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Article ; Online: Synthesis, molecular docking, analgesic, anti-inflammatory, and ulcerogenic evaluation of thiophene-pyrazole candidates as COX, 5-LOX, and TNF-α inhibitors.

Khadri, M J Nagesh / Ramu, Ramith / Simha, N Akshaya / Khanum, Shaukath Ara

2023 Volume 32, Issue 1, Page(s) 693–713

Abstract: The thiophene bearing pyrazole derivatives (7a-j) were synthesized and examined for their in vitro cyclooxygenase, 5-lipoxygenase, and tumour inducing factor-α inhibitory activities followed by the in vivo analgesic, anti-inflammatory, and ulcerogenic ... ...

Abstract	The thiophene bearing pyrazole derivatives (7a-j) were synthesized and examined for their in vitro cyclooxygenase, 5-lipoxygenase, and tumour inducing factor-α inhibitory activities followed by the in vivo analgesic, anti-inflammatory, and ulcerogenic evaluations. The synthesized series (7a-j) were characterized using
MeSH term(s)	Humans ; Arachidonate 5-Lipoxygenase/metabolism ; Molecular Docking Simulation ; Tumor Necrosis Factor-alpha ; Tumor Necrosis Factor Inhibitors ; Thiophenes/pharmacology ; Ligands ; Spectroscopy, Fourier Transform Infrared ; Anti-Inflammatory Agents/pharmacology ; Anti-Inflammatory Agents/therapeutic use ; Analgesics/therapeutic use ; Cyclooxygenase 2/metabolism ; Pyrazoles/pharmacology ; Neoplasms ; Cyclooxygenase 2 Inhibitors/pharmacology ; Cyclooxygenase 2 Inhibitors/therapeutic use ; Molecular Structure ; Edema/drug therapy ; Anti-Inflammatory Agents, Non-Steroidal/therapeutic use
Chemical Substances	Arachidonate 5-Lipoxygenase (EC 1.13.11.34) ; Tumor Necrosis Factor-alpha ; Tumor Necrosis Factor Inhibitors ; Thiophenes ; Ligands ; Anti-Inflammatory Agents ; Analgesics ; Cyclooxygenase 2 (EC 1.14.99.1) ; Pyrazoles ; Cyclooxygenase 2 Inhibitors ; Anti-Inflammatory Agents, Non-Steroidal
Language	English
Publishing date	2023-11-20
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1080058-x
ISSN	1568-5608 ; 0925-4692
ISSN (online)	1568-5608
ISSN	0925-4692
DOI	10.1007/s10787-023-01364-0
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Article: Synthesis, crystal structure, Hirshfeld surface analysis, energy frameworks and computational studies of Schiff base derivative.

Chandini, K M / Nagesh Khadri, M J / Amoghavarsha, N / Sridhar, M A / Khanum, Shaukath Ara

Heliyon

2022 Volume 8, Issue 8, Page(s) e10047

Abstract: The compound (E)-ethyl 3-(2-(2,4-dinitrophenyl)hydrazono)butanoate (3) was synthesised and crystallized using ethanol as a solvent. The compound was characterized ... ...

Abstract	The compound (E)-ethyl 3-(2-(2,4-dinitrophenyl)hydrazono)butanoate (3) was synthesised and crystallized using ethanol as a solvent. The compound was characterized by
Language	English
Publishing date	2022-08-07
Publishing country	England
Document type	Journal Article
ZDB-ID	2835763-2
ISSN	2405-8440
ISSN	2405-8440
DOI	10.1016/j.heliyon.2022.e10047
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Article ; Online: Synthesis, crystal structure, Hirshfeld surface analysis, energy frameworks and computational studies of Schiff base derivative

Chandini, K.M. / Nagesh Khadri, M.J. / Amoghavarsha, N. / Sridhar, M.A. / Khanum, Shaukath Ara

Heliyon. 2022 Aug., v. 8, no. 8 p.e10047-

2022

Abstract: The compound (E)-ethyl 3-(2-(2,4-dinitrophenyl)hydrazono)butanoate (3) was synthesised and crystallized using ethanol as a solvent. The compound was characterized by ¹H NMR, and single crystal X-ray diffraction. The compound crystallizes in the ... ...

Abstract	The compound (E)-ethyl 3-(2-(2,4-dinitrophenyl)hydrazono)butanoate (3) was synthesised and crystallized using ethanol as a solvent. The compound was characterized by ¹H NMR, and single crystal X-ray diffraction. The compound crystallizes in the monoclinic crystal system with the space group P2₁/c. The intermolecular interactions and the interaction energies responsible for the stabilization of the molecules were determined by Hirshfeld surface analysis and energy framework calculations. The structure of the compound was optimized by Density Functional Theory calculations and HOMO-LUMO energy gap was calculated. The non-covalent interactions were revealed by reduced density gradient analysis. The Mulliken atomic charges and natural atomic charges were calculated by density functional theory calculations. The reactive sites present in the molecule are shown by molecular electrostatic potential map. The inter and intra molecular charge transfer were investigated by NBO analysis.
Keywords	X-ray diffraction ; butyrates ; crystal structure ; density functional theory ; energy ; ethanol ; schiff bases ; solvents ; Schiff base ; HOMO-LUMO ; Non-covalent interactions ; NBO
Language	English
Dates of publication	2022-08
Publishing place	Elsevier Ltd
Document type	Article ; Online
Note	Use and reproduction
ZDB-ID	2835763-2
ISSN	2405-8440
ISSN	2405-8440
DOI	10.1016/j.heliyon.2022.e10047
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Article ; Online: Tumor angiogenesis: Current challenges and therapeutic opportunities.

Al-Ostoot, Fares Hezam / Salah, Salma / Khamees, Hussien Ahmed / Khanum, Shaukath Ara

Cancer treatment and research communications

2021 Volume 28, Page(s) 100422

Abstract: Angiogenesis plays an important role in the development of cancer since it allows for the delivery of oxygen, nutrients, and growth factors as well as tumor dissemination to distant organs. Inhibition of angiogenesis is an important strategy for the ... ...

Abstract	Angiogenesis plays an important role in the development of cancer since it allows for the delivery of oxygen, nutrients, and growth factors as well as tumor dissemination to distant organs. Inhibition of angiogenesis is an important strategy for the prevention of multiple solid tumors that depend on cutting or at least reducing the blood supply to tumor micro-regions, resulting in pan-hypoxia and pan-necrosis within solid tumor tissues. These drugs are an important part of treatment for some types of cancer. As a stand-alone therapy, inhibition of tumor angiogenesis can arrest or halt tumor growth, but will not eliminate the tumor. Therefore, anti-angiogenic drugs in combinations with another anti-cancer treatment method, like chemotherapy, lead to being critical for optimum cancer patient outcomes. Over the last two decades, investigations have been made to improve the efficacy of anti-angiogenic drugs, recognize their potential in drug interactions, and come up with plausible explanations for possible treatment resistance. This review will offer an overview of the varying concepts of tumor angiogenesis, several important angiogenic factors; focus on the role of anti-angiogenesis strategies in cancer treatment.
MeSH term(s)	Humans ; Immunotherapy/methods ; Neoplasms/pathology ; Neovascularization, Pathologic/metabolism
Language	English
Publishing date	2021-06-12
Publishing country	England
Document type	Journal Article ; Review
ISSN	2468-2942
ISSN (online)	2468-2942
DOI	10.1016/j.ctarc.2021.100422
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Article ; Online: Design, Synthesis, Characterization, and Analysis of Antimicrobial Property of Novel Benzophenone Fused Azetidinone Derivatives through In Vitro and In Silico Approach.

Venkataravanappa, Lakshmi Ranganatha / Jyothi, Mahima / Khamees, Hussien Ahmed / Silina, Ekaterina / Stupin, Victor / Achar, Raghu Ram / Al-Ghorbani, Mohammed / Khanum, Shaukath Ara

Current issues in molecular biology

2022 Volume 45, Issue 1, Page(s) 92–109

Abstract: A sequence of novel 2-(4-benzoyl-2-methyl-phenoxy)-N-(3-chloro-2-oxo-4-phenyl-azetidin-1-yl)-acetamide analogues 9(a−n) were synthesized by multistep synthesis. The newly synthesized compounds were well characterized, and their antimicrobial activities ... ...

Abstract	A sequence of novel 2-(4-benzoyl-2-methyl-phenoxy)-N-(3-chloro-2-oxo-4-phenyl-azetidin-1-yl)-acetamide analogues 9(a−n) were synthesized by multistep synthesis. The newly synthesized compounds were well characterized, and their antimicrobial activities were carried out by disc diffusion and broth dilution methods. Further, all the novel series of compounds (9a−n), were tested against a variety of bacterial and fungal strains in comparison to Ketoconazole, Chloramphenicol, and Amoxicillin as standard drugs, respectively. Compounds 9a, 9e, and 9g as a lead molecule demonstrated a good inhibition against tested strains. Further, molecular docking studies have been performed for the potent compounds to check the three-dimensional geometrical view of the ligand binding to the targeted proteins.
Language	English
Publishing date	2022-12-23
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2000024-8
ISSN	1467-3045 ; 1467-3037
ISSN (online)	1467-3045
ISSN	1467-3037
DOI	10.3390/cimb45010007
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Zs.A 5122: Show issues

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Article ; Online: Design, synthesis and molecular docking of benzophenone conjugated with oxadiazole sulphur bridge pyrazole pharmacophores as anti inflammatory and analgesic agents.

Zabiulla / Gulnaz, A R / Mohammed, Yasser Hussein Eissa / Khanum, Shaukath Ara

Bioorganic chemistry

2019 Volume 92, Page(s) 103220

Abstract: The prostaglandins (PG) a group of physiologically active lipid compounds having diverse hormone like effects are important mediators of the body's response to pain and inflammation, and are formed from essential fatty acids found in cell membranes. This ...

Abstract	The prostaglandins (PG) a group of physiologically active lipid compounds having diverse hormone like effects are important mediators of the body's response to pain and inflammation, and are formed from essential fatty acids found in cell membranes. This reaction is catalyzed by cyclooxygenase, a membrane associated enzyme occurring in two isoforms, COX-1 and COX-2. Nonsteroidal anti-inflammatory drugs (NSAIDs) act by inhibiting the activity of COX. In view of this, a series of novel benzophenones conjugated with oxadiazole sulphur bridge pyrazole moiety 8a-l were designed, synthesized, characterized and subsequently evaluated for anti-inflammatory and analgesic property. The investigation of novel analogues 8a-l for potential anti-inflammatory activity showed high levels of COX-1 and COX-2 inhibitory activity. Among the series, compound 8i with electron withdrawing fluoro group at the para position of the benzoyl ring of benzophenone was characterized by highest IC
MeSH term(s)	Acetic Acid ; Analgesics/chemical synthesis ; Analgesics/chemistry ; Analgesics/pharmacology ; Animals ; Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis ; Anti-Inflammatory Agents, Non-Steroidal/chemistry ; Anti-Inflammatory Agents, Non-Steroidal/pharmacology ; Benzophenones/chemistry ; Benzophenones/pharmacology ; Cyclooxygenase 1/metabolism ; Cyclooxygenase 2/metabolism ; Cyclooxygenase Inhibitors/chemical synthesis ; Cyclooxygenase Inhibitors/chemistry ; Cyclooxygenase Inhibitors/pharmacology ; Dose-Response Relationship, Drug ; Drug Design ; Edema/chemically induced ; Edema/drug therapy ; Formaldehyde ; Humans ; Mice ; Molecular Docking Simulation ; Molecular Structure ; Oxadiazoles/chemistry ; Oxadiazoles/pharmacology ; Pain/chemically induced ; Pain/drug therapy ; Pain Measurement ; Pyrazoles/chemistry ; Pyrazoles/pharmacology ; Rats ; Structure-Activity Relationship
Chemical Substances	Analgesics ; Anti-Inflammatory Agents, Non-Steroidal ; Benzophenones ; Cyclooxygenase Inhibitors ; Oxadiazoles ; Pyrazoles ; Formaldehyde (1HG84L3525) ; pyrazole (3QD5KJZ7ZJ) ; benzophenone (701M4TTV9O) ; Cyclooxygenase 1 (EC 1.14.99.1) ; Cyclooxygenase 2 (EC 1.14.99.1) ; Acetic Acid (Q40Q9N063P)
Language	English
Publishing date	2019-08-26
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	120080-x
ISSN	1090-2120 ; 0045-2068
ISSN (online)	1090-2120
ISSN	0045-2068
DOI	10.1016/j.bioorg.2019.103220
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Zs.A 4207: Show issues

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Article ; Online: Targeting HIF-1α by newly synthesized Indolephenoxyacetamide (IPA) analogs to induce anti-angiogenesis-mediated solid tumor suppression.

Al-Ostoot, Fares Hezam / Sherapura, Ankith / V, Vigneshwaran / Basappa, Giridhara / H K, Vivek / B T, Prabhakar / Khanum, Shaukath Ara

Pharmacological reports : PR

2021 Volume 73, Issue 5, Page(s) 1328–1343

Abstract: Background: Hypoxic microenvironment is a common feature of solid tumors, which leads to the promotion of cancer. The transcription factor, HIF-1α, expressed under hypoxic conditions stimulates tumor angiogenesis, favoring HIF-1α as a promising ... ...

Abstract	Background: Hypoxic microenvironment is a common feature of solid tumors, which leads to the promotion of cancer. The transcription factor, HIF-1α, expressed under hypoxic conditions stimulates tumor angiogenesis, favoring HIF-1α as a promising anticancer agent. On the other hand, synthetic Indolephenoxyacetamide derivatives are known for their pharmacological potentiality. With this background here, we have synthesized, characterized, and validated the new IPA (8a-n) analogs for anti-tumor activity. Methods: The new series of IPA (8a-n) were synthesized through a multi-step reaction sequence and characterized based on the different spectroscopic analysis FT-IR, Results: Screening for anti-proliferative studies inferred, IPA (8k) is a lead molecule with an IC Conclusion: The IPA (8k) is a potent anti-proliferative molecule with anti-angiogenic activity and specifically targets HIF1α, thereby modulates its downstream regulatory genes both in vitro and in vivo. The study provides scope for new target-specific drug development against HIF-1α for the treatment of solid tumors.
MeSH term(s)	Acetamides/chemical synthesis ; Acetamides/pharmacology ; Animals ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/pharmacology ; Gene Expression Regulation, Neoplastic/drug effects ; Human Umbilical Vein Endothelial Cells ; Humans ; Hypoxia-Inducible Factor 1, alpha Subunit/genetics ; Hypoxia-Inducible Factor 1, alpha Subunit/metabolism ; Lymphoma/drug therapy ; Mice ; Mice, Inbred BALB C ; Neovascularization, Pathologic/drug therapy ; Rats ; Rats, Wistar ; Signal Transduction ; Structure-Activity Relationship ; Xenograft Model Antitumor Assays
Chemical Substances	Acetamides ; Antineoplastic Agents ; Hif1a protein, rat ; Hypoxia-Inducible Factor 1, alpha Subunit
Language	English
Publishing date	2021-04-26
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2186248-5
ISSN	2299-5684 ; 1734-1140
ISSN (online)	2299-5684
ISSN	1734-1140
DOI	10.1007/s43440-021-00266-8
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Article: Modulation of DNA damage response by targeting ATM kinase using newly synthesized di-phenoxy acetamide (DPA) analogs to induce anti-neoplasia.

Al-Ostoot, Fares Hezam / Sherapura, Ankith / Malojirao, Vikas H / Thirusangu, Prabhu / Al-Muhimeed, Tahani I / Khanum, Shaukath Ara / Prabhakar, B T

Pharmacological reports : PR

2021 Volume 73, Issue 5, Page(s) 1344–1360

Abstract: Background: Imbalance and instability in the structure of the DNA have become major characteristics of cancer. In response to DNA damage, DNA damage response (DDR) protein, ataxia telangiectasia mutated (ATM), plays a pivotal role in the modulation of ... ...

Abstract	Background: Imbalance and instability in the structure of the DNA have become major characteristics of cancer. In response to DNA damage, DNA damage response (DDR) protein, ataxia telangiectasia mutated (ATM), plays a pivotal role in the modulation of regulatory regions responsible for inhibition of apoptosis, thereby neoplastic progression. Methods: A new series of DPA (7a-t) were synthesized, characterized. Anti-proliferative studies to identify the lead compound were carried out by LDH and MTT assay. Apoptosis/DNA damage was measured through FACS, Annexin-v staining, TUNEL and Comet assay. Elucidation of molecular mechanism through immunoblot and further validation of the drug effect through in vivo approaches. Results: Initial in vitro anti-proliferative screening of Compounds DPA (7a-t) against multiple cancer cell lines identified Compound DPA (7n) as a potent cytotoxic molecule with IC Conclusions: Compound DPA (7n) emerged as a potent proapoptotic and anti-neoplastic agent by inhibiting ATM kinase activity both in vitro and in vivo. The conferring results ascertain that the drug could be developed as a new ATM kinase inhibitor with anti-cancer capacity.
MeSH term(s)	Acetamides/chemical synthesis ; Acetamides/pharmacology ; Animals ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/pharmacology ; Apoptosis ; Cell Line, Tumor ; DNA Damage ; DNA Repair ; Drug Delivery Systems ; Humans ; Mice ; Mice, Inbred BALB C ; Molecular Structure ; Neoplasms, Experimental/drug therapy ; Xenograft Model Antitumor Assays
Chemical Substances	Acetamides ; Antineoplastic Agents
Language	English
Publishing date	2021-06-09
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2186248-5
ISSN	1734-1140
ISSN	1734-1140
DOI	10.1007/s43440-021-00292-6
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Article ; Online: Discovery of novel benzophenone integrated derivatives as anti-Alzheimer's agents targeting presenilin-1 and presenilin-2 inhibition: A computational approach.

Martiz, Reshma Mary / Patil, Shashank M / Ramu, Ramith / M K, Jayanthi / P, Ashwini / Ranganatha, Lakshmi V / Khanum, Shaukath Ara / Silina, Ekaterina / Stupin, Victor / Achar, Raghu Ram

PloS one

2022 Volume 17, Issue 4, Page(s) e0265022

Abstract: The most commonly accepted hypothesis of Alzheimer's disease (AD) is the amyloid hypothesis caused due to formation of accumulation of Aβ42 isoform, which leads to neurodegeneration. In this regard, presenilin-1 (PSEN-1) and -2 (PSEN-2) proteins play a ... ...

Abstract	The most commonly accepted hypothesis of Alzheimer's disease (AD) is the amyloid hypothesis caused due to formation of accumulation of Aβ42 isoform, which leads to neurodegeneration. In this regard, presenilin-1 (PSEN-1) and -2 (PSEN-2) proteins play a crucial role by altering the amyloid precursor protein (APP) metabolism, affecting γ-secretase protease secretion, finally leading to the increased levels of Aβ. In the absence of reported commercial pharmacotherapeutic agents targeting presenilins, we aim to propose benzophenone integrated derivatives (BIDs) as the potential inhibitors of presenilin proteins through in silico approach. The study evaluates the interaction of BIDs through molecular docking simulations, molecular dynamics simulations, and binding free energy calculations. This is the first ever computational approach to discover the potential inhibitors of presenilin proteins. It also comprises druglikeliness and pharmacotherapeutic potential analysis of the compounds. Out of all the screened BIDs, BID-16 was found to be the lead compound against both the presenilin proteins. Based on these results, one can evaluate BID-16 as an anti-Alzheimer's potential specifically targeting presenilin proteins in near future using in vitro and in vivo methods.
MeSH term(s)	Alzheimer Disease/drug therapy ; Alzheimer Disease/metabolism ; Amyloid Precursor Protein Secretases/metabolism ; Amyloid beta-Peptides/metabolism ; Amyloid beta-Protein Precursor/metabolism ; Benzophenones ; Humans ; Molecular Docking Simulation ; Presenilin-1/metabolism ; Presenilin-2/genetics
Chemical Substances	Amyloid beta-Peptides ; Amyloid beta-Protein Precursor ; Benzophenones ; Presenilin-1 ; Presenilin-2 ; benzophenone (701M4TTV9O) ; Amyloid Precursor Protein Secretases (EC 3.4.-)
Language	English
Publishing date	2022-04-08
Publishing country	United States
Document type	Journal Article
ZDB-ID	2267670-3
ISSN	1932-6203 ; 1932-6203
ISSN (online)	1932-6203
ISSN	1932-6203
DOI	10.1371/journal.pone.0265022
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Article: Synthesis and evaluation of in vitro antioxidant properties of novel 2,5-disubstituted 1,3,4-oxadiazoles.

Lakshmi Ranganatha, V / Khanum, Shaukath Ara

Bioorganicheskaia khimiia

2015 Volume 40, Issue 2, Page(s) 226–233

Abstract: 2,5-Disubstituted 1,3,4-oxadiazole compounds are one of the most attractive heterocyclic compounds for researchers due to their biological activities. In the undertaken research, a number of potential 2,5-disubstituted 1,3,4-oxadiazole analogues were ... ...

Abstract	2,5-Disubstituted 1,3,4-oxadiazole compounds are one of the most attractive heterocyclic compounds for researchers due to their biological activities. In the undertaken research, a number of potential 2,5-disubstituted 1,3,4-oxadiazole analogues were synthesized through multi step reaction and characterized by FT-IR, 1H NMR, mass spectra, and also by elemental analysis. Further benzophenone tagged indole acetohydrazides and 2,5-disubstituted 1,3,4-oxadiazoles were evaluated for antioxidant potential, through different in vitro models such as DPPH, nitric oxide and hydrogen peroxide methods. In the series of compounds some of them had shown good to moderate in vitro antioxidant potential compare to the standard drug ascorbic acid in all the above three methods.
MeSH term(s)	Antioxidants/chemical synthesis ; Antioxidants/chemistry ; Antioxidants/metabolism ; Biphenyl Compounds/chemistry ; Hydrogen Peroxide/chemistry ; Indoles/chemistry ; Indoles/metabolism ; Molecular Structure ; Nitric Oxide/chemistry ; Oxadiazoles/chemical synthesis ; Oxadiazoles/chemistry ; Oxadiazoles/metabolism ; Picrates/chemistry ; Spectroscopy, Fourier Transform Infrared
Chemical Substances	Antioxidants ; Biphenyl Compounds ; Indoles ; Oxadiazoles ; Picrates ; 1,3,4-oxadiazole (20O2F20OUR) ; Nitric Oxide (31C4KY9ESH) ; indole (8724FJW4M5) ; Hydrogen Peroxide (BBX060AN9V) ; 1,1-diphenyl-2-picrylhydrazyl (DFD3H4VGDH)
Language	English
Publishing date	2015-04-07
Publishing country	Russia (Federation)
Document type	Evaluation Studies ; Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	194993-7
ISSN	0132-3423
ISSN	0132-3423
DOI	10.1134/s1068162014020083
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