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Chemical Structure| 69-72-7 Chemical Structure| 69-72-7
Chemical Structure| 69-72-7

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CAS No.: 69-72-7

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Salicylic acid, a natural product extract from Willow bark, well known as an antiinflammatory inhibitor of cyclooxygenase activity.

Synonyms: 2-Hydroxybenzoic acid; NSC 180

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Product Citations

Product Citations

Hegde, Pooja ; Orimoloye, Moyosore O. ; Sharma, Sachin ; Engelhart, Curtis A. ; Schnappinger, Dirk ; Aldrich, Courtney C.

Abstract: Tuberculosis (TB), caused by Mycobacterium tuberculosis (Mtb) is a leading cause of infectious disease mortality. The salicylic acid derived small mol. siderophores known as mycobactins are essential in vivo for iron acquisition of Mtb where iron is restricted in the host. Herein, we synthesize and explore the mechanism of action of polyfluorinated salicylic acid derivates, which were previously reported to possess potent antimycobacterial activity. We hypothesized fluorinated salicylic acid derivates may inhibit mycobactin biosynthesis through initial bioactivation and conversion to downstream metabolites that block late steps in assembly of the mycobactins. Enzymic studies demonstrated that some of the fluorinated salicylic acid derivatives compounds were readily activated by the bifunctional adenylating enzyme MbtA, responsible for incorporation of salicylic acid into the mycobactin biosynthetic pathway; however, they did not inhibit mycobactin biosynthesis as confirmed by LS-MS/MS using an authentic synthetic mycobactin standard Further mechanistic anal. of the most active derivative (Sal-4) using an MbtA-overexpressing Mtb strain as well as complementation studies with iron and salicylic acid revealed Sal-4 cannot be antagonized by overexpression of MbtA or through supplementation with iron or salicylic acid. Taken together, our results indicate the observed antimycobacterial activity of polyfluorinated salicylic acid derivative is independent of mycobactin biosynthesis.

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Product Details of Salicylic acid

CAS No. :69-72-7
Formula : C7H6O3
M.W : 138.12
SMILES Code : OC1=CC=CC=C1C(O)=O
Synonyms :
2-Hydroxybenzoic acid; NSC 180
MDL No. :MFCD00002439
InChI Key :YGSDEFSMJLZEOE-UHFFFAOYSA-N
Pubchem ID :338

Safety of Salicylic acid

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H318-H361
Precautionary Statements:P201-P202-P264-P270-P280-P301+P312+P330-P305+P351+P338+P310-P308+P313-P405-P501

Application In Synthesis of Salicylic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 69-72-7 ]
  • Downstream synthetic route of [ 69-72-7 ]

[ 69-72-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 357657-22-8 ]
  • [ 56-87-1 ]
  • [ 692-04-6 ]
  • [ 1946-82-3 ]
  • [ 35436-74-9 ]
  • [ 69-72-7 ]
  • [ 50-78-2 ]
References: [1] Archiv der Pharmazie, 1985, vol. 318, # 2, p. 120 - 127.
  • 2
  • [ 56-87-1 ]
  • [ 50-78-2 ]
  • [ 692-04-6 ]
  • [ 1946-82-3 ]
  • [ 357657-22-8 ]
  • [ 35436-74-9 ]
  • [ 69-72-7 ]
References: [1] Archiv der Pharmazie, 1985, vol. 318, # 2, p. 120 - 127.
 

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