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Ординатура / Хирургия / Библиотека им академика М.И. Перельмана / Книга_5944_Библиотеки_им_академика_М_И_Перельмана

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Chapter 8 Use of Natural Compounds in Food Preservation .................................229
8.1. Introduction .................................................................................... 230
8.2. Process of Food Deterioration ......................................................... 232
8.3. Classification of Natural Preservatives ............................................. 234
8.4. Main Constituents ........................................................................... 237
8.5. Mode of Action of Natural Preservatives .........................................237
8.6. Application of Natural Products in Foods ........................................ 238
References .............................................................................................242
Index .....................................................................................................247
ix
LIST OF FIGURES
Figure 1.1. Structures of the purine alkaloids caffeine, theobromine, theophylline, and paraxanthine
Figure 1.2. Tropane amino alcohols Figure 1.3. The tropane alkaloids (S)-hyoscyamine and (S)-scopolamine occur only in
the Solanaceae family
Figure 1.4. Erythroxylum alkaloids Figure 1.5. Structures of calystegines A Figure 1.6. The five major structural types of pyrrolizidine alkaloids. In plants, these
alkaloids occur mostly in form of their N-oxides
Figure 1.7. Four representative structures of quinolizidine alkaloids Figure 1.8. Example structures of Amaryllidaceae alkaloids Figure 1.9. Different classes of monoterpene indole alkaloids Figure 1.10. Schematic overview of shikimate and phenylpropanoid biosynthesis.
Arrows with dashed lines indicate multiple biosynthetic reactions. Boxed compounds are phenylpropanoids
Figure 1.11. p-Coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol are the building blocks of lignins and lignans
Figure 1.12. Lignans of various origin Figure 1.13. Phenylpropanoid and benzenoid volatiles Figure 1.14. Different types of polyketide alkaloids Figure 1.15. Schematic overview of terpene biosynthesis in plants [DMAPP:
dimethylallyl diphosphate; DXP: desoxyxylulose phosphate; FPP: farnesyl diphosphate; GGPP: geranylgeranyl diphosphate; GPP: geranyl diphosphate; IPP: isopentenyl diphosphate; MVA: mevalonate]
Figure 1.16. Hemiterpene structures Figure 1.17. Mono- and bicyclic monoterpenes derived from geranyl diphosphate
(GPP)
Figure 1.18. Linear and cyclic sesquiterpenes Figure 1.19. Structures of diterpenes Figure 1.20. Sterols derived from 2,3-oxidosqualene
, B1, and B
3
2
Figure 1.21. Triterpene and steroid saponins
Figure 2.1. Ancient extraction pot Figure 2.2. Sumerian text (2100 BC) Figure 2.3. Annual growth rates (1997–2002) Figure 2.4. Active pharmaceutical ingredient’s market share Figure 2.5. Natural plant extracts in Europe (2002) Figure 2.6. Secondary metabolites recovery methods Figure 2.7. Sage cultivation tests at DLR Rheinpfalz Figure 2.8. Ursolic (a); and oleanoic acid (b) Figure 2.9. In S. officinalis, triterpene content is shown (A, B) and S. lavendulifolia; (C,
D) after each cut. First (A, C), second (B, D)
Figure 2.10. Pre-treatment at 298 K (pH = 7, pH = 3, and pH = 12) Figure 2.11. For counter-current solid extraction, a right-angled triangular diagram Figure 2.12. True moving bed chromatography Figure 2.13. Simulated moving bed chromatography (SMB) Figure 2.14. Annular chromatography (a) principle; (b) photo Figure 2.15. Carrousel absorbers (CSEP ®) Figure 3.1. Structures of (a) berberine; (b) matrine; (c) verticine; (d) verticinone; and
(e) puqietinone Figure 3.2. Structures of (a) rhynchophylline; (b) piperine; (c) jatrorrhizine; and (d)
marine Figure 3.3. Structures of (a) vincristine; (b) tetrahydropalmatine; (c) xylopinine; (d)
roemeine; (e) cepharanthine; (f) palmatine; and (g) lycorine
Figure 3.4. Structures of alkaloids: (a) morphine; and (b) atropine Figure 3.5. Structure of tubocurarine Figure 3.6. Structure of colchicine Figure 3.7. Structure of quinine from Cinchona species Figure 3.8. Plant of caffeine and its structure and pure form (powdered caffeine) Figure 3.9. Structure of nicotine Figure 3.10. Structure of strychnine Figure 4.1. The simple skeleton structure of flavonoids and their classes Figure 4.2. Flavonoid classes, subclasses, and natural sources Figure 4.3. The structural formula of anthocyanins Figure 4.4. The organic structure of chalcones
xii
Figure 4.5. Aggregate representation of roles of flavonoids in numerous bioactivities,
agriculture, and human health [AChE: acetylcholinesterase; BACE-1: β active site cleavage enzyme; BChE: butyrylcholinesterase; NDM-1: New Delhi Metallo-β-
lactamase-1; H1N1: haemagglutinin 1 neuraminidase 1]
Figure 5.1. The multiplicity of C27-phytoecdysteroids inside the same structural entity Figure 5.2. Structure of Ajugasterone D Figure 5.3. Structure of Vitexirone Figure 5.4. The structural formula of the 26-OH-polypodine Figure 5.5. The structural formula of the 22-deoxy-20,26-diOH-ecdysone Figure 5.6. Structure of Inokosterone Figure 5.7. Structural formulas of (a) Calonysterone; (b) Calonysterone; (c)
Calonysterone; and (d) Pinnatasterone 24-(pyrrol-2-carboxylate) Figure 5.8. Structural formulas of (a) Podecdysone C; (b) Polypodosaponin; (c)
Stachysterone D; (d) Ecdysterone 2,3-acetonide; and (e) Ecdysterone 20,22-acetonide Figure 5.9. Instances of C-29 phytoecdysteroids: (a) Makisterone C; and (b) Makisterone
D Figure 5.10. Ecdysterone biosynthesis in Ajuga reptans and Polypodium vulgare:
Recommended early steps Figure 5.11. Biosynthesis of spinach ecdysteroids: The endogenously biosynthesized
ecdysone-3-phosphate and ecdysone are transformed to 20-hydroxyecdysone
Figure 5.12. Detoxification mechanisms for the phytoecdysteroids in insects Figure 5.13. Main metabolic paths of 20-hydroxyecdysone in the mice Figure 5.14. Main metabolic paths of 20-hydroxyecdysone in mice Figure 6.1. Triterpene structural formula Figure 6.2. Some bioactive pentacyclic triterpenes chemical structures Figure 6.3. Pentacyclic triterpenes extracted from Euphorbia microsciadia (1–3) Figure 6.4. Rajendran et al. analyzed the chemical compositions of betulinic acid
derivatives
Figure 6.5. Cao et al. analyzed the chemical properties of oleanolic acid prodrugs Figure 6.6. Chemical structure of Bevirimat and 23-hydroxy botulinic Figure 6.7. Cao et al. studied the chemical structure of oleanolic acid derivatives Figure 7.1. Sources of drug-delivery system Figure 7.2. Diagram of drug delivery systems Figure 7.3. Different types of the delivery system, appropriate for use with
biotherapeutics and natural products Figure 7.4. Comparison of conventional and nanocarriers based novel drug delivery
systems
xiii
Figure 8.1. The methods of food conservation
Figure 8.2. Elements affecting food deterioration Figure 8.3. Natural additives employed in cheese making, derived from plants Figure 8.4. Food technologies and additives employed in traditional staple foods
xiv
LIST OF TABLES
Table 2.1. Annual market growth for natural products as projected Table 2.2. API in plants Table 2.3. Yield and quality in Salvia officinalis Table 2.4. Solvents with maximal residue content and foodstuffs Table 2.5. Residues present in artificially flavored products Table 2.6. Solvents (Class 2) in pharmaceutical products Table 2.7. Solvents (Class 3) that should be limited Table 2.8. Solvents that have no adequate toxicological data Table 4.1. Flavonoids, their classes, and rich dietary sources Table 5.1. Some of the ecdysteroids pharmacological effects on the mammals Table 5.2. Ecdysteroid existence in some medicinal plants or food plants Table 6.1. Water/octanol partition coefficients (pow; shows as a log pow) of pentacyclic
triterpenes Table 6.2. Gerbeth et al. published the mean of apparent permeability coefficient values
for boswellic acids Table 6.3. Pharmacokinetic parameters of betulinic acid and betulinic acid derivatives
in various formulations Table 8.1. Categorization of organic products attained from plants
LIST OF ABBREVIATIONS
AChE Acetylcholinesterase AD Alzheimer’s Disease ADCs Antibody-Drug Conjugates BHA Butylhydroxyanisole BHT Butylhydroxytoluene CNS Central Nervous System COX Cyclo-Oxygenase CSEP Chromatographic Separations DMAPP Dimethylallyl Diphosphate DXP Desoxyxylulose Phosphate FMP Proton Motive Force FPP Farnesyl Diphosphate G Guaiacyl GA Gum Arabic GGPP Geranylgeranyl Diphosphate GPP Geranyl Diphosphate GRAS Generally Recognized as Safe HMG-CoA 3-Hydroxy-3-Methylglutaryl-CoA HSD Hydroxysteroid Dehydrogenase IPP Isopentenyl Diphosphate ISEP Ionic Separations KCZ Ketoconazole LAB Lactic Acid Bacteria
LC3B Light Chain-3β
LLC Liquid-Liquid Chromatography MEP Methylerythritol Phosphate MIAs Monoterpene Indole Alkaloids
MVA Mevalonic Acid
NF-κB Nuclear Factor Kappa-B NP Normal Phase OPCH Oleanolic Acid Phospholipid Complex PDE Permitted Daily Exposure R&D Research and Development RNA Ribonucleic Acid RP Reversed-Phase S Syringyl SEC Size Exclusion Chromatography SERCA Sarco-Endoplasmic Reticulum Calcium ATPase siRNA Short-Interfering RNA SMB Simulated Moving Bed TLR4 Toll-Like Receptor 4 TMB True Moving Bed VCR Vincristine XO Xanthine Oxidase
xviii