Vasicine

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
Vasicine
Vasicin.svg
Names
IUPAC name
1,2,3,9-Tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Other names
Peganine
Identifiers
3D model (JSmol)
Properties
C11H12N2O
Molar mass 188.23 g·mol−1
Melting point 210 °C (410 °F; 483 K)
Solubility in acetone, alcohol, chloroform Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Vasicine (peganine) is a quinazoline alkaloid. It is found in Justicia adhatoda, after which the it is named. It is additionally found in Peganum harmala.[1]

Vasicine has been compared to theophylline both in vitro and in vivo.[2] It has also been studied in combination with the related alkaloid vasicinone. Both the alkaloids in combination (1:1) showed pronounced bronchodilatory activity in vivo and in vitro.[3] Both alkaloids are also respiratory stimulants.[3] Vasicine has a cardiac–depressant effect, while vasicinone is a weak cardiac stimulant; the effect can be normalized by combining the alkaloids.[3][4] Vasicine is reported to have a uterine stimulant effect.[4]

Bromhexine, a synthetic derivative of vasicine, is a common ingredient of cough medicine for its mucolytic properties; it increases the production of serous mucus in the respiratory tract which makes the phlegm thinner and less viscous, which allows the cilia to more easily transport the phlegm out of the lungs.

References[edit]

  1. ^ Moloudizargari M, Mikaili P, Aghajanshakeri S, Asghari MH, Shayegh J (July 2013). "Pharmacological and therapeutic effects of Peganum harmala and its main alkaloids". Pharmacogn Rev. 7 (14): 199–212. doi:10.4103/0973-7847.120524. PMC 3841998Freely accessible. PMID 24347928. 
  2. ^ Nepali, Kunal; Sharma, Sahil; Ojha, Ritu; Dhar, Kanaya Lal (2012). "Vasicine and structurally related quinazolines". Medicinal Chemistry Research. 22 (1): 1–15. doi:10.1007/s00044-012-0002-5. ISSN 1054-2523. 
  3. ^ a b c Avula, B.; et al. (2008). "Quantitative determination of vasicine and vasicinone in Adhatoda vasica by high performance capillary electrophoresis" (PDF). Die Pharmazie – an International Journal of Pharmaceutical Sciences. 63 (1): 20–22. doi:10.1691/ph.2008.7175 (inactive 2017-08-21). 
  4. ^ a b Rajani, M; Soni, S; Anandjiwala, Sheetal; Patel, G (2008). "Validation of different methods of preparation of Adhatoda vasica leaf juice by quantification of total alkaloids and vasicine". Indian Journal of Pharmaceutical Sciences. 70 (1): 36–42. doi:10.4103/0250-474X.40329. ISSN 0250-474X. PMC 2852058Freely accessible. PMID 20390078.