Norsecurinine

Last updated
Norsecurinine
Norsecurinine.png
Identifiers
  • (1S,8S,13R)-2-oxa-9-azatetracyclo[6.5.1.01,5.09,13]tetradeca-4,6-dien-3-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C12H13NO2
Molar mass 203.241 g·mol−1
3D model (JSmol)
  • C1C[C@@H]2[C@]34C[C@H](N2C1)C=CC3=CC(=O)O4
  • InChI=1S/C12H13NO2/c14-11-6-8-3-4-9-7-12(8,15-11)10-2-1-5-13(9)10/h3-4,6,9-10H,1-2,5,7H2/t9-,10-,12+/m1/s1
  • Key:NBGOALXYAZVRPS-FOGDFJRCSA-N

Norsecurinine is a securinega alkaloid [1] from Phyllanthus niruri . [2]


See also

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<span class="mw-page-title-main">Tetrahydroharmine</span> Chemical compound

Tetrahydroharmine (THH) is a fluorescent indole alkaloid that occurs in the tropical liana species Banisteriopsis caapi.

<i>Phyllanthus</i> Genus of flowering plants

Phyllanthus is the largest genus in the plant family Phyllanthaceae. Estimates of the number of species in this genus vary widely, from 750 to 1200. Phyllanthus has a remarkable diversity of growth forms including annual and perennial herbs, shrubs, climbers, floating aquatics, and pachycaulous succulents. Some have flattened leaflike stems called cladodes. It has a wide variety of floral morphologies and chromosome numbers and has one of the widest range of pollen types of any seed plant genus.

<span class="mw-page-title-main">Phyllanthaceae</span> Family of flowering plants

Phyllanthaceae is a family of flowering plants in the eudicot order Malpighiales. It is most closely related to the family Picrodendraceae.

<i>Phyllanthus emblica</i> Berry and plant

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<span class="mw-page-title-main">Methylergometrine</span> Chemical compound

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<span class="mw-page-title-main">Voacangine</span> Chemical compound

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<span class="mw-page-title-main">Pyrrolizidine alkaloid</span> Class of chemical compounds

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<span class="mw-page-title-main">Mesembrine</span> Chemical compound

Mesembrine is an alkaloid present in Sceletium tortuosum (kanna). It has been shown to act as a serotonin reuptake inhibitor (Ki = 1.4 nM), and more recently, has also been found to behave as a weak inhibitor of the enzyme phosphodiesterase 4 (PDE4) (Ki = 7,800 nM). In an in vitro study published in 2015, researchers concluded that "a high-mesembrine Sceletium extract" may exert anti-depressant effects by acting as a monoamine releasing agent." As such, mesembrine likely plays a dominant role in the antidepressant effects of kanna. The levorotatory isomer, (−)-mesembrine, is the natural form.

<span class="mw-page-title-main">Mitraphylline</span> Chemical compound

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<span class="mw-page-title-main">Akuammine</span> Chemical compound

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<span class="mw-page-title-main">Akuammicine</span> Alkaloid

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<span class="mw-page-title-main">Meleagrin</span> Chemical compound

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<span class="mw-page-title-main">Securinine</span> Chemical compound

Securinine is an alkaloid found in Securinega suffruticosa and Phyllanthus niruri.

<i>Phyllanthus amarus</i> Species of flowering plant

Phyllanthus amarus is a leafy herbal plant found in tropical regions in the Americas, Africa, India, China,Sri Lanka and South East Asia. Commons names for this plant include gale of the wind, carry me seed, seed on the leaf, pick-a-back, Bhuiavla (Hindi), Bhuiamla (Bengali), stonebreaker, dukung anak (Malay).

References

  1. González-Gálvez D, García-García E, Alibés R, Bayón P, de March P, Figueredo M, Font J (August 2009). "Enantioselective approach to Securinega alkaloids. Total synthesis of securinine and (-)-norsecurinine". The Journal of Organic Chemistry. 74 (16): 6199–211. doi:10.1021/jo901059n. PMID   19627163.
  2. Patel JR, Tripathi P, Sharma V, Chauhan NS, Dixit VK (November 2011). "Phyllanthus amarus: ethnomedicinal uses, phytochemistry and pharmacology: a review". Journal of Ethnopharmacology. 138 (2): 286–313. doi:10.1016/j.jep.2011.09.040. PMID   21982793.