Anti-fungal Activity of Sulfamethoxazole toward Aspergillus Species

Hida, Shunsuke; Yoshida, Masaharu; Nakabayashi, Iwao; Miura, Noriko N.; Adachi, Yoshiyuki; Ohno, Naohito

doi:10.1248/bpb.28.773

Cited by 24 publications

(26 citation statements)

References 38 publications

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“…Isoxazole derivatives occur as subunits in numerous drugs such as sulfisoxazole, acivicin, cycloserine, oxacillin and sulfamethoxazole (Figure ). Sulfamethoxazole is a chemotherapeutic widely used as anticancer and antimicrobial agents . Also, it is used in the treatment of urinary tract infections .…”

Section: Introductionmentioning

confidence: 99%

Facile Synthesis, Structural Activity Relationship, Molecular Modeling and In Vitro Biological Evaluation of New Urea Derivatives with Incorporated Isoxazole and Thiazole Moieties as Anticancer Agents

2019

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A new series of isoxazolyl and thiazolyl urea derivatives was synthesized, fully characterized and evaluated in vitro as anticancer agents. The chemistry involves a facile protocol for the preparation of urea derivatives 12–22 through the reaction of isocyanates (p‐tolylsulfonyl isocyanate, p‐tolyl isocyanate, benzoyl isocyanate and ethylisocyanate) 8–11 with the corresponding aminoisoxazoles and aminothiazoles 2, 3, 6 and 7. The cytotoxicity of the synthesized compounds 12–22 were evaluated using human lung adenocarcinoma cell line (A549), cervical cancer cell line (HeLa), and breast cancer cell line (MCF7). All novel compounds (except compounds 12, 17, and 18) were potential cytotoxic against lung cancer as it displayed IC50s less than the reference drug (5‐Fluro uracil (5FU)). All tested compounds (except 15 and 19) showed strong inhibition of breast cancer cell line even much better than the 5FU. The tested compounds were less cytotoxic against cervical cancer except compounds 16, 19, 20, and 21. The molecular docking studies of the synthesized compounds against the three different proteins Janus kinase 2 (JAK2), cyclin dependent kinase‐2 (CDK2), and B‐cell lymphoma‐2 (BCL2) that are major proteins involved in pathogenesis of cancer were discussed. The molecular‐docking analyses revealed that compounds 13, 14 and 20 were the best docked ligand compared to reference docked ligands against the tested targeted proteins. In conclusion, the urea derivatives 13 and 14 were the most promising compounds with lowest IC50s against the tested cancer cell lines, and they displayed the lowest binding energies, critical hydrogen bonds and hydrophobic interactions with the molecular targets compared to other tested compounds.

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Section: Introductionmentioning

confidence: 99%

Facile Synthesis, Structural Activity Relationship, Molecular Modeling and In Vitro Biological Evaluation of New Urea Derivatives with Incorporated Isoxazole and Thiazole Moieties as Anticancer Agents

2019

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“…The severity of infection is evaluated based on the presence or absence of organ manifestations suggesting infection, leukocyte (neutrophil) count (<2,000 (600)/mm 3 ), lymphocyte count (CD4, 200/ml), and IgG (<600 mg/dl), and a search for and prevention of various possible microorganisms (bacteria, fungi, viruses, and protozoa) and treatment are thoroughly performed. In particular, administration of ST mixture (Baktarn ® ) 13,14) as a treatment drug for carinii pneumonia (4-6 tablets/ day/week) is useful for preventing recurrence of AAV, mainly WG, and development of carinii pneumonia as a frequent infection in AAV while gargling with Fungizonen ® fluid (2,400 mg Fungizone ® /500 ml distilled water) and oral administration of itraconazole (ITCZ) (100-200 mg/day) are useful for preventing deep-seated fungal infection. Use of these methods in the early stage is recommended.…”

Section: Anti-b Glucan Antibody As a Marker Predicting Mycosis Includmentioning

confidence: 99%

Strategy of Infection Control in Immunosuppressive Therapy for ANCA-Associated Vasculitis

Yoshida

2013

Annals of Vascular Diseases

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“…Sulfamethoxazole is a chemotherapeutic drug that exhibits a wide range of pharmacological and biological activities that include antimicrobial and anticancer agents . Also, it is used in the treatment of urinary tract infections .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of novel hexahydroquinolines and 6‐amino‐2‐oxopyridine‐3,5‐dicarbonitriles incorporating sulfamethoxazole via [3 + 3] annulation

Abdelmoniem

Abdelrahman

Ghozlan

et al. 2019

Journal of Heterocyclic Chem

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Cyclic enaminone and cyanoacetamide derivative with incorporated sulfamethoxazole moiety were prepared. Their reactions with arylidenemalononitrile derivatives in ethanol or pyridine/piperidine at reflux yielded the corresponding hexahydroquinoline and 6‐amino‐2‐oxopyridine‐3,5‐dicarbonitrile derivatives incorporating sulfamethoxazole. The mechanism and structural elucidation of products were discussed.

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Anti-fungal Activity of Sulfamethoxazole toward Aspergillus Species

Cited by 24 publications

References 38 publications

Facile Synthesis, Structural Activity Relationship, Molecular Modeling and In Vitro Biological Evaluation of New Urea Derivatives with Incorporated Isoxazole and Thiazole Moieties as Anticancer Agents

Facile Synthesis, Structural Activity Relationship, Molecular Modeling and In Vitro Biological Evaluation of New Urea Derivatives with Incorporated Isoxazole and Thiazole Moieties as Anticancer Agents

Strategy of Infection Control in Immunosuppressive Therapy for ANCA-Associated Vasculitis

Synthesis of novel hexahydroquinolines and 6‐amino‐2‐oxopyridine‐3,5‐dicarbonitriles incorporating sulfamethoxazole via [3 + 3] annulation

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