐negative organisms. It was observed that acylation of the 7‐OH group could significantly enhance the antibacterial activity of OA . Moreover, OA exhibited a strong anti‐tumor effect.…”

Section: Pharmacological Effects Of Major Bioactive Flavonesmentioning

confidence: 92%

Pharmacological effects and pharmacokinetics properties ofRadix Scutellariaeand its bioactive flavones

Lin

Zuo

2011

Biopharm & Drug Disp

219

129

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Radix Scutellariae is the dried root of the medicinal plant Scutellariae baicalensis Georgi. It exhibits a variety of therapeutic effects and has a long history of application in traditional formulations as well as in modern herbal medications. It has been confirmed that flavonoids are the most abundant constituents and induce these therapeutic effects. Six flavones are proven to be the major bioactive flavones in Radix Scutellariae existing in the forms of aglycones (baicalein, wogonin, oroxylin A) and glycosides (baicalin, wogonoside, oroxylin A-7-glucuronide). All six flavones are pharmacologically active and show great potential in the treatment of inflammation, cancers and virus-related diseases. The current review covers the preparation of the herb Radix Scutellariae, quantification of its major bioactive ingredients, and pharmacological effects of the proposed six bioactive flavones. In addition, this review summarizes the pharmacokinetic profiles of the bioactive flavones reported so far that could be used for further improvement of their pharmacokinetic study. Moreover, due to abundant co-occurring bioactive components in Radix Scutellariae, our review further documents the pharmacokinetic interactions among them.

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“…It also demonstrated anti-HIV[44] and lipid per-oxidation inhibition activities[45]. Oroxylin-A has antibacterial activity, introduction of acyl group at C-7 position of oroxylin-A has enhanced the inhibitory potential to great extent[46]. No detailed toxicity study of O. indicum has yet been published but available information shows that maximum tolerated dose is about 100 mg/kg.…”

Section: Pharmacologymentioning

confidence: 99%

A Review on the taxonomy, ethnobotany, chemistry and pharmacology ofOroxylum indicumvent

Harminder

Singh²,

Ak³

2011

Indian J Pharm Sci

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Oroxylum indicum Vent. (O. indicum) is a tree commonly called Indian trumpet tree found in tropical countries, such as India, Japan, China, Sri Lanka, Malaysia. The chemical constituents obtained from different parts of plant include baicalein-7-O-diglucoside (Oroxylin B), baicalein-7-O-glucoside, chrysin, apegenin, prunetin, sitosterol, oroxindin, biochanin-A, ellagic acid, baicalein and its 6- and 7-glucuronides, scutellarein, tetuin, antraquinone and aloe-emodin. Various parts of the plant are used in Ayurveda and folk medicine for the treatment of different ailments such as cancer, diarrhea, fever, ulcer and jaundice. Recent in vivo and in vitro studies have indicated its antiinflammatory, antiulcer, hepatoprotective, anticancer, antioxidant, photocytotoxic, antiproliferative, antiarthritic, antimicrobial, antimutagenic and immunostimulant properties. Exhaustive literature survey reveals that there are some activities which are still not proven scientifically. This article is an attempt to compile an up-to-date and comprehensive review on O. indicum covering its traditional and folk medicinal uses, phytochemistry and pharmacology.

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Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents

Cited by 38 publications

References 11 publications

Phenolic Compounds Diminish Antibiotic Resistance of Staphylococcus Aureus Clinical Strains

Phenolic Compounds Diminish Antibiotic Resistance of Staphylococcus Aureus Clinical Strains

Pharmacological effects and pharmacokinetics properties ofRadix Scutellariaeand its bioactive flavones

A Review on the taxonomy, ethnobotany, chemistry and pharmacology ofOroxylum indicumvent

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