Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents

Sharma, Vedula M.; Seshu, K.V. Adi; Krishna, C. Vamsee; Prasanna, Pragya; Sekhar, V. Chandra; Venkateswarlu, A.; Rajagopal, Sriram; Ajaykumar, R.; Deevi, Dhanvanthri S.; Mamidi, Narsimha; Rajagopalan, Rukkumani

doi:10.1016/s0960-894x(03)00263-4

Cited by 20 publications

(7 citation statements)

References 13 publications

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“…EC 50 values are often under 10 nM. 18,19 A prodrug of CA4 (CA4-phosphate) is currently being tested in clinical trials in combination with existing chemotherapy agents. 20,21 In addition, a photocaged version of CA4 has been developed to monitor microtubule dynamics in cells.…”

Section: Introductionmentioning

confidence: 99%

Photoswitchable anticancer activity via trans–cis isomerization of a combretastatin A-4 analog

et al. 2016

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Combretastatin A-4 (CA4) is highly potent anticancer drug that acts as an inhibitor of tubulin polymerization. The core of the CA4 structure contains a cis-stilbene, and it is known that the trans isomer is significantly less potent. We prepared an azobenzene analog of CA4 (Azo-CA4) that shows 13–35 fold enhancement in potency upon illumination. EC50 values in the light were in the mid nM range. Due to its ability to thermally revert to less toxic trans form, Azo-CA4 also has the ability to automatically turn its activity off with time. Azo-CA4 is less potent than CA-4 because it degrades in the presence of glutathione as evidenced by UV-Vis spectroscopy and ESI-MS. Nevertheless, Azo-CA4 represents a promising strategy for switchable potency for treatment of cancer.

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Section: Introductionmentioning

confidence: 99%

Photoswitchable anticancer activity via trans–cis isomerization of a combretastatin A-4 analog

et al. 2016

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“…The bicyclic 2-pyridone derivative 118 has been described as a 3CP (human rhinovirus 3C protease) inhibitor and exhibited potent antirhinoviral activity in cell cultures when tested against different human rhinovirus (HRV) serotypes [62]. The synthesis and cytotoxicity of septicine (119) and several analogues has been reported [63]. The reactivity of the system is characterized as outlined above: the five-membered ring undergoes electrophilic substitutions whereas the six-membered ring shows reactivity similar to that of a pyridine ring.…”

Section: Relevant Natural And/or Useful Compoundsmentioning

confidence: 99%

Heterocycles Containing a Ring‐Junction Nitrogen

Vaquero

Alvárez‐Builla

2011

Modern Heterocyclic Chemistry

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“…[15][16][17][18][19] Based on the backup, the observed data indicates that the second nitrogen atom in the five-membered ring also induces the anti-infective properties. Novel synthetic compound with suitable formulation with potential drug targeting is a right choice to improve the glucose uptake and lower the risk of complications that may meet this challenge.…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, the literature backup of Isatin analogs was reported to be pharmacologically active and also it was identified in the treatment of several diseases like antituberculosis, antimicrobial, epilepsy, diabetes, anticancer. [15][16][17][18][19] Based on the backup, the observed data indicates that the second nitrogen atom in the five-membered ring also induces the anti-infective properties. 20,21 Lately, we have seen rapid growth in the research and development of nanoparticle mediated drug delivery system due to their diverse potential application and enhance therapeutic efficacy.…”

Section: Introductionmentioning

confidence: 99%

Design and in silico modeling of Indoloquinoxaline incorporated keratin nanoparticles for modulation of glucose metabolism in 3T3‐L1 adipocytes

Kunjiappan

Panneerselvam²,

Pavadai

et al. 2019

Biotechnology Progress

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The following study was done to assess the glucose utilizing efficiency of Indoloquinoxaline derivative incorporated keratin nanoparticles (NPs) in 3T3-L1 adipocytes. Indoloquinoxaline derivative had wide range of biological activities including antidiabetic activity. In this view, Indoloquinoxaline moiety containing N,methanamine compound was designed and synthesized, and further it is incorporated into keratin nanoparticles. The formulated NPs, drug entrapment efficiency, releasing capacity, stability, and physicochemical properties were characterized by various spectral analyzer and obtained results of characterizations were confirmed the properties of NPs. The analysis of mechanism underlying the glucose utilization of NPs was examined through molecular docking with identified target, and observed in silico study reports shown strong interaction of NPs in the binding pockets of AMPK and PTP1B. Based on the in silico screening, the formulated NPs was performed for in vitro cellular viability and glucose uptake studies on 3T3-L1 adipocytes. Interestingly, 40 μg of NPs displayed 78.2 ± 2.76% cellular viability, and no cell death was observed at lower concentrations. Further, the concentration dependent glucose utilization was observed at different concentrations of NPs in 3T3-L1 adipocytes. The results of NPs (40 μg) on glucose utilization have revealed eminent result 58.56 ± 4.54% compared to that of Metformin (10 μM) and Insulin (10 μM). The identified results clearly indicated that Indoloquinoxaline derivative incorporated keratin NPs significantly increased glucose utilization efficiency and protect the cells against the insulin resistance. K E Y W O R D S 3T3-L1 adipocytes, glucose uptake, in silico modeling, Indoloquinoxaline, keratin nanoparticles

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Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents

Cited by 20 publications

References 13 publications

Photoswitchable anticancer activity via trans–cis isomerization of a combretastatin A-4 analog

Photoswitchable anticancer activity via trans–cis isomerization of a combretastatin A-4 analog

Heterocycles Containing a Ring‐Junction Nitrogen

Design and in silico modeling of Indoloquinoxaline incorporated keratin nanoparticles for modulation of glucose metabolism in 3T3‐L1 adipocytes

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