Identification and characterization of stress degradation products of piperine and profiling of a black pepper (Piper nigrum L.) extract using LC/Q-TOF-dual ESI-MS

2014 ◽  
Vol 6 (19) ◽  
pp. 8022-8029 ◽  
Author(s):  
Subhash Chandra Bose. Kotte ◽  
P. K. Dubey ◽  
P. M. Murali

A rapid, specific and reliable HPLC combined with quadrupole time-of-flight dual electrospray ionization mass spectrometry method has been developed and validated for the identification and characterization of stressed degradation (oxidation and hydrolysis) products of piperine.

2021 ◽  
Vol 33 (8) ◽  
pp. 1743-1748
Author(s):  
Ramulu Yanaka ◽  
Hima Bindu Gandham ◽  
Chidananda Swamy Rumalla ◽  
Muralidharan Kaliyaperumal ◽  
Shaik John Saida ◽  
...  

Gefitinib (GFT) sold under the brand name Iressa, is a medication used to treat certain type of breast, lung and other cancers, Gefitinib was subject to stress degradation under acidic, basic, peroxide mediated oxidation, photolytic and thermal degradation. The stress degradation was performed according to ICH guidelines Q1A(R2) and the drug was inert under thermal and photolytic conditions. One degradant is identified in acid hydrolysis referred as 7-methoxy-6-(3-morpholinopropoxy) quinazolin-4(3H)-one (GFT-DP1) and two degradants were formed in peroxide mediated hydrolysis referred as 4-(3-((4-((3- chloro-4-fluorophenyl)amino)-7-methoxy-1-oxidoquinazolin-6-yl)oxy)-propyl)morpholine-4-oxide (GFT-DP2) and 4-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)-propyl)- morpholine-4-oxide (GFT-DP3). In present study, all the novel three degradation product structures were confirmed by HRMS and 1D (1H, 13C) and 2D (COSY, HSQC and HMBC) based on 1D and 2D NMR data proton and carbon chemical shift values assigned exactly for all degradation products. A stability indicating RP-UPLC method was developed and validated with shorter run time and this method was validated in terms of linearity, specificity, accuracy, LOD and LOQ.


PLoS ONE ◽  
2019 ◽  
Vol 14 (12) ◽  
pp. e0226002 ◽  
Author(s):  
Ratna Kumari ◽  
Dhammaprakash Pandhari Wankhede ◽  
Akansha Bajpai ◽  
Avantika Maurya ◽  
Kartikay Prasad ◽  
...  

2000 ◽  
Vol 67 (4) ◽  
pp. 625-630 ◽  
Author(s):  
ISIDRA RECIO ◽  
MÓNICA R. GARCÍA-RISCO ◽  
MERCEDES RAMOS ◽  
ROSINA LÓPEZ-FANDIÑO

Psychrotrophic bacteria, capable of growing in milk during refrigerated storage before processing, produce thermostable proteinases that strongly influence the keeping quality of long life dairy products (Cousin, 1982). This is the case with UHT milk, where the activity of residual or reactivated bacterial proteolytic enzymes is linked to flavour deterioration and gelation. Furthermore, since most of these enzymes are acid proteinases with a broad specificity and particularly active against κ-casein (Fairbairn & Law, 1986), their hydrolysis products can interfere with detecting the fraudulent addition of rennet whey (López-Fandiño et al. 1993a, b; Recio et al. 1996, 2000). This is usually based upon detecting, by reversed-phase (RP-) HPLC (Olieman & van Riel, 1989; Van Riel & Olieman, 1995a) or capillary electrophoresis (CE) (Van Riel & Olieman, 1995b), caseinmacropeptide (CMP), the 106–169 fragment of κ-casein released by chymosin during the initial stages of cheesemaking (for review, see López-Fandiño & Olano, 1999). Nevertheless, it is not yet clear whether degradation of κ-casein by psychrotrophic enzymes gives rise to hydrolysis products that are identical to those produced by chymosin or just indistinguishable by CE (Van Riel & Olieman, 1995b; Recio et al. 1996).In the present investigation, we studied CMP-like degradation products produced by the action of extracellular psychrotrophic proteinases on κ-casein by RP-HPLC and CE. Electrospray ionization–mass spectrometry (ESI–MS) was used for peptide identification. Characterization of breakdown products specific to psychrotrophic enzymes may help the investigation of their residual activity remaining in milk after processing, as well as provide an indication of the suitability of CMP as an indicator of adulteration of UHT milk with whey solids.


2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Arianne Schnabel ◽  
Benedikt Athmer ◽  
Kerstin Manke ◽  
Frank Schumacher ◽  
Fernando Cotinguiba ◽  
...  

AbstractBlack pepper (Piper nigrum L.) is the world’s most popular spice and is also used as an ingredient in traditional medicine. Its pungent perception is due to the interaction of its major compound, piperine (1-piperoyl-piperidine) with the human TRPV-1 or vanilloid receptor. We now identify the hitherto concealed enzymatic formation of piperine from piperoyl coenzyme A and piperidine based on a differential RNA-Seq approach from developing black pepper fruits. This enzyme is described as piperine synthase (piperoyl-CoA:piperidine piperoyl transferase) and is a member of the BAHD-type of acyltransferases encoded by a gene that is preferentially expressed in immature fruits. A second BAHD-type enzyme, also highly expressed in immature black pepper fruits, has a rather promiscuous substrate specificity, combining diverse CoA-esters with aliphatic and aromatic amines with similar efficiencies, and was termed piperamide synthase. Recombinant piperine and piperamide synthases are members of a small gene family in black pepper. They can be used to facilitate the microbial production of a broad range of medicinally relevant aliphatic and aromatic piperamides based on a wide array of CoA-donors and amine-derived acceptors, offering widespread applications.


2021 ◽  
pp. 146906672110062
Author(s):  
C Purushotham Reddy ◽  
K Ramakrishna ◽  
KMV Narayana Rao

Bortezomib (BT) is a reversible inhibitor of proteasome which is used in the treatment of hematological cancers. To study the degradation behavior, BT was subjected to acidic, basic, neutral, photolytic, oxidative and thermal degradation conditions as per ICH guideline Q1A (R2). A gradient HPLC method has been developed for separating all the degradation products formed under various degradation conditions on Waters XBridge C18 column (150 mm × 4.6 mm × 3.5 µm) using the mobile phase composed of ammonium formate and acetonitrile. A total of six degradation products were formed in various stress conditions and these were separated identified, and characterized using high performance liquid chromatography in combination with electrospray ionization tandem mass spectrometric studies.


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