A novel S-nitrosocaptopril monohydrate for pulmonary arterial hypertension: H2O and –SNO intermolecular stabilization chemistry

Zhou, Yuyang; Lin, Min; Wang, Jie; Fan, Chen; Li, Feiyang; Chen, Wenge; Han, Longyu; Wang, Chiahung; Chen, Jianming; Shao, Jingwei; Lee, Jia

doi:10.1016/j.freeradbiomed.2018.09.020

Cited by 6 publications

(8 citation statements)

References 48 publications

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“…Based on the proposed inhibitory effects of NO on COVID-19, therapeutic strategies using NO may be strongly recommended, particularly for COVID-19 patients with endothelial dysfunction. NO-mediated prevention of SARS-CoV-2 infection could be facilitated by lifestyle factors, such as nitrate-rich diets, physical exercise, and nasal breathing [29][30][31], which are eventually integrated in cGMP-dependent and -independent pathways (Fig. 2).…”

Section: Lifestyle Factors That Boost No Bioavailabilitymentioning

confidence: 99%

“…Furthermore, beetroot juice, which contains nitrate and antioxidant polyphenols [40], and co-ingestion of nitrate/nitrite with drugs containing structural sulfhydryl compounds (i.e., ACE inhibitor, captopril [30], and antiplatelet drug, thienopyridine [29,41]) can increase the plasma levels of S-nitrosothiols, which function as an intermediary receiver of NO + that is generated in the stomach to nitrosylate target proteins and peptides, such as albumin and glutathione, that contain cysteine residues to boost peripheral NO bioavailability [42].…”

Section: Enterosalivary Nitrate-nitrite-no Pathwaymentioning

confidence: 99%

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Lifestyle-mediated nitric oxide boost to prevent SARS-CoV-2 infection: A perspective

Kobayashi

2021

Nitric Oxide

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Section: Lifestyle Factors That Boost No Bioavailabilitymentioning

confidence: 99%

Section: Enterosalivary Nitrate-nitrite-no Pathwaymentioning

confidence: 99%

Lifestyle-mediated nitric oxide boost to prevent SARS-CoV-2 infection: A perspective

Kobayashi

2021

Nitric Oxide

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“…S -Nitrosocaptopril, as a new generation of NO donor, is a kind of SNO and has been widely applied in the clinical treatment for hypertension. , Benefiting from the desirable characteristics of NO release, S -nitrosocaptopril has a potential for application in tumor therapy. However, only a high concentration of NO can lead to the direct killing of tumor cells.…”

Section: Introductionmentioning

confidence: 99%

NIR-Triggered On-Demand Nitric Oxide Release for Enhanced Synergistic Phototherapy of Hypoxic Tumor

Zhang

Wang

et al. 2023

Bioconjugate Chem.

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Hypoxia of tumor microenvironments is a major factor restricting tumor treatment, which causes progression and metastasis of tumor. The hypoxic tumor microenvironment not only makes the traditional treatment method, such as chemotherapy, ineffective but also hinders the O2-dependent treatments, such as photodynamic therapy (PDT). Recently, stimuli-responsive nitric oxide (NO) donors have attracted extensive research interest in hypoxic tumor treatment because the NO release process is O2-independent. Besides, NO can distribute more uniformly than drug molecules and more widely than the PDT-generated active species due to its strong diffusion ability (200 μm in cells) and long lifetime (2 s in cells). Encouraged by these advantages, a near infrared light-triggered NO release polymeric nanoplatform (P1-CapNO NPs) was constructed by a thermally sensitive NO release unit, a photothermal unit, and a hydrophilic polyethylene glycol unit. P1-CapNO NPs possess strong absorption in the NIR region (the wavelength of maximal absorption peak was 790 nm with a molar absorption coefficient of 2.4 × 105 M–1 cm–1), great photothermal conversion efficiency (23.8%), and NO release ability (the released NO concentration can reach 1.3 μM) under 808 nm laser irradiation. Owing to these advantages, the great synergistic antitumor effect can be achieved in vitro and in vivo even under the hypoxic environment. The synergistic therapeutic strategy in this work could bypass the obstacles caused by hypoxia in tumor treatment and provide a reference for building a NO-involved therapeutic platform.

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“…S-nitrosocaptopril is a S-nitrosylated captopril developed more than 20 years ago [1], but its technical bottleneck of large-scale synthesis was recently overcome [2]. Moreover, S-nitrosocaptopril monohydrate (Cap-NO•H 2 O) is a novel and stable compound based on S-nitrosocaptopril (Cap-NO), which is not only a nitric oxide (NO) donor but also an angiotensin-converting enzyme inhibitor (ACEI).…”

Section: Introductionmentioning

confidence: 99%

Optimization of S-Nitrosocaptopril Monohydrate Storage Conditions Based on Response Surface Method

et al. 2021

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From unstable crystals to relatively stable monohydrate crystals, many researchers have been working on S-nitrosocaptopril for more than two decades. S-nitrosocaptopril monohydrate (Cap-NO·H2O) is a novel crystal form of S-nitrosocaptopril (Cap-NO), and is not only a nitric oxide (NO) donor, but also an angiotensin-converting enzyme inhibitor (ACEI). Yet, a method for long-term storage has never been reported. In order to determine the optimal storage conditions, Plackett–Burman (PB) design was performed to confirm the critical factors. Response surface methodology (RSM) was employed to determine the optimal Cap-NO·H2O storage condition, based on the rough interval determined by the path of steepest ascent experiment. The optimized storage condition was denoted as nitrogen purity of 97%, temperature of −10 °C and 1.20 g deoxidizer. In this case, a final preservation rate of 97.91 ± 0.59% could be obtained. In specific storage conditions, Cap-NO·H2O was found to be stable for at least 6 months in individual PE package, procreating a potentially applicable avenue.

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A novel S-nitrosocaptopril monohydrate for pulmonary arterial hypertension: H2O and –SNO intermolecular stabilization chemistry

Cited by 6 publications

References 48 publications

Lifestyle-mediated nitric oxide boost to prevent SARS-CoV-2 infection: A perspective

Lifestyle-mediated nitric oxide boost to prevent SARS-CoV-2 infection: A perspective

NIR-Triggered On-Demand Nitric Oxide Release for Enhanced Synergistic Phototherapy of Hypoxic Tumor

Optimization of S-Nitrosocaptopril Monohydrate Storage Conditions Based on Response Surface Method

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