Publication:
Triterpenoids and steroids isolated from Anatolian Capparis ovata and their activity on the expression of inflammatory cytokines

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Date
2020-01-01T00:00:00Z
Authors
GAZİOĞLU, IŞIL
Semen, Sevcan
Acar, Ozden Ozgun
KOLAK, Ufuk
Sen, Alaattin
TOPÇU, GÜLAÇTI
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Research Projects
Sustainable Development Goals
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Abstract
Context: Capparis L. (Capparaceae) is grown worldwide. Caper has been used in traditional medicine to treat various diseases including rheumatism, kidney, liver, stomach, as well as headache and toothache. Objective: To isolate and elucidate of the secondary metabolites of the C. ovata extracts which are responsible for their anti-inflammatory activities. Materials and methods: Buds, fruits, flowers, leaves and stems of C. ovata Desf. was dried, cut to pieces, then ground separately. From their dichloromethane/hexane (1:1) extracts, eight compounds were isolated and their structures were elucidated by NMR, mass spectroscopic techniques. The effects of compounds on the expression of inflammatory cytokines in SH-SY5Y cell lines were examined by qRT-PCR ranging from 4 to 96 mM. Cell viability was expressed as a percentage of the control, untreated cells. Results: This is a first report on isolation of triterpenoids and steroids from C. ovata with anti-inflammatory activity. One new triterpenoid ester olean-12-en-3b,28-diol, 3b-pentacosanoate (1) and two new natural steroids 5a,6a-epoxycholestan-3b-ol (5) and 5b,6b-epoxycholestan-3b-ol (6) were elucidated besides known compounds; oleanolic acid (2), ursolic acid (3), b-sitosterol (4), stigmast-5,22-dien-3b-myristate (7) and bismethyl-octylphthalate (8). mRNA expression levels as EC10 of all the tested seven genes were decreased, particularly CXCL9 (19.36-fold), CXCL10 (8.14-fold), and TNF (18.69) by the treatment of 26 mM of compound 1 on SH-SY5Y cells. Discussion and conclusions: Triterpenoids and steroids isolated from C. ovata were found to be moderate-strong anti-inflammatory compounds. Particularly, compounds 1 and 3 were found to be promising therapeutic agents in the treatment of inflammatory and autoimmune diseases.
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Keywords
3β-pentacosanoate , Capparaceae , Anti-inflammatory , Anticholinesterase , Fatty acid , Olean-12-en-3β, 28-diol , Secondary metabolites , Spectroscopy , Structure elucidation
Citation
GAZİOĞLU I., Semen S., Acar O. O. , KOLAK U., Sen A., TOPÇU G., -Triterpenoids and steroids isolated from Anatolian Capparis ovata and their activity on the expression of inflammatory cytokines-, PHARMACEUTICAL BIOLOGY, cilt.58, ss.925-931, 2020