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. 2021 Jun 3;26(11):3374. doi: 10.3390/molecules26113374

Table 1.

Classification of alkaloids. Alkaloids biosynthesized in plants are classified based on their biochemical precursors (biosynthetic pathway), chemical structures, and according to their occurrence in different genera of the plant kingdom.

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]