Table 1.
Group | Characteristic | Representative Compounds | Plant Source | Reference |
---|---|---|---|---|
Feature | ||||
Biosynthetic Pathway—Alkaloids Biosynthesized from Common Precursor | ||||
Tetrahydroisoquinoline alkaloids | Tyrosine acts as precursor | Berberine | Argemone mexicana, Berberis aristata, B. aquifolium, B. heterophylla, B. beaniana, Coscinium fenestratum, C. chinensis, C. japonica, C. rhizome, Hydratis Canadensis, Chelidonium majus, Coptidis rhizome | [9] |
Indole alkaloids | Tryptophan acts as precursor | Ajmalicin | Rauvolfia spp., Catharanthus roseus, Mitragyna speciosa | [10,11,12] |
strychnine, brucine | Strychnos nuxvomica | |||
Pyrrolizidine alkaloids | Ornithine acts as precursor | Senecionine | Jacobaea vulgaris, Brachyglottis repanda, Emilia sp., Erechtites hieraciifolius, Petasites sp., Syneilesis sp., Crotalaria sp., Senecio sp., Cynoglossum sp., Symphytum sp., Heliotropium sp., Caltha leptosepala, Castilleja sp. | [13,14] |
Tropane alkaloids | Scopolamine | Hyoscyamus niger, Datura sp., Brugmansia sp., Duboisia sp. | ||
Piperidine alkaloids | Lysine acts as precursor | Piperine | Piper nigrum, P. longum | [15,16,17] |
Quinolizidine alkaloids | Lupinine | Lupinus argenteus | ||
Cytisine | Laburnum anagyroides, L. alpinum, Cytisus canariensis | |||
Indolizidine alkaloids | Swainsonine | Astragalus earlei, A. mollissimus, A. wootoni, A. pehuenches, Oxytropis lambertii, O. sericea, O. campestris, Swainsona luteola, S. greyana, S. galegifolia | ||
Pyridine alkaloids | L-Aspartate acts as precursor | Nicotine | Nicotiana tabacum, Nicotiana rustica, Duboisia hopwoodii | [18,19] |
Pyridinone alkaloids | Cerpegin | Ceropegia bulbosa, C. juncea, | ||
Quinoline alkaloids | Anthranillic acid acts as precursor | Skimmianine | Skimmia japonica, Zanthoxylum nitidum Camptotheca acuminata | [20,21,22] |
Camptothecin | ||||
Quinazoline alkaloids | Vasicine | Adhatoda vasica, Peganum harmala | ||
Xanthine alkaloid | Adenosine (SAM cycle) acts as precursor | Theobromine | Theobroma cacao, Camellia sinensis, Cola acuminate, Paullinia cupana, Ilex guayusa | [23] |
Caffeine | Coffea arabica, C. canephora, C. liberica, C. racemose, Theobroma cacao, Camellia sinensis, Cola acuminate, Paullinia cupana, Ilex guayusa, I. vomitoria, I. paraguariensis | |||
Steroid alkaloids | Formed by the inclusion of one or two nitrogen atoms to a preformed steroid molecule | Veratridine, jervine and cyclopamine; | Veratrum album, V. californicum, V. viride, Schoenocaulon officinale | [24,25] |
Zygacine | Toxicoscordion venenosum, Zigadenus glaberrimus | |||
Terpenoid alkaloids | Formed by the introduction of a nitrogen atom from methylamine, ethylamine, or β-aminoethanol to terpenoidal skeletons | Secodaphniphyllate | Daphniphyllum macropodum, D. teijsmanni, D. humile | [26] |
Aconitine | Aconitum napellus, A. variegatum, A. noveboracense, A. vulparia, A. delphinifolium | |||
Chromone alkaloids | Formed by the linkage of a structure consisting of a nitrogen system to the “A” ring of chromone |
Rohitukine | Amoora rohituka, Dysoxylum binectariferum, Schumanniophyton magnificum, S. problematicum | [27,28,29,30] |
Dysoline | Dysoxylum binectariferum | |||
Cassiadinine | Senna siamea | |||
Ficine and isoficine | Ficus pantoniana | |||
Flavoalkaloids | capitavine | Buchenavia capitata | ||
Aquiledine, isoaquiledine | Aquilegia ecalcarata | |||
Chemical Structure—Alkaloids Grouped based on Nature of Heterocyclic Ring | ||||
Heterocyclic alkaloids (typical alkaloids) | Mononuclear | Hygrine | Erythroxylum coca, Convolvulus hanadae | [31,32,33] |
Boldine | Peumus boldus, Lindera aggregata | |||
Polynuclear | Atropine | Atropa belladonna, Datura innoxia, D. metel, D. stramonium, Brugmansia sp., Hyoscyamus sp. | ||
Reserpine | Rauvolfia serpentine | |||
Quinine | Cinchona officinalis | |||
Non-heterocyclic alkaloids (atypical alkaloids) | Phenylethylamine skeleton | Ephedrine | Ephedra sinica, E. viridis, E. fragilis, E. distachya, E. ciliate | [34,35,36] |
Capsaicin | Capsicum frutescens, C. annuum, C. chinense, C. baccatum | |||
Tropolone skeleton | Colchicine | Colchicum autumnale, Gloriosa superba | ||
Modified diterpenes | Paclitaxel | Taxus baccata, T. brevifolia, T. chinensis | ||
Taxonomy—Alkaloids Grouped based on Distribution by Botanical Origin | ||||
Opium alkaloids | Present in the Papaveraceae family | Morphine, codeine, papeverine, and thebaine | Papaver somniferum | [37] |
Solanum alkaloids | Present in the Solanaceae family | Solanine, tomatidine, and solasodamine | Solanum tuberosum, S. lycopersicum, S. melongena | [5] |
Daphniphyllum alkaloids | Present in the Daphniphyllaceae family | Daphniphylline, daphilactone-B | Daphniphyllum macropodum | [26] |
Vinca alkaloids | Present in the Apocynaceae family | Catharanthine leurosine, vincristine, and vinblastine | Catharanthus roseus | [38] |
Protoberberine alkaloids | Present in Annonaceae Ranunculaceae, Berberidaceae, Menispermaceae families; shares the same protoberberine skeleton | Berberine | Berberis aristata, B. aquifolium, B. heterophylla | [9,39,40] |
Jatrorrhizine | Enantia chlorantha, Thalictrum lucidumm, Thalictrum revolutum | |||
Palmatine | Phellodendron amurense, Guatteria friesiana | |||
Ephedra alkaloids | Present in Ephedra genus of the Ephedraceae family | Ephedrine | Ephedra sinica, E. viridis, E. fragilis, E. distachya, E. ciliate | [41] |