Medicinal chemistry of anthranilic acid derivatives: A mini review

被引:48
作者
Prasher, Parteek [1 ,2 ]
Sharma, Mousmee [1 ,3 ]
机构
[1] Guru Nanak Dev Univ, Dept Chem, UGC Sponsored Ctr Adv Studies, Amritsar 143005, Punjab, India
[2] Univ Petr & Energy Studies, Dept Chem, Dehra Dun, Uttarakhand, India
[3] Uttaranchal Univ, Dept Chem, Dehra Dun, Uttarakhand, India
关键词
anthranilic acid; anticancer; antiviral activity; apoptosis; HCV NS5B polymerase inhibitors; hedgehog pathway; MAPK; alpha-glucosidase inhibitors; NS5B POLYMERASE INHIBITORS; MODULATORS; ENZYME;
D O I
10.1002/ddr.21842
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Anthranilic acid and its analogues present a privileged profile as pharmacophores for the rational development of pharmaceuticals deliberated for managing the pathophysiology and pathogenesis of various diseases. The substitution on anthranilic acid scaffold provides large compound libraries, which enable a comprehensive assessment of the structure activity relationship (SAR) analysis for the identification of hits and leads in a typical drug development paradigm. Besides, their widespread applications as anti-inflammatory fenamates, the amide and anilide derivatives of anthranilic acid analogues play a central role in the management of several metabolic disorders. In addition, these derivatives of anthranilic add exhibit interesting antimicrobial, antiviral and insecticidal properties, whereas the derivatives based on anthranilic diamide scaffold present applications as P-glycoprotein inhibitors for managing the drug resistance in cancer cells. In addition, the anthranilic acid derivatives serve as the inducers of apoptosis, inhibitors of hedgehog signaling pathway, inhibitors of mitogen activated protein kinase pathway, and the inhibitors of aldo-keto reductase enzymes. The antiviral derivatives of anthranilic acid focus on the inhibition of hepatitis C virus NS5B polymerase to manifest considerable antiviral properties. The anthranilic acid derivatives reportedly present neuroprotective applications by downregulating the key pathways responsible for the manifestation of neuropathological features and neurodegeneration. Nevertheless, the transition metal complexes of anthranilic acid derivatives offer therapeutic applications in diabetes mellitus, and obesity by regulating the activity of alpha-glucosidase. The present review demonstrates a critical analysis of the therapeutic profile of the key derivatives of anthranilic acid and its analogues for the rational development of pharmaceuticals and therapeutic molecules.
引用
收藏
页码:945 / 958
页数:14
相关论文
共 53 条
[1]  
Adeniji A.O., 2021, J MED CHEM, V55, P2311
[2]   Synthesis, analgesic, anti-inflammatory and anti-ulcerogenic activities of certain novel Schiff's bases as fenamate isosteres [J].
Alafeefy, Ahmed M. ;
Bakht, Mohammed A. ;
Ganaie, Majid A. ;
Ansarie, Mohd N. ;
El-Sayed, Nahed N. ;
Awaad, Amani S. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (02) :179-183
[3]   Structural and Regulatory Elements of HCV NS5B Polymerase - β-Loop and C-Terminal Tail - Are Required for Activity of Allosteric Thumb Site II Inhibitors [J].
Boyce, Sarah E. ;
Tirunagari, Neeraj ;
Niedziela-Majka, Anita ;
Perry, Jason ;
Wong, Melanie ;
Kan, Elaine ;
Lagpacan, Leanna ;
Barauskas, Ona ;
Hung, Magdeleine ;
Fenaux, Martijn ;
Appleby, Todd ;
Watkins, William J. ;
Schmitz, Uli ;
Sakowicz, Roman .
PLOS ONE, 2014, 9 (01)
[4]   A Comprehensive Review on MAPK: A Promising Therapeutic Target in Cancer [J].
Braicu, Cornelia ;
Buse, Mihail ;
Busuioc, Constantin ;
Drula, Rares ;
Gulei, Diana ;
Raduly, Lajos ;
Rusu, Alexandru ;
Irimie, Alexandru ;
Atanasov, Atanas G. ;
Slaby, Ondrej ;
Ionescu, Calin ;
Berindan-Neagoe, Ioana .
CANCERS, 2019, 11 (10)
[5]   Structure activity relationships of anthranilic acid-based compounds on cellular and in vivo mitogen activated protein kinase-5 signaling pathways [J].
Chakrabarty, Suravi ;
Monlish, Darlene A. ;
Gupta, Mohit ;
Wright, Thomas D. ;
Hoang, Van T. ;
Fedak, Mitchel ;
Chopra, Ishveen ;
Flaherty, Patrick T. ;
Madura, Jeffry ;
Mannepelli, Shankar ;
Burow, Matthew E. ;
Cavanaugh, Jane E. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2018, 28 (13) :2294-2301
[6]   Regulation of peptidoglycan synthesis and remodelling [J].
Egan, Alexander J. F. ;
Errington, Jeff ;
Vollmer, Waldemar .
NATURE REVIEWS MICROBIOLOGY, 2020, 18 (08) :446-460
[7]   Antibacterial susceptibility of new copper(II) N-pyruvoyl anthranilate complexes against marine bacterial strains - In search of new antibiofouling candidate [J].
Elshaarawy, Reda F. M. ;
Janiak, Christoph .
ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 (06) :825-834
[8]   Cyclooxygenase-2 Inhibitors as a Therapeutic Target in Inflammatory Diseases [J].
Ferrer, Miguel D. ;
Busquets-Cortes, Carla ;
Capo, Xavier ;
Tejada, Silvia ;
Tur, Josep A. ;
Pons, Antoni ;
Sureda, Antoni .
CURRENT MEDICINAL CHEMISTRY, 2019, 26 (18) :3225-3241
[9]   NSAID induced gastrointestinal damage and designing GI-sparing NSAIDs [J].
Garcia-Rayado, Guillermo ;
Navarro, Mercedes ;
Lanas, Angel .
EXPERT REVIEW OF CLINICAL PHARMACOLOGY, 2018, 11 (10) :1031-1043
[10]   Synthesis and anti-inflammatory evaluation of N-sulfonyl anthranilic acids via Ir(III)-catalyzed C-H amidation of benzoic acids [J].
Han, Sang Hoon ;
Suh, Hyo Sun ;
Jo, Hyeim ;
Oh, Yongguk ;
Mishra, Neeraj Kumar ;
Han, Sangil ;
Kim, Hyung Sik ;
Jung, Young Hoon ;
Lee, Byung Mu ;
Kim, In Su .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (10) :2129-2134