Beyond Alkaloids: Novel Bioactive Natural Products From Species

Overview

Journal Front Pharmacol

Date 2021 Mar 25

PMID 33762957

Citations 4

Authors

Qinfang Zheng

Ye Wang

Shuihan Zhang

Affiliations

Soon will be listed here.

Abstract

In this work, we reviewed the progress in the phytochemical and biological investigations of bioactive components derived from medicinally valuable species. In the last 60 years, has garnered significant attention from the phytochemist from around the world, majorly due to the discovery of bioactive piperidine alkaloids (e.g., lobinaline and lobeline) in the early 1950s. Later, lobeline underwent clinical trials for several indications including the treatment of attention deficit hyperactivity disorder and a multicenter phase three trial for smoking cessation. Subsequently, several other alkaloids derived from different species of were also investigated for their pharmacological characteristics. However, in the last few years, the research focus has started shifting to the characterization of the other novel chemical classes. The major shift has been noticed due to the structurally similar alkaloid components, which essentially share similar pharmacological, physicochemical, and toxicological profiles. In this review, we present an up-to-date overview of their progress with special attention to understanding the molecular mechanisms of the novel bioactive components.

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References

Gedeon J, Gedeon S . [Alkaloids of Lobella nicotianaefolia Heyne]. Pharm Acta Helv. 1954; 29(2):49-52. View

SALDANHA R, Cordeiro E, Costa E, de MELO . Study of circulatory rate with lobeline (the alkaloid from Lobelia inflata). Arq Bras Cardiol. 1959; 12:215-22. View

Kesting J, Tolderlund I, Pedersen A, Witt M, Jaroszewski J, Staerk D . Piperidine and tetrahydropyridine alkaloids from Lobelia siphilitica and Hippobroma longiflora. J Nat Prod. 2009; 72(2):312-5. DOI: 10.1021/np800743w. View

Yang S, Shen T, Zhao L, Li C, Zhang Y, Lou H . Chemical constituents of Lobelia chinensis. Fitoterapia. 2014; 93:168-74. DOI: 10.1016/j.fitote.2014.01.007. View

Nickell J, Krishnamurthy S, Norrholm S, Deaciuc G, Siripurapu K, Zheng G . Lobelane inhibits methamphetamine-evoked dopamine release via inhibition of the vesicular monoamine transporter-2. J Pharmacol Exp Ther. 2009; 332(2):612-21. PMC: 2812121. DOI: 10.1124/jpet.109.160275. View

Govind A, Vallejo Y, Stolz J, Yan J, Swanson G, Green W . Selective and regulated trapping of nicotinic receptor weak base ligands and relevance to smoking cessation. Elife. 2017; 6. PMC: 5546804. DOI: 10.7554/eLife.25651. View

Roni M, Rahman S . Lobeline attenuates ethanol abstinence-induced depression-like behavior in mice. Alcohol. 2017; 61:63-70. DOI: 10.1016/j.alcohol.2017.01.015. View

Tamboli A, Rub R, Ghosh P, Bodhankar S . Antiepileptic activity of lobeline isolated from the leaf of Lobelia nicotianaefolia and its effect on brain GABA level in mice. Asian Pac J Trop Biomed. 2013; 2(7):537-42. PMC: 3609340. DOI: 10.1016/S2221-1691(12)60092-6. View

WEINGES K, Bahr W, Ebert W, KLOSS P . [Norlobelanidine, the main alkaloid from Lobelia polyphylla Hook and Arn]. Justus Liebigs Ann Chem. 1972; 756:177-80. DOI: 10.1002/jlac.19727560119. View

10.

Kelley Z, Rogers D, Littleton J, Lynn B . Microfluidic capillary zone electrophoresis mass spectrometry analysis of alkaloids in Lobelia cardinalis transgenic and mutant plant cell cultures. Electrophoresis. 2019; 40(22):2921-2928. PMC: 7959097. DOI: 10.1002/elps.201900220. View

11.

Subarnas A, Tadano T, Oshima Y, Kisara K, Ohizumi Y . Pharmacological properties of beta-amyrin palmitate, a novel centrally acting compound, isolated from Lobelia inflata leaves. J Pharm Pharmacol. 1993; 45(6):545-50. DOI: 10.1111/j.2042-7158.1993.tb05596.x. View

12.

KLOSA J . [Lobelanine synthesis under physiological conditions in the presence of light]. Pharmazie. 1953; 8(12):1030-2. View

13.

Abed S, Sirat H, Taher M . Tyrosinase inhibition, anti-acetylcholinesterase, and antimicrobial activities of the phytochemicals from Gynotroches axillaris Blume. Pak J Pharm Sci. 2017; 29(6):2071-2078. View

14.

Butler J, Anand A, CRAWFORD M, Glanville A, McKenzie D, Paintal A . Changes in respiratory sensations induced by lobeline after human bilateral lung transplantation. J Physiol. 2001; 534(Pt. 2):583-93. PMC: 2278721. DOI: 10.1111/j.1469-7793.2001.00583.x. View

15.

Ho L, Ou J, Sun M, Sun C . Two rare alkaloids from Pratia nummularia. Planta Med. 1995; 61(6):567-8. DOI: 10.1055/s-2006-959376. View

16.

Vartak A, Deaciuc A, Dwoskin L, Crooks P . Quinlobelane: a water-soluble lobelane analogue and inhibitor of VMAT2. Bioorg Med Chem Lett. 2010; 20(12):3584-7. PMC: 3726001. DOI: 10.1016/j.bmcl.2010.04.117. View

17.

SANTHA E, Sperlagh B, Zelles T, Zsilla G, Toth P, Lendvai B . Multiple cellular mechanisms mediate the effect of lobeline on the release of norepinephrine. J Pharmacol Exp Ther. 2000; 294(1):302-7. View

18.

Subarnas A, Tadano T, Nakahata N, Arai Y, Kinemuchi H, Oshima Y . A possible mechanism of antidepressant activity of beta-amyrin palmitate isolated from Lobelia inflata leaves in the forced swimming test. Life Sci. 1993; 52(3):289-96. DOI: 10.1016/0024-3205(93)90220-w. View

19.

da Costa E Silva L, Pereira P, Regner G, Boaretto F, Hoffmann C, Pfluger P . DNA damage and oxidative stress induced by seizures are decreased by anticonvulsant and neuroprotective effects of lobeline, a candidate to treat alcoholism. Metab Brain Dis. 2017; 33(1):53-61. DOI: 10.1007/s11011-017-0130-1. View

20.

Zeng X, Zhang P, He W, Qin C, Chen S, Tao L . NPASS: natural product activity and species source database for natural product research, discovery and tool development. Nucleic Acids Res. 2017; 46(D1):D1217-D1222. PMC: 5753227. DOI: 10.1093/nar/gkx1026. View