Studies on collagen-tannic acid-collagenase ternary system: Inhibition of collagenase against collagenolytic degradation of extracellular matrix component of collagen

Krishnamoorthy, Gurumoorthy; Sehgal, Praveen Kumar; Mandal, Asit Baran; Sadulla, S.

doi:10.3109/14756366.2011.596834

Cited by 11 publications

(11 citation statements)

References 30 publications

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“…In the 1 H NMR spectra of the plant material, the presence of signals around δ 7.0 can be attributed to tannin-related compounds, for instance, to their gallic acid moieties. This is consistent with some literature reports of the capacity of various tannins of inhibiting collagenase or other MMPs, both in in vitro and in vivo experiments [28,29]. On the other hand, the well-known protein binding activity of tannins [30] could cause the precipitation of the enzymatic target when performing in vitro assays, leading to false positives, since the inhibition would occur following a nonspecific mechanism of action.…”

Section: Resultssupporting

confidence: 91%

Identification of a Collagenase-Inhibiting Flavonoid from Alchemilla vulgaris Using NMR-Based Metabolomics

et al. 2018

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This paper describes the use of H NMR profiling and chemometrics in order to facilitate the selection of medicinal plants as potential sources of collagenase inhibitors. A total of 49 plants with reported ethnobotanical uses, such as the healing of wounds and burns, treatment of skin-related diseases, rheumatism, arthritis, and bone diseases, were initially chosen as potential candidates. The collagenase inhibitory activity of hydroalcoholic extracts of these plants was tested. Moreover, their phytochemical profiles were analyzed by H NMR and combined with the inhibitory activity data by an orthogonal partial least squares model. The results showed a correlation between the bioactivity and the concentration of phenolics, including flavonoids, phenylpropanoids, and tannins, in the extracts. Considering the eventual false-positive effect on the bioactivity given by tannins, a tannin removal procedure was performed on the most active extracts. After this procedure, was the most persistently active, proving to owe its activity to compounds other than tannins. Thus, this plant was selected as the most promising and further investigated through bioassay-guided fractionation, which resulted in the isolation of a flavonoid, quercetin-3---glucuronide, as confirmed by NMR and HRMS spectra. This compound showed not only a higher activity than other flavonoids with the same aglycone moiety, but was also higher than doxycycline (positive control), the only Federal Drug Administration-approved collagenase inhibitor. The approach employed in this study, namely the integration of metabolomics and bioactivity-guided fractionation, showed great potential as a tool for plant selection and identification of bioactive compounds in natural product research.

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Section: Resultssupporting

confidence: 91%

Identification of a Collagenase-Inhibiting Flavonoid from Alchemilla vulgaris Using NMR-Based Metabolomics

et al. 2018

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“…The formalin solution can also cause tissue shrinkage and distortion, probably due the cross‐linking during the fixation process (Fox et al, ). As TA forms multiple hydrogen bonds with proteins, particularly those rich in proline, such as elastin and collagen (Isenburg et al, ; Krishnamoorthy et al, ), ethanolic solution of this compound was evaluated in this study as an alternative fixative solution.…”

Section: Discussionmentioning

confidence: 99%

“…Several authors have previously showed an increased resistance to proteolytic degradation against collagenase activity in TA preserved samples (Bedran‐Russo et al, ), as well as elastin protection from in vitro digestion by elastase (Isenburg et al, ). Also, TA has been proposed as a potential cross‐linking agent that improves the elastin (Isenburg et al, , ) and collagen (Krishnamoorthy et al, ) stability in cardiovascular implants (Isenburg et al, ) and vascular grafts (Chuang et al, ) in combination with glutaraldehyde.…”

Section: Discussionmentioning

confidence: 99%

“…This hydrophobic affinity of the TA may also lead to the establishment of multiple hydrogen bonds with neighboring collagen molecules, resulting in improved stabilization of collagen. This can also prevent collagenases from approaching the reactive sites on the collagen chains (Krishnamoorthy et al, ).…”

Section: Discussionmentioning

confidence: 99%

“…In addition, TA can be used for section staining in electron microscopy, sometimes in combination with glutaraldehyde for ultrastructural demonstration of elastin fibers (Haidar et al, ). Bioengineering of prosthetic heart valves and vascular grafts demonstrate how TA (0.3%) can be used in association with glutaraldehyde (Isenburg et al, , ; Krishnamoorthy et al, ).…”

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Tannic Acid Solution: A Better Fixative Solution Than Formalin for Elastin and Collagen—Toxic and Morphological Assessment

Cisne

Souza

Pereira‐Sampaio

et al. 2018

The Anatomical Record

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Formaldehyde is commonly used worldwide, even though it is classified as carcinogenic to humans by the International Agency for Research on Cancer. This has motivated intensive investigations of formaldehyde substitutes, and recently, some alternative solutions were found, which can potentially replace it. Previous research showed that tannic acid (TA) in glutaraldehyde solution has the ability to stabilize elastin and collagen. This provided a basis for the development of a new alcoholic fixative solution, particularly aimed at extracellular matrix components, with TA as a main component. Heart, brain, and intestinal samples were fixed by immersion in 10% regular formalin solution (RFS), 70% ethanol solution (ES), and tannic acid ethanolic solution (TAES). Next, tissue fragments were prepared for routine histology procedures. The toxicity of TA was analyzed using in silico tests for mutagenicity, as well as for cutaneous and respiratory toxicity. Analyses of photomicrographs demonstrated that all fixative solutions have the ability to preserve the fragments. The quantitative analyses showed that capability of TAES to preserve and stabilize elastin and collagen is superior to that of RFS and ES. We demonstrated that TA is not mutagenic, and it is less toxic for skin and respiratory tract. We therefore conclude that TAES can potentially represent a powerful and feasible alternative solution for fixing extracellular matrix of microscopic examination samples. Anat Rec, 301:1544Rec, 301: -1550Rec, 301: , 2018

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Click chemistry approach to conventional vegetable tanning process: accelerated method with improved organoleptic properties

Krishnamoorthy

Ramamurthy

Sadulla

et al. 2014

Environ Sci Pollut Res

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Click chemistry approaches are tailored to generate molecular building blocks quickly and reliably by joining small units together selectively and covalently, stably and irreversibly. The vegetable tannins such as hydrolyzable and condensed tannins are capable to produce rather stable radicals or inhibit the progress of radicals and are prone to oxidations such as photo and auto-oxidation, and their anti-oxidant nature is well known. A lot remains to be done to understand the extent of the variation of leather stability, color variation (lightening and darkening reaction of leather), and poor resistance to water uptake for prolonged periods. In the present study, we have reported click chemistry approaches to accelerated vegetable tanning processes based on periodates catalyzed formation of oxidized hydrolysable and condensed tannins for high exhaustion with improved properties. The distribution of oxidized vegetable tannin, the thermal stability such as shrinkage temperature (T s) and denaturation temperature (T d), resistance to collagenolytic activities, and organoleptic properties of tanned leather as well as the evaluations of eco-friendly characteristics were investigated. Scanning electron microscopic analysis indicates the cross section of tightness of the leather. Differential scanning calorimetric analysis shows that the T d of leather is more than that of vegetable tanned or equal to aldehyde tanned one. The leathers exhibited fullness, softness, good color, and general appearance when compared to non-oxidized vegetable tannin. The developed process benefits from significant reduction in total solids and better biodegradability in the effluent, compared to non-oxidized vegetable tannins.

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Studies on collagen-tannic acid-collagenase ternary system: Inhibition of collagenase against collagenolytic degradation of extracellular matrix component of collagen

Cited by 11 publications

References 30 publications

Identification of a Collagenase-Inhibiting Flavonoid from Alchemilla vulgaris Using NMR-Based Metabolomics

Identification of a Collagenase-Inhibiting Flavonoid from Alchemilla vulgaris Using NMR-Based Metabolomics

Tannic Acid Solution: A Better Fixative Solution Than Formalin for Elastin and Collagen—Toxic and Morphological Assessment

Click chemistry approach to conventional vegetable tanning process: accelerated method with improved organoleptic properties

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