REVIEW article

Front. Chem., 01 March 2024

Sec. Organic Chemistry

Volume 12 - 2024 | https://doi.org/10.3389/fchem.2024.1363066

Chemical structures, biological activities, and medicinal potentials of amine compounds detected from Aloe species

  • Department of Chemistry, College of Natural and Computational Sciences, Mekdela Amba University, Tulu Awuliya, Ethiopia

Abstract

Unrestricted interest in Aloe species has grown rapidly, and a lot of research is currently being done to learn more about the properties of the various Aloe constituents. Organic compounds containing amine as functional group are present in a vivid variety of compounds, namely, amino acids, hormones, neurotransmitters, DNA, alkaloids, dyes, etc. These compounds have amine functional groups that have various biological activities, which make them responsible for medicinal potential in the form of pharmaceutical, nutraceutical, and cosmeceutical applications. Consequently, the present review work provides an indication of the amines investigated in Aloe species and their therapeutic uses. Various amine compounds of the Aloe species have effective biological properties to treat diseases. Generally, the genus Aloe has various active amine-containing compounds to combat diseases when humans use them in various forms.

1 Introduction

Unrestricted interest in Aloe species has grown rapidly and a lot of research is currently being done to learn more about the properties of the various Aloe constituents (Singab et al., 2015). Aloe plants are a unique source of phytochemicals because they can tolerate hot, dry weather. As a result, they store water and vital chemical components in their swollen, succulent leaves (Wójcik et al., 2021). Numerous studies conducted both in vitro and in vivo have confirmed the biological properties of Aloe species, including wound healing, anti-tumoral, anti-inflammatory, antimicrobial, antimalarial, anticancer, etc. properties. Mostly, these characteristics could not be ascribed to a single class of compounds, but rather to a variety of compounds found in the phytochemical profile of Aloe extracts (; Sharrif Moghaddasi and Res, 2011; ). Alkaloids, amino acids, vitamins, hormones, proteins, polyphenols, saccharides, organic acids, and other naturally occurring phytochemicals are abundant in Aloe species (Zayed et al., 2012; Ufnal et al., 2015; Sánchez et al., 2020). Most of these phytochemicals have the functional group amine. Amines are present in large amounts in all living things ().

Amines are nitrogen-containing functional groups of organic chemistry that arise from the substitution of an alkyl or aryl group for one or more hydrogen atoms in ammonia (NH3) (). Amines are categorized as primary (RNH2), secondary (R2NH), or tertiary (R3N) depending on whether one, two, or three of the hydrogen atoms in ammonia have been substituted out for organic groups (). Quaternary ammonium compounds fall into a fourth category. They are created by substituting all four hydrogen atoms in the ammonium ion, NH4+; an anion (R4N+X−) is required in this case (). When nitrogen is part of the ring, the compound is known as heterocyclic amine; each heterocyclic ring system has a unique parent name. Always, the nitrogen atom is assigned to position 1 in heterocyclic amines (). Compounds such as pyridine, pyrrole, quinoline, imidazole, indole, pyrimidine, pyrrolidine, and piperidine are examples of commonly known heterocyclic amines. These amines are used as parent names for their substituents (). Generally, amines have two broad categories: cyclic amines and acyclic amines. Cyclic amines are heterocyclic amines that have one or more nitrogen as heteroatoms. Heterocyclic amines have no primary amines due to their rings. Cyclic amines are further classified into saturated and unsaturated amines. Unsaturated amines which have C_N double bonds cannot be primary, secondary, etc. In another way, acyclic amines have nitrogen out of the ring. Moreover, any amine falls into the categories of heterocyclic amine, primary amine, secondary amine, tertiary amine, or quaternary ammonium salt (Figure 1).

FIGURE 1

Organic compounds containing amine as functional group are present in a vivid variety of compounds, namely, amino acids, hormones, neurotransmitters, DNA, alkaloids, dyes, etc. Drugs such as morphine, nicotine, codeine, and heroin, etc., that have physiological properties in humans also contain amino groups in one form or another. Amines are basic because of the presence of a lone pair of electrons on nitrogen (; Otimenyin, 2022). Amine-containing compounds have unique properties that make them biologically active molecules. A lone pair of electrons on nitrogen dominates the chemistry of amines, making them both bases and nucleophiles (; Vedejs and Denmark, 2016). Due to these properties, the compounds that have amine functional groups have various biological activities that are responsible for pharmaceutical, nutraceutical, and cosmeceutical applications. Using amines for a variety of applications needs attention currently. However, to the best of my knowledge, no comprehensive work was done regarding the amine-containing compounds detected in the Aloe species for their medicinal potential. Consequently, the present work summarizes amine-containing compounds investigated from Aloe species and their therapeutic uses. More generally, the core point of the current review is to describe the chemical structure of the detected amine compounds from Aloe species and relate them to the studied medicinal activities of the plants.

2 The review methodology

The relevant sources for this study were retrieved using search engines including Google Scholar, PubMed, and Science Direct. For the purpose of finding relevant sources, several combinations of terms and phrases such as amines, alkaloids, amino acids, vitamins, hormones, Aloe species, Aloe species phytochemicals, Aloe species applications, and medicinal activities of Aloe extracts and compounds were utilized. This review covered studies on chemical structures of amines analyzed from Aloe species, the medicinal potential of Aloe extracts, and amine compounds. Reports on such activities based on other than amine compounds were excluded. Studies that were published in languages other than English were not at all taken into account. Following the collection of all sources, a rapid study of the sources’ titles, abstracts, and conclusions was done to determine which ones met the qualifying requirements. The chosen sources were then carefully examined in order to prepare this review paper. The chemical structures of the compounds were depicted using ChemDraw Ultra 8.0 software, while citations and checking references were provided using Mendeley Desktop software.

3 Structures of amines detected from Aloe species

3.1 Alkaloids

The name alkaloid (“alkali-like”) was originally applied to the substances because, like the inorganic alkalis, they react with acids to form salts (). Alkaloids are small organic molecules that contain nitrogen, usually in a ring. Therefore, alkaloids are one of the heterocyclic amine compounds having nitrogen as a heteroatom (). Alkaloids are an important group of biologically active amines that are mostly synthesized by plants to protect them from being eaten by insects and other animals. Alkaloids in nature are vast, so we need to classify them into specific groups. Compounds such as nucleosides, vitamins, hormones, some amino acids, etc. are alkaloids. For instance, pyridoxine is a vitamin as well as an alkaloid; proline is α-amino acid as well as an alkaloid. However, such compounds are together called amines (Wade, 2013; ).

Alkaloids have been analyzed from Aloe species quantitatively and qualitatively (Sonam and Archana, 2016; Usman et al., 2020). Phytochemical screening showed the presence of alkaloids in various Aloe species such as A. adigratana, A. barbadensis, A. calidophila, A. ferox, A. vera, A. turkanensis, and A. Gilbertii from the leaves of plants such as gel, latex, skin, whole leaf (Salehi et al., 2018), roots (), and flowers (). Also, a number of alkaloid compounds have been isolated from Aloe species (Salehi et al., 2018). The detected alkaloids from the Aloe species are heterocyclic amines, and they are derivatives of the base heterocyclic amines (Table 1). The nomenclatures of some alkaloids were not copied directly from the names reported in the literature. Because some names of alkaloids are complex to write. For instance, the compound 23, which was obtained from GC-MS analysis of ethanolic extract A. vera was written in the literature as phenol, 4-[(5,6,7,8-tetrahydro-1,3-dioxolo [4,5-g]isoquinolin-5yl)methyl]. This name is too long; instead, ‘norcinnamolaurine’, the other name of the compound, was used in the current work (Table 1; Figure 2).

TABLE 1

NoNameDetection method usedMolecular formulaMolecular weight (g/mol)Aloe speciesReferences
1(2-aziridinylethyl) amineGC-MS analysisC4H10N286.14A.vera
2Hydantoinpropionic acidGC-MS analysisC6H8N2O4172.14A. greatheadii
3ConiinePhytochemical investigations and GC-MS analysisC8H17N127.23A. sabaea, A. globuligemma, and A. viguieri;
4N-methylconiineGC-MS analysisC9H19N141.25A. globuligemma and A. viguieri
5N,N-dimethylconiinePhytochemical investigationsC10H22N156.24A. sabaea
6conhydrineGC-MS analysisC8H15NO141.21A. ballyii
7PseudoconhydrineGC-MS analysisC8H17NO143.23A. deltoideodonta
81-(phenylthioxomethyl) piperidineGC-MS analysisC12H15NS205.32A. vera
92-methyl-5-phenyl-pyrroleGC-MS analysisC11H11N157.21A.vera
10γ-coniceinePhytochemical investigations and GC-MS analysisC8H15N125.21A. sabaea, A. globuligemma, and A. viguieri;
11Isonicotinic acidGC-MS analysisC6H5NO2123.11A. greatheadii
12Picolinic acidGC-MS analysisC6H5NO2123.11A. veraNejatzadeh-Barandozi (2013)
133-hydroxypicolinic acidGC-MS analysisC6H5NO3139.12A. greatheadii
14Trigonelline1H NMRC7H7NO2137.14A. vera
15HexahydrobenzoindoleGC-MS analysisC12H13N171.24A. greatheadii
16Indole-5-acetic acidGC-MS analysisC10H9NO2180.21A. greatheadii and A ferox;
17Pyrrolo [3,2-d]pyrimidin-2,4 (1H,3H)-dioneGC-MS analysisC6H5N3O2151.12A. vera
18HypoxanthineGC-MS analysis and HPLCC5H4N4O136.11A. greatheadii; Salehi et al., 2018
19XanthineHPLCC5H4N4O2152.11A. feroxSalehi et al. (2018)
20Uric acid-C5H4N4O3168.11A. vera
21BumetrizoleGC-MS analysisC17H18ClN3O315.80A. jucunda
224,7-dichloroquinolineUV, NMR, and MS analysesC9H5Cl2N198.05A. hijazensis
23NorcinnamolaurineGC-MS analysisC17H17NO3283.32A. vera

Alkaloids of Aloe species.

“ -” Unspecified.

FIGURE 2

3.2 Vitamins

Vitamins are organic compounds required by humans as nutrients in small amounts known as micronutrients. They are very important compounds for the activities of enzyme cofactors and coenzymes. The term vitamin is derived from the Latin words ‘vital’ and ‘amine’, combined as “vital amines” or “vitamines”. The “e" at the end of “vitamine” was later removed when it was realized that vitamins need not be nitrogen-containing amines. Therefore, not all vitamins are amines (; ; ). Among the vitamins detected from Aloe species are choline, folic acid (B9), vitamin B1 (thiamine), niacin (nicotinic acid, also known as vitamin B3), vitamin B2 (riboflavin), vitamin B6 (pyridoxine), and vitamin B12 (cyanocobalamin). Although vitamin B6 is a collective term for pyridoxine, pyridoxal, and pyridoxamine, pyridoxine occurs predominantly in plants, whereas pyridoxal and pyridoxamine are found in foods obtained from animals (; ). Therefore, the B6 detected in Aloe plants is pyridoxine (compound 28). Choline is not strictly a vitamin but is an essential nutritional quaternary ammonium salt form of amine. However, it is known in the literature by means of vitamin B4 (Rakkar and Hillier, 2007). In Aloe species, it has been reported as a vitamin. Being mostly studied and known by various names, A. vera is the species for which these vitamins are reported (; ; ; Pegu and Sharma, 2019; ; ).

The majority of vitamin studies omitted information about the analytical techniques used to detect them. have reported that the Association of Official Analytical Chemists (AOAC) is utilized for the purpose of detecting vitamins in A. vera. Furthermore, choline from A. vera has been detected using 1H NMR (). Since nitrogen is a structural component of all these vitamins, they are all amine compounds (Figure 3). Because of this nitrogen, the vitamin’s amines can be classified as primary, secondary, tertiary, quaternary ammonium salts, and/or heterocyclic amines (Table 2).

FIGURE 3

TABLE 2

NoCommon namesVitamin typeAmine typeMolecular formulaMolecular weight (g/mol)
24CholineVitamin B4Quaternary ammonium saltsC5H14NO+104.17
25Folic acidVitamin B91°, 2° and pteridineC19H19N7O6441.4
26ThiaminVitamin B1More than one typeC12H17N4OS+265.36
27Nicotinic acidVitamin B3PyridineC6H5NO2123.11
28PyridoxineVitamin B6PyridineC8H11NO3169.18
29RiboflavinVitamin B2PteridineC17H20N4O6376.4
30CyanocobalaminVitamin B12More than one typeC63H88CoN14O14P1355.4

Vitamins detected in Aloe species.

3.3 Hormones and neurotransmitters

Auxins are a group of naturally occurring plant hormones (), and they are one of the two hormones repeatedly reported from Aloe species such as A. vera (). In other studies, indole-3-acetic acid (Figure 4; Compound 31) was detected in A. vera (Nejatzadeh-Barandozi, 2013) and A ferox (). This indole-3-acetic acid is one of the auxin compounds (Santos et al., 2021). However, the works of literature that reported the presence of auxins from Aloe species have not mentioned indole-3-acetic acid presence as well, and the literature that reported indole-3-acetic acid has not explained it as one of auxin hormones. Therefore, the current work combines the literature to clarify the auxin hormones present in the Aloe species in the form of indole-3-acetic acid. The newly reported amine-containing hormone from Aloe species is noradrenaline (32, Figure 4). It was analyzed from A. barbadensis Mill. (). Noradrenaline, also called norepinephrine, is an organic chemical in the catecholamine family that functions in the brain and body as both a hormone and neurotransmitter (Savaliya and Georrge, 2020). Hence, it is important to understand the two amine hormones of Aloe species, both, namely, and structurally.

FIGURE 4

3.4 Nucleobases, nucleosides, and nucleotides

Nucleobases (nitrogenous bases or simply bases) are nitrogen-containing biological compounds that form nucleosides, which, in turn, are components of nucleotides, with all of these monomers constituting the basic building blocks of nucleic acids (). Among the five nucleobases, thymine and uracil (Figure 5) were detected in A. vera (Nejatzadeh-Barandozi, 2013), A. ferox (), and A. greatheadii (). These bases are pyrimidine bases because they are derived from pyrimidine. The main distinction between thymine (T) and uracil (U) lies in their chemical structure. Thymine (33) has a methyl group (CH3) attached to its ring structure, whereas uracil (34) does not have this methyl group. This structural difference is responsible for the various roles of thymine in DNA and uracil in RNA (Ono et al., 2011; ). In addition to nucleobases, nucleoside and nucleotide have been detected in Aloe species. Adenosine (nucleoside, 36) and adenosine monophosphate (nucleotide, 37) have been detected quantitatively from the flower of A. vera ().

FIGURE 5

3.5 Amino sugars and related amines

Amino sugars are chemical compounds with a sugar backbone where an amine group has taken the place of one of the hydroxyl groups (Parsons, 2021). Glucosamine (35) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids (). A sugar in which an amino group replaces the anomeric OH is called a glycosylamine. Adenosine (36) is glycosylamine, in which the amino component is a purine. The molecule consists of an adenine attached to a ribose via a β-N9-glycosidic bond. Adenosine is one of the four nucleoside building blocks of RNA (and its derivative, deoxyadenosine, is a building block of DNA), which are essential for all life on earth (Vázquez-Salazar et al., 2018; Rodrigues, 2021). A nucleotide consists of a sugar molecule (either ribose in RNA or deoxyribose in DNA) attached to a phosphate group and a nitrogen-containing base (Tripathi et al., 2023). Adenosine monophosphate (AMP), also known as 5′-adenylic acid, is a nucleotide. AMP (37) consists of a phosphate group, the sugar ribose, and the nucleobase adenine (Najeeb et al., 2023). Glucosamine, adenosine, and AMP have been detected in Aloe species (; ). These compounds have amine and sugar in their structure, which makes them similar to one another (Figure 6).

FIGURE 6

3.6 Amino acids

Amino acid is any of a group of organic molecules that consist of a basic amino group (NH2), an acidic carboxyl group (COOH), and an organic side chain (R group, unique to each amino acid) (Taniguchi, 2010). Amino acids are primary amines (). Amino acids are essential plant compounds serving as the building blocks of proteins, the predominant forms of nitrogen (N) distribution, and signaling molecules (). The amino acids of Aloe plants have been reported by many authors in both quantitative and qualitative analyses. Although there are a number of methods to detect amino acids, many of the amino acids (Table 3) detected in Aloe species were using an amino acid analyzer equipped with an HPLC and UV detector (; ). In addition to that, HPLC and 1H NMR were used for the detection of amino acids in Aloe species (; ). The analyzed amino acids from Aloe species are the twenty standard α-amino acids and their derivatives, which differ only in side chain (R) groups (Figure 7: structures 38–60). The noncyclic α-amino acids have an amino group in their C2, which ‘2-amino’ is common for all. In addition to α-amino acids, β-amino acids (61 and 62) and γ-amino acids (63) have been analyzed from Aloe species (Figure 7). Totally, the amino acids detected from Aloe species have been summarized in Table 3; Figure 7.

TABLE 3

№Original/source common nameIUPAC nameMolecular formulaMolecular weight (g/mol)Aloe speciesReferences
38Glycine2-aminoethanoic acidC2H5NO275.07A. vera, A. saponaria, A. arborescens;
39Alanine2-aminopropanoic acidC3H7NO289.09A. vera, A. saponaria,A. arborescens;
40Valine2-amino-3-methylbutanoic acidsC5H11NO2117.15A. vera, A. saponaria, and A. arborescens;
41Leucine2-amino-4-methylpentanoic acidC6H13NO2131.17A. vera and A. saponaria;
42Isoleucine2-amino-3-methylpentanoic acidC6H13NO2131.17A. vera, A. saponaria, and;
43Phenylalanine2-amino-3-phenylpropanoic acidC9H12NO2165.19A. vera, and A. saponaria;
44Serine2-amino-3-hydroxypropanoic acidC3H7NO3105.09A. vera, A. saponaria, and A. arborescens;
45Threonine2-amino-3-hydroxybutanoic acidC4H9NO3119.12A. vera and A. saponaria;
46Tyrosine2-amino-3-(4-hydroxyphenyl)propanoic acidC9H11NO3181.19A. vera and A. saponaria;
47Cysteine2-amino-3-mercaptopropanoic acidC3H7NO2S121.16A.vera
48Methionine2-amino-4-(methylthio)butanoic acidC5H11NO2S149.21A. vera;
49Asparagine2-amino-3-carbamoylpropanoic acidC4H8N2O3132.12A.vera
50Glutamine2-amino-4-carbamoylbutanoic acidC5H10N2O3146.14A. vera
51Tryptophan2-amino-3-(1H-indol-3-yl)propanoic acidC11H12N2O2204.22A. vera; Sotelo et al. (2007)
52Aspartic acid2-aminosuccinic acidC4H7NO4133.10A. vera, A. saponaria, A. arborescens and A. barbadensis;
53Glutamic acid2-aminopentanedioic acidC5H9NO4147.13A. vera, A. saponaria, A. arborescens;
54Lysine2,6-diaminohexanoic acidC6H14N2O2146.19A. vera, A. saponaria and A. arborescens;
55Arginine2-amino-5-guanidinopentanoic acidC6H14N4O2174.20A. vera and A. saponaria;
56Histidine2-amino-3-(1H-imidazole-4-yl) propanoic acidC6H9N3O2155.15A. vera and A. saponaria;
57Prolinepyrrolidine-2-carboxylic acidC5H9NO2115.13A. vera. A. saponaria and A. arborescens
58Hydroxyproline3-hydroxypyrrolidine-2-carboxylic acidC5H9NO3131.13A. vera
59Pyroglutamic acid5-oxopyrrolidine-2-carboxylic acidC5H7NO3129.11A. barbadensis
60α-amino butyric acid2-aminobutanoic acidC4H9NO2103.12A. vera and A. arborescens
61β-alanine3-aminopropanoic acidC3H8N2O4136.11A. vera, A. saponaria and A. arborescens
62β-amino isobutyric acid3-amino-2-methylpropanoic acidC4H9NO2103.12A. vera and A. saponaria
63γ-aminobutyric acid (GABA)4-aminobutanoic acidC4H9NO2103.12A. vera, A. saponaria, A. arborescens, and A. barbadensis; ;

Amino acids detected from Aloe species.

FIGURE 7

3.7 Other amines of Aloe species

Compounds 64–72 were reported from Aloe species (Figure 8). These compounds have a good sense if kept as amines rather than grouping them into other organic compounds such as alkloids. For instance, compounds (67) and (68) were reported as alkaloids from Aloe species (; ). The amine called 2-phenylethanamine (69) is a precursor for many compounds, including noradrenaline (Solomons, 2011), the hormone reported from A. barbadensis Mill. Regarding the amines detected from Aloe species, any amine may be monoamine or polyamine such as diamines, triamines, tetramines, or, etc., based on the number of nitrogens present in the structure (Table 4; Figure 8). Monoamines have one nitrogen in their structure, while polyamines have two or more ntrogens in their structures. The quantities of putresine, spermidine, and spermine polyamines have been analyzed from the leaf gels of A. arborescens Mill., A. aristata Haw., A. claviflora Str., A. ferox Mill., A. mitriformis Mill., A. saponaria Ait., A. striata Haw., and A. vera L, A. barbadensis Mill. (; Zapata et al., 2013; ). These polyamines have biochemical relationships. They also have specific odors, which make amines have unique odors, such as rotting fish. For instance, 1,4-butanediamine (71) has the appalling odors that might be expected from its common name, ‘putrescine’ derived from odor. Biologically, putrescine is synthesised from the catabolism of proteins ().

FIGURE 8

TABLE 4

NoNameDetection methodsAmine type based on number of NMolecular formulaMolecular wight (g/mol)References
64CyclopropanamineGC-MSmonoamineC3H7N57.09
652-aminoethanolGC-MSmonoamineC2H7NO61.08;
662-amino-2-methylpropan-1-olGC-MSmonoamineC4H11NO89.14
674-(2-(methylamino)ethyl) Phenol-monoamineC9H13NO151.21
682-(4-methoxyphenyl)-N-methylethanamine-monoamineC10H15NO165.24
692-phenylethanamineGC-MSmonoamineC8H11N121.18
70PutrescineHPLC-DAD, Spectrofluorometric detector fitted to HPLCdiaminesC4H12N290.14; Zapata et al. (2013);
71SpermidineHPLC-DAD, Spectrofluorometric detector fitted to HPLCtriaminesC7H19N3145.25Zapata et al. (2013);
72SpermineHPLC-DAD, Spectrofluorometric detector fitted to HPLCtetraaminesC10H26N4202.34Zapata et al. (2013);

Amines detected from Aloe species.

“-” unspecified.

4 Biological activities of Aloe amines

Traditionally, people use various parts of Aloe species such as leaf gel, leaf latex, fresh leaf, root, flowers, etc. solely or by incorporating them into other substances for impotency in men, wounds, malaria, ticks, bloat and fire burn, caught, stomach ache, gonorrhea, swollen foot, strain, ascariasis, anthrax, internal parasite, weaning a child from breastfeeding, psychiatric disease, sprain, diabetes, liver disease, eye aliments, used as a poison, abdominal cramp, pasterlosis, black leg, skin softening, tuberculosis, and antiworms (Oda and Erena, 2017; ). These applications of Aloe species arise from the biologically active properties of the plants, which are due to their compounds (Radha and Laxmipriya, 2015; ). In modern days, the in vivo and in vitro bioactivities of Aloe species have been investigated. antioxidants (; ; Sazhina et al., 2016), anti-inflammatory (), antibacterial (Pandey and Mishra, 2010; ), antifungal (Zapata et al., 2013), antiviral (), antimalarial (Yadeta, 2022), anticancer (), antidiabetic (), wound healing (), and etc. (Salehi et al., 2018).

In most of the Aloe species, the synergistic effects of amine compounds were investigated. In the literature, amine compounds were one of the compounds detected by GC-MS in A. vera for antibacterial activities and antioxidant capacity (Nejatzadeh-Barandozi, 2013). The study is similar to the work of on A. greatheadii var. davyana. These studies show the biological activities of the Aloe plants and the synergistic effect of the compounds, which indicate that amines have a vital role in the biological activities of Aloe extracts. In another way, tested compounds of A. barbadensis Miller including amines by correlating them to the effect of human blood T cells. The amine compounds, such as glucosamine single effect was identified from A. barbadensis Miller. Such tests identify the highly effective components of the plant extracts as well as the amine compounds such as glucosamine. The biological activities of amines in Aloe species have been summarized in Table 5. Generally, researchers use three approaches to determine the biological activities of Aloe species. These are: (i) using the extracts of the plant without identifying the active constituents when testing the medicinal potential of the plant is necessary; (ii) testing the bioactivities of the plants’ compounds synergistically; and (iii) identifying the bioactivities of the plants’ compounds specifically.

TABLE 5

Amine compoundBiological activitiesReferences
Pyrrolo [3,2-d] pyrimidin-2,4 (1H,3H)-dioneanti-inflammatory, antitumor, antioxidant, antiviral, anti-HIV agents, antiasthmatic, and anticoagulant
2-methyl-5-phenyl- pyrroleAntimicrobial, inti-inflammatory, and antitumor
PolyaminesAntifungal activitiesZapata et al. (2013)
GlucosamineHuman blood T cell activity
Vitamin B6Antioxidant
Vitamin B12Production of red blood cells, antioxidants;
Folic acidDevelop new blood cells, antioxidants;
CholineProduction of energy, amino acid metabolism and developing muscle mass, antioxidants;
Amino acidsWound healing, moisturizing effect, Anti-inflammatory, antitumor, and basic building blocks of proteins in the body and muscle tissues; ; Upadhyay, (2018); Sahu et al. (2013)
HormonesWound healing and anti-inflammatorySahu et al. (2013)

Biological activities of Aloe species amines.

5 Medicinal applications

5.1 Pharmaceutical applications

The traditional uses of Aloe species have transformed into modern pharmaceutical applications. These days, studies on the biological activities of Aloe species both in vivo and in vitro verify the plant’s potential for particular mammalian body systems, including the brain, pancreas, liver, portal vein, intestine, muscles, tissues, lymphatic systems, and so on (Figure 9). In the literature, the therapeutic activities of Aloe species for the liver and kidney, gastrointestinal system, upper respiratory tract, reproductive (genital) organs, central and peripheral nervous systems, skin, eyes, hair, joints, and muscles have been reported (). Other studies have used the healing properties of Aloe species to treat a variety of cancer diseases, including liver, colon, duodenal, skin, pancreatic, intestinal, lung, and kidney cancers (Singab et al., 2015). In addition, the metabolic disease Diabetes Mellitus (DM), commonly known as diabetes, has been treated by the medicinal effects of various Aloe species (; ). Based on these and other medicinal potentials of Aloe species, studies have shown that A. vera is used to make pharmaceutical products like ointments, tablets, and capsules (; ).

FIGURE 9

A large number of medically and biologically important compounds are amines. Because of their high degree of biological activity, many amines are used as drugs and medicines (Solomons and Fryhle, 2008; Wade, 2008). Alkaloids, amino acids, vitamins, and other amine compounds are biologically active compounds of Aloe species that are used in their medicinal applications and may lead to drug synthesis. For instance, 2-phenylethylamine, noradrenaline, and vitamins are mostly known amine compounds detected in Aloe species. Many phenylethylamine compounds have powerful physiological and psychological effects. Noradrenaline is a derivative of 2-phenylethylamine. Norepinephrine is hormone that is released into the bloodstream in response to stress. Recent evidence has elucidated significant changes in cerebral neurotransmitters in mice treated with A. vera extract, of which diminished levels of norepinephrine and serotonin are conspicuous (Solomons and Fryhle, 2008; Sultana and Najam, 2012). Norepinephrine is both a neurotransmitter and a hormone. It plays an important role in your body’s “fight-or-flight” response. As a medication, norepinephrine is used to increase and maintain blood pressure in limited, short-term, serious health situations (). Vitamins are essential for bodily functions such as helping to fight infection because of their biological properties such as wound healing, making our bones strong, and regulating hormones (). All vitamins detected in the Aloe species are water-soluble vitamins and function as coenzymes.

5.2 Nutraceutical applications

Several species of Aloes are mentioned in the literature for their applications as cooked vegetables, snack foods, famine foods, and preserve ingredients (Steenkamp and Stewart, 2007; ). Aloes are also utilized as food products and beverage ingredients due to their nutritional components combined to produce beneficial and biological effects (Sun et al., 2015). Owing to its advantageous characteristics in managing conditions like constipation, coughs, diabetes, headaches, arthritis, and immune system deficiencies, Aloe species gel is applicable in the food industry for functional foods (). Famous healthy foods developed from A. vera include dahi (a fermented South Asian dairy product) by replacing skim milk with A. vera gel, A. vera gel-enriched beverages, ice cream, lassi (a traditional fermented dairy beverage of South Asia), mango nectar, and carbonated beverages. Researchers have investigated the presence of bioactive compounds in such foods and beverages (; ).

A. vera gel is used in the nutraceutical industry as a supplement in other food products and as a mineral source for a range of functional foods that are used to make different health drinks and beverages (Rodríguez et al., 2010; Ray et al., 2013). The food industry uses A. vera to make health drinks, jam, jelly, yogurt, cranberry, orange, grape, raspberry, pineapple, and strawberry beverages, among other functional goods (; ). The A. vera plant has been reported for its antioxidant activities of nitrogen-containing vitamins and amino acids. Thus, the consumption of such dietary antioxidants from the Aloe species is beneficial in preventing cardiovascular diseases (). Dried A. vera gel powder reduces body fat mass in diet-induced obesity rats, while its gel protects the liver from oxidative stress-induced damage in an experimental rat model. A. vera juice is marketed to support the health of the digestive system. A. vera is a good nutrition supplement for diabetic wound healing, while processed Aloe food products contain ingredients that show cancer prevention (Upadhyay, 2018).

Amino acids are required for the synthesis of body proteins and other important nitrogen-containing compounds (Yu and Fukagawa, 2020). Amino acid deficiency causes a number of disease states, nutritional deficiencies, fatigue, accelerated aging, and even premature death. Many pathological conditions, like a depressed immune system, weight loss, pressure sores, diarrhea, hair and skin depigmentation, and muscle weakness, are related to an amino acid deficiency (Shakerzadeh, 2016). Therefore, consuming Aloe-based products has nutraceutical applications. Especially essential amino acids can be obtained from food only. In another way, amino acid deficiency causes a number of disease states, nutritional deficiencies, fatigue, accelerated aging, and even premature death (). Vitamins are other dietary nitrogen-containing compounds. Every nutrient that humans eat is on a mission to provide health benefits that support the pursuit of wellness. Vitamins work hard to keep our bodies functioning properly, and they help drive essential processes needed in our everyday lives (Tardy et al., 2020).

In another way, nutritional diseases such as cardiovascular disease, hypertension, cancer, and diabetes mellitus may arise from a nutrition deficiency like vitamins (). In order to overcome the deficiencies of vitamins and health problems, consuming nutrition rich in vitamins plays a crucial role. Many diseases were treated with Aloe species (Salehi et al., 2018) since these plants have nutraceutical components like vitamins. Indirectly, people prevent and treat diseases and abnormal conditions when they consume these plants. This is because amine vitamins detected in Aloe species are among the water-soluble vitamins that are required for performing specific cellular functions, such as being precursors for coenzymes in the enzymes of intermediary metabolism (). Table 6 summarizes the deficiency of amine vitamins (; ; Taguchi, 2023) and treated diseases due to the presence of these vitamins, which have various biological effects (; ; ; ; Sabbaghzadegan et al., 2021; Taqui et al., 2022).

TABLE 6

VitaminsFunctionsDeficiency diseasesSymptomsDiseases treated by Aloe species
Vitamin B1Important in function of nervous system, helps release energy from foods, promotes normal appetiteBeriberi, Wernicke-Korsakoff syndromeAnorexia, weight loss, weakness, peripheral neuropathy, gait ataxia, ophthalmoplegia, encephalopathy, dementia, and memory lossIncreasing appetite, central and peripheral nervous systems, treating tonsillitis, hematopoetic and immunomodulatory
Vitamin B2Helps with vision, release energy from foods; healthy skinAriboflavinosisGlossitis, cheilosis, dermatitis, growth retardation, conjunctivitis, and neuropathyAnti-inflammatory, wound healing, central and peripheral nervous systems
Vitamin B3Promotes healthy nerves, skin. Energy production from foods; aids digestion, and promotes normal appetitePellagraDiarrhea, dematitis, dementia, and deathTreating diarrhea, wound healing, central and peripheral nervous systems
Vitamin B6Aids in protein metabolism, absorption; aids in red blood cell formation; helps body use fatsdermatitis, anemiaDermatitis, anemia, seizure, depression, encephalopathy, decline in immune functionWound healing, hematopoetic and immunomodulatory effects
Vitamin B9single carbon transfersAnemia, neural tube defectsDiarrhea, depression, impaired cognition, and elevated risks of heart disease and strokeTreating diarrhea, anti-fibrotic, anti-hypertensive, and anti-atherosclerotic
Vitamin B12Metabolism of amino acids and fatty acids, DNA synthesisAnemiacognitive decline, Alzheimer’s disease, and vascular dementiaTreating of alzheimer’s disease, central and peripheral nervous systems
CholineHelps brain and nervous system need it to regulate memory, mood, and muscle controlliver and muscle damage and increases in homocysteineLiver disease, growth stunting, and immune dysfunctionCardio protective effect, immunomodulatory effect

Amine containing vitamins from Aloe species and their nutraceutical applications.

5.3 Cosmeceutical applications

Aloe species are used in the preparation of traditional hair washing shampoos, which are transformed into industrial products in cosmetic and personal care (Sbhatu et al., 2020). Aloes ability to penetrate the epidermis, dermis, and hypodermis, expelling grease and bacteria from pores and inducing new cell production, which speeds up healing, is why they are used in cosmetics (). Because of their medicinal potentials, Aloe species are incorporated into cosmetics and body care products such as soap, shampoo, Aloe bath gel, body wash, lotion, deodorant, lip balm, tooth gel, mouthwash, Aloe hand sanitizer, skin-replenishing agent, aloetic herbal beard oil, aloetic hair oil, under eye cream, conditioning face mask, skin toning cream, face scrub, shower gel, activator, exfoliator, detox capsules, and joint and muscle creams (). One benefit of Aloe-based soaps is that they do not irritate skin or leave it feeling parched. Aloe extracts are also included in some shaving lotions and creams in the USA and Asia to speed up the healing of shaving wounds. In shaving creams, A. vera gel’s mucilaginous quality aids in its ability to act as a barrier of defense between the skin and beard (; ). Because of its high nutritional content and antioxidant qualities, A. vera is well known for its potent healing activity, even at the epithelial level of the skin. This results in the skin having a protective layer that speeds up healing. Ayurvedic medications for persistent skin conditions like psoriasis, acne, and eczema contain A. vera (; Aburjai and Natsheh, 2003). Aloe materials have been investigated for cosmeceutical applications due to their antioxidant activity of the polyphenols, indoles, alkaloids, amino acids like leucine and isoleucine, vitamins such as choline, cyanocobalamin, and folic acid that provide cleansing action and protection of photo-damages (Svitina et al., 2019; ). Some Aloe-based cosmetics are given in Figure 10.

FIGURE 10

6 Conclusion

Knowing the abundant components of Aloe species, one means of identification is very important, especially the components detected in a quantitative manner like amino acids and vitamins. The genus Aloe has various active compounds to prevent diseases when humans consume them since they have nutritional values and are used in cosmetics for their cosmeceutical values. In addition to these, various extracts of the Aloe have effective biological properties to treat diseases. For these reasons, the bioactive compounds of Aloe species should be studied in a comprehensive manner to provide direction for their medicinal potential. Especially identifications of medicinally active compounds like amine compounds have a great role in the development of drugs. Therefore, this trend is important for further studies on related topics. As a result, understanding the structure of amine compounds found in Aloe species provides scientific guidance for using the plants’ medicinal potential.

Statements

Author contributions

ATY: Conceptualization, Methodology, Software, Writing–original draft, Writing–review and editing.

Funding

The author(s) declare that no financial support was received for the research, authorship, and/or publication of this article.

Conflict of interest

The author declares that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

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Summary

Keywords

Aloe species, nitrogen, amines, biological activities, medicinal potentials

Citation

Yadeta AT (2024) Chemical structures, biological activities, and medicinal potentials of amine compounds detected from Aloe species. Front. Chem. 12:1363066. doi: 10.3389/fchem.2024.1363066

Received

29 December 2023

Accepted

19 February 2024

Published

01 March 2024

Volume

12 - 2024

Edited by

Ghasem Sargazi, Bam University of Medical Sciences and Health Services, Iran

Reviewed by

Ahmed A. Zaky, National Research Centre, Egypt

María Del Rayo Camacho Corona, Autonomous University of Nuevo León, Mexico

Updates

Copyright

*Correspondence: Adamu Tizazu Yadeta,

†

ORCID: Adamu Tizazu Yadeta, orcid.org/0000-0002-8670-613X

Disclaimer

All claims expressed in this article are solely those of the authors and do not necessarily represent those of their affiliated organizations, or those of the publisher, the editors and the reviewers. Any product that may be evaluated in this article or claim that may be made by its manufacturer is not guaranteed or endorsed by the publisher.

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