New cholinesterase-inhibiting triterpenoid alkaloids from Buxus hyrcana

M. Iqbal Choudhary, Salma Shahnaz, Shehnaz Parveen, Asaad Khalid, Osman Mesaik Mohammed Ahmed Hassan, S. Abdul Majeed Ayatollahi, Atta Ur Rahman

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

The current phytochemical investigation on Buxus hyrcana POJARK. has resulted in the isolation of the triterpenoid alkaloids 1-10. The structures of five new alkaloids, hyrcanone (1), hyrcanol (2), hyrcatrienine (3), N b-dimethylcycloxobuxoviricine (4), and hyrcamine (5), were elucidated by means of modern spectroscopic techniques, while the known alkaloids, buxidin (6), buxandrine (7), buxabenzacinine (8), buxippine-K (9) and E-buxenone (10), were identified by comparing their spectral data with those reported earlier. Compounds 1 and 3-9 were found to be acetyl- and butyrylcholinesterase inhibitors. The IC 50 values were estimated to be in the range of 83.0-468.0 μM against AChE and 1.12-350.0 μM against BChE. The structure-activity relationship studies suggested that the presence of dimethylamino moieties at C(3) and C(20) is the most important factor influencing the activity of these compounds against the cholinesterase enzymes. All compounds were also evaluated for cytotoxicity on a fibroblast cell line with incubation of 24 h. No cytotoxic effects were exerted by any compound.

Original languageEnglish
Pages (from-to)1039-1052
Number of pages14
JournalChemistry and Biodiversity
Volume3
Issue number9
DOIs
Publication statusPublished - 2006
Externally publishedYes

Fingerprint

Buxus
Alkaloids
Cholinesterases
Butyrylcholinesterase
Cholinesterase Inhibitors
Phytochemicals
Fibroblasts
Structure-Activity Relationship
Acetylcholinesterase
Cytotoxicity
Enzymes
Cells
Cell Line

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Molecular Medicine

Cite this

Choudhary, M. I., Shahnaz, S., Parveen, S., Khalid, A., Mohammed Ahmed Hassan, O. M., Ayatollahi, S. A. M., & Rahman, A. U. (2006). New cholinesterase-inhibiting triterpenoid alkaloids from Buxus hyrcana. Chemistry and Biodiversity, 3(9), 1039-1052. https://doi.org/10.1002/cbdv.200690102

New cholinesterase-inhibiting triterpenoid alkaloids from Buxus hyrcana. / Choudhary, M. Iqbal; Shahnaz, Salma; Parveen, Shehnaz; Khalid, Asaad; Mohammed Ahmed Hassan, Osman Mesaik; Ayatollahi, S. Abdul Majeed; Rahman, Atta Ur.

In: Chemistry and Biodiversity, Vol. 3, No. 9, 2006, p. 1039-1052.

Research output: Contribution to journalArticle

Choudhary, MI, Shahnaz, S, Parveen, S, Khalid, A, Mohammed Ahmed Hassan, OM, Ayatollahi, SAM & Rahman, AU 2006, 'New cholinesterase-inhibiting triterpenoid alkaloids from Buxus hyrcana', Chemistry and Biodiversity, vol. 3, no. 9, pp. 1039-1052. https://doi.org/10.1002/cbdv.200690102
Choudhary, M. Iqbal ; Shahnaz, Salma ; Parveen, Shehnaz ; Khalid, Asaad ; Mohammed Ahmed Hassan, Osman Mesaik ; Ayatollahi, S. Abdul Majeed ; Rahman, Atta Ur. / New cholinesterase-inhibiting triterpenoid alkaloids from Buxus hyrcana. In: Chemistry and Biodiversity. 2006 ; Vol. 3, No. 9. pp. 1039-1052.
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