Noroliveroline

Last updated
Noroliveroline
Noroliveroline.svg
Names
IUPAC name
2′H-12-Nor[1,3]dioxolo[4′,5′:1,2]-6aβ-aporphin-7β-ol
Systematic IUPAC name
(7aS,8S)-6,7,7a,8-Tetrahydro-2H,5H-benzo[g][1,3]benzodioxolo[6,5,4-de]quinolin-8-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
PubChem CID
  • InChI=1S/C17H15NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-4,7,15-16,18-19H,5-6,8H2/t15-,16-/m0/s1
    Key: CKIYSMRPIBQTHQ-HOTGVXAUSA-N
  • InChI=1/C17H15NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-4,7,15-16,18-19H,5-6,8H2/t15-,16-/m0/s1
    Key: CKIYSMRPIBQTHQ-HOTGVXAUBH
  • C1CN[C@@H]2[C@H](C3=CC=CC=C3C4=C2C1=CC5=C4OCO5)O
Properties
C17H15NO3
Molar mass 281.311 g·mol−1
Related compounds
Related compounds
Michelalbine, R-(-)-norushinsunine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Noroliveroline is an anticholinergic alkaloid. [1]

Related Research Articles

<span class="mw-page-title-main">Alkaloid</span> Class of naturally occurring chemical compounds

Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.

<span class="mw-page-title-main">Aconitine</span> Toxic plant alkaloid

Aconitine is an alkaloid toxin produced by various plant species belonging to the genus Aconitum, known also commonly by the names wolfsbane and monkshood. Monkshood is notorious for its toxic properties.

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

Ergoline is a chemical compound whose structural skeleton is contained in a variety of alkaloids, referred to as ergoline derivatives or ergoline alkaloids. Ergoline alkaloids, one being ergine, were initially characterized in ergot. Some of these are implicated in the condition ergotism, which can take a convulsive form or a gangrenous form. Even so, many ergoline alkaloids have been found to be clinically useful. Annual world production of ergot alkaloids has been estimated at 5,000–8,000 kg of all ergopeptines and 10,000–15,000 kg of lysergic acid, used primarily in the manufacture of semi-synthetic derivatives.

<i>Papaver somniferum</i> Species of flowering plant in the family Papaveraceae

Papaver somniferum, commonly known as the opium poppy or breadseed poppy, is a species of flowering plant in the family Papaveraceae. It is the species of plant from which both opium and poppy seeds are derived and is also a valuable ornamental plant, grown in gardens. Its native range is probably the eastern Mediterranean, but is now obscured by ancient introductions and cultivation, being naturalized across much of Europe and Asia.

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

Noscapine is a benzylisoquinoline alkaloid, of the phthalideisoquinoline structural subgroup, which has been isolated from numerous species of the family Papaveraceae. It lacks significant hypnotic, euphoric, or analgesic effects affording it with very low addictive potential. This agent is primarily used for its antitussive (cough-suppressing) effects.

<i>Fumaria</i> Genus of flowering plants in the poppy family Papaveraceae

Fumaria is a genus of about 60 species of annual flowering plants in the family Papaveraceae. The genus is native to Europe, Africa and Asia, most diverse in the Mediterranean region, and introduced to North, South America and Australia. Fumaria species are sometimes used in herbal medicine. Fumaria indica contains the alkaloids fuyuziphine and alpha-hydrastine. Fumaria indica may have anti-inflammatory and analgesic potential.

<i>Withania somnifera</i> Species of plant

Withania somnifera, known commonly as ashwagandha or winter cherry, is an evergreen shrub in the Solanaceae or nightshade family that grows in India, the Middle East, and parts of Africa. Several other species in the genus Withania are morphologically similar.

<i>Argemone mexicana</i> Species of plant

Argemone mexicana is a species of poppy found in Mexico and now widely naturalized in many parts of the world. An extremely hardy pioneer plant, it is tolerant of drought and poor soil, often being the only cover on new road cuttings or verges. It has bright yellow latex. It is poisonous to grazing animals, and it is rarely eaten, but it has been used medicinally by many peoples, including those in its native area, as well as the Natives of the western US, parts of Mexico and many parts of India. In India, during the colorful festival Holika Dahan, adults and children worship by offering flowers, and this species is in its maximum flowering phase during March when the Holi festival is celebrated. It is also referred to as "kateli ka phool” in India.

<i>Catharanthus roseus</i> Species of flowering plant in the family Apocynaceae

Catharanthus roseus, commonly known as bright eyes, Cape periwinkle, graveyard plant, Madagascar periwinkle, old maid, pink periwinkle, rose periwinkle, is a perennial species of flowering plant in the family Apocynaceae. It is native and endemic to Madagascar, but grown elsewhere as an ornamental and medicinal plant. It is a source of the drugs vincristine and vinblastine, used to treat cancer. It was formerly included in the genus Vinca as Vinca rosea.

<i>Ephedra</i> (plant) Genus of gymnosperms in the family Ephedraceae

Ephedra is a genus of gymnosperm shrubs. The various species of Ephedra are widespread in many arid regions of the world, ranging across southwestern North America, southern Europe, northern Africa, southwest and central Asia, northern China and western South America. It is the only extant genus in its family, Ephedraceae, and order, Ephedrales, and one of the three living members of the division Gnetophyta alongside Gnetum and Welwitschia.

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

Aporphine is an alkaloid with the chemical formula C17H17N. It is the core chemical substructure of the aporphine alkaloids, a subclass of quinoline alkaloids. It can exist in either of two enantiomeric forms, (R)-aporphine and (S)-aporphine.

<i>Eupatorium cannabinum</i> Species of plant

Eupatorium cannabinum, commonly known as hemp-agrimony, or holy rope, is a herbaceous plant in the family Asteraceae. It is a robust perennial native to Europe, NW. Africa, Turkey, Syria, Iran, Iraq, Jordan, the Caucasus and Central Asia. It is cultivated as an ornamental and occasionally found as a garden escape in scattered locations in China, the United States and Canada. It is extremely attractive to butterflies, much like buddleia.

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

Conessine is a steroidal alkaloid found in a number of plant species from the family Apocynaceae, including Holarrhena floribunda, Holarrhena antidysenterica and Funtumia elastica. It acts as a histamine antagonist, selective for the H3 subtype (with an affinity of pKi = 8.27; Ki = ~5 nM). It was also found to have long CNS clearance times, high blood–brain barrier penetration and high affinity for the adrenergic receptors.

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

Tetrandrine, a bis-benzylisoquinoline alkaloid, is a calcium channel blocker. It is isolated from the plant Stephania tetrandra, and other Chinese and Japanese herbs.

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

Solasodine is a poisonous alkaloid chemical compound that occurs in plants of the family Solanaceae such as potatoes and tomatoes. Solasonine and solamargine are glycoalkaloid derivatives of solasodine. Solasodine is teratogenic to hamster fetuses in a dose of 1200 to 1600 mg/kg. Literature survey reveals that solasodine has diuretic, anticancer, antifungal, cardiotonic, antispermatogenetic, antiandrogenic, immunomodulatory, antipyretic and various effects on central nervous system.

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

Scholarine is an alkaloid isolated initially from Alstonia scholaris by Banerji and Siddhanta. Subsequently, it was obtained from the West African tree Alstonia boonei. The derivative N-Formylscholarine has been isolated from the fruit pods of Alstonia scholaris.

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

Polyfothine is an anticholinergic alkaloid.

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

Eburnamine is an indole alkaloid in the aspidosperma group. It has anticholinergic activity.

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

Isooncodine is an anticholinergic alkaloid. It was first synthesized in 1989 because it is an isomer of oncodine, an azafluorenone alkaloid derived from Meiogyne monosperma. It was first derived from the leaves of Polyalthia longifolia.

Dewan Singh Bhakuni is an Indian natural product chemist, stereochemist and a former director general-grade scientist of the Central Drug Research Institute. He is known for his researches on the biogenesis of alkaloids and is an elected fellow of the Indian Academy of Sciences, the National Academy of Sciences, India and the Indian National Science Academy. The Council of Scientific and Industrial Research, the apex agency of the Government of India for scientific research, awarded him the Shanti Swarup Bhatnagar Prize for Science and Technology, one of the highest Indian science awards, in 1975, for his contributions to chemical sciences.

References

  1. Naaz, H; Singh, S; Pandey, VP; Singh, P; Dwivedi, UN (2013). "Anti-cholinergic alkaloids as potential therapeutic agents for Alzheimer's disease: An in silico approach". Indian Journal of Biochemistry & Biophysics. 50 (2): 120–5. PMID   23720886.